Title: Book The Best Hotels in Pittsfield, MA for 2025 from CA $106 - Competitive Prices - Expedia.ca

 

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# Find hotels in Pittsfield, MA from CA $106

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## Go beyond your typical stay in Pittsfield

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=HOTEL_RESORT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&amenities=PETS)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&amenities=HOT_TUB)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&travelerType=family_friendly)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=CABIN)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=APARTMENT)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=AGRITOURISM)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=CONDO)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America&regionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-11-24&d1=2025-11-24&endDate=2025-11-26&d2=2025-11-26&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-11&endDate=2025-11-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 1,348 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

8.0/10

Very good

(948)

"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey

CA $138

CA $154 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Mountain Lodge

Pittsfield

9.0/10

Wonderful

(750)

"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeff

[](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

9.4/10

Exceptional

(57)

"Bright new hotel with very friendly and helpful staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $166

CA $185 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c3ea2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel On North

Pittsfield

9.6/10

Exceptional

(795)

"Clean room and staff was super friendly"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yuen

CA $187

CA $209 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c204d876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FairBridge Inn Express

Pittsfield

5.4/10

(809)

"Room spotless and staff helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

CA $95

CA $106 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Interior Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/88509527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Central Downtown Inn & Suites

Pittsfield

8.6/10

Excellent

(341)

"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Candee

CA $125

CA $140 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/eac89037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

8.6/10

Excellent

(1003)

"I have stayed here many times and it is consistently a comfortable, clean and quiet place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanine

CA $131

CA $147 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LCD TV with cable/satellite channels, TV, MP3 dock](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/8f88194e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Lenox Pittsfield

Pittsfield

9.2/10

Wonderful

(656)

"Lovely hotel, room was great along with the staff and the grounds where beautiful. Thank you."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vicki

CA $156

CA $174 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/8f954601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Inn

Pittsfield

7.8/10

Good

(837)

"This property has a mid century motel look from the street but the rooms have been recently upgraded and are fully modern inside. A great value and comfortable place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Phillip

CA $103

CA $116 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/1e56b9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/fa243b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/0bce9997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

8.4/10

Very good

(1006)

"Room was spotless, staff very friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

amber

CA $148

CA $164 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

Williamstown

8.8/10

Excellent

(2131)

"We came here because it was off season, great price, and it had an indoor pool. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Monica

CA $127

CA $157 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Non Lakeside Superior Room, 2 Queen beds](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/d3eea453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

9.0/10

Wonderful

(1005)

"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elisabeth

CA $154

CA $172 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

Lenox

9.0/10

Wonderful

(794)

"Easy parking, great community spaces, beautiful decor! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kerry

CA $130

CA $145 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

Lenox

9.2/10

Wonderful

(1002)

"Great place. Friendly staff and very well located. Great breakfast options. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abiezer

CA $142

CA $159 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/d32c867e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a5a66acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a02c1cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cornell Inn, Lenox & The Berkshires

Lenox

9.0/10

Wonderful

(1002)

"Very friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

CA $181

CA $257 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/ecbe7d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/a866db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/5e762248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Downstreet, an Ascend Collection Hotel

North Adams

8.8/10

Excellent

(1005)

"Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tammy

CA $191

CA $214 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/0fe63f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

9.0/10

Wonderful

(781)

"Place was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benjamin

CA $188

CA $230 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d969459c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

Stockbridge

8.8/10

Excellent

(1002)

"I love the ambience - historic and comfortable and excellent food. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy

CA $197

CA $283 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Double Room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel

Hillsdale

7.4/10

Good

(116)

"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

[](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/d48c4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/1ea731f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/c60f19d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Williams Inn

Williamstown

9.6/10

Exceptional

(537)

"Lovely place with lovely people. Food is great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah

CA $263

CA $294 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&regionId=9478&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Great weekend hotel deals in Pittsfield, MA

Showing deals for:**Nov 21 - Nov 23**

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

**8.6/10**Excellent (1,003 reviews)

Member Price available

CA $139

CA $311 total

includes taxes & fees

[Sign in for Member Price](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-11-21%26endDate%3D2025-11-23%26selected%3D789964%26adults%3D2)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=789964&adults=2)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

**8.0/10**Very good (948 reviews)

Member Price available

CA $103

CA $231 total

includes taxes & fees

[Sign in for Member Price](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-11-21%26endDate%3D2025-11-23%26selected%3D2067%26adults%3D2)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=2067&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Hilton Garden Inn Lenox Pittsfield

Pittsfield

**9.2/10**Wonderful (656 reviews)

20% off

CA $179

CA $399 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=10246064&adults=2)

![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Hotel On North

Pittsfield

**9.6/10**Exceptional (795 reviews)

10% off

CA $225

CA $502 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=10246103&adults=2)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Berkshire Mountain Lodge

Pittsfield

**9.0/10**Wonderful (750 reviews)

25% off

CA $124

CA $309 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=11449113&adults=2)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Central Downtown Inn & Suites

Pittsfield

**8.6/10**Excellent (341 reviews)

5% off

CA $139

CA $310 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=1457797&adults=2)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels)

## Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

[See all hotels in Pittsfield](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&adults=2&regionId=9478)

![Pittsfield showing a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

### Stay near popular Pittsfield attractions

[](https://expedia.ca/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels)

![Bousquet Ski Area](https://mediaim.expedia.com/destination/2/fda39c1aa3f3377fc7a1c526441e646b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bousquet Ski Area

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665283)

[](https://expedia.ca/Berkshire-Museum-Hotels.0-l553248621532665288-0.Travel-Guide-Filter-Hotels)

![Berkshire Museum](https://mediaim.expedia.com/destination/2/14971f7a24abdfdea4f9d44f4ebf2ed3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Berkshire Museum

You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665288)

[](https://expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)

#### Hancock Shaker Village

4.5/5(3 reviews)

You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091849)

[](https://expedia.ca/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels)

#### Colonial Theater

You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665289)

[](https://expedia.ca/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels)

#### Barrington Stage Company

You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665294)

[](https://expedia.ca/Herman-Melvilles-Arrowhead-Hotels.0-l553248621532665284-0.Travel-Guide-Filter-Hotels)

#### Herman Melville's Arrowhead

You can learn about the history of Pittsfield with a stop at Herman Melville's Arrowhead. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665284)

## More cheap stays in Pittsfield

![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA

CA $111

CA $124 total

Nov 11 - Nov 12

includes taxes & fees

7.4/10 Good! (818 reviews)

[](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

CA $118

CA $132 total

Nov 23 - Nov 24

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

CA $142

CA $159 total

Nov 18 - Nov 19

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd, Castleton-on-Hudson, NY

CA $148

CA $164 total

Nov 16 - Nov 17

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

[](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd, Great Barrington, MA

CA $150

CA $168 total

Nov 30 - Dec 1

includes taxes & fees

8.8/10 Excellent! (692 reviews)

[](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA

CA $131

CA $147 total

Nov 13 - Nov 14

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

[](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

## Hotels in Pittsfield with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_w.jpg)

4 Star Hotels

11 properties

[](https://expedia.ca/4Star-Pittsfield-Hotels.s40-0-d9478.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_w.jpg)

3 Star Hotels

129 properties

[](https://expedia.ca/3Star-Pittsfield-Hotels.s30-0-d9478.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_w.jpg)

2 Star Hotels

117 properties

[](https://expedia.ca/2Star-Pittsfield-Hotels.s20-0-d9478.Travel-Guide-Filter-Hotels)

## Find out more about Pittsfield

### Top reasons to visit Pittsfield

-   **Adventure Sports:** Experience skiing at local resorts, perfect for thrill-seekers and winter sports enthusiasts.
-   **Cultural Experiences:** Explore historic houses and vibrant downtown theatres for a taste of local culture.
-   **Scenic Nature:** Enjoy the beautiful landscapes and majestic mountains surrounding Pittsfield, ideal for outdoor activities.
-   **Shopping and Dining:** Discover local shops and eateries, providing a perfect blend of leisure and cuisine.
-   **Family-Friendly Options:** Pittsfield offers diverse accommodations and activities suitable for families and romantic getaways.

### Find great hotels in and around Pittsfield

Discover the ideal accommodation for your getaway in Pittsfield, Massachusetts. Whether you're seeking a family-friendly resort or a romantic hotel, this charming town offers a variety of lodging options to suit your needs. From adventure-filled vacations to serene retreats, you'll find top-rated hotels that provide excellent services and amenities for an unforgettable stay.

-   **The Yankee, Trademark Collection by Wyndham:** The Yankee, Trademark Collection by Wyndham is a distinctive hotel designed for business travellers seeking a professional atmosphere. Located 4.8km from Pittsfield, this property features a comprehensive range of business amenities, including a 24-hour business centre, multiple meeting rooms, and a versatile conference space. The hotel’s modern decor and efficient layout provide a conducive environment for meetings and corporate events, ensuring that guests can focus on their work while enjoying comfortable accommodations.
-   **[Holiday Inn & Suites Pittsfield-Berkshires by IHG:](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)** Nestled in the heart of Pittsfield, the Holiday Inn & Suites Pittsfield-Berkshires by IHG offers a unique blend of adventure and business amenities. This 3-star hotel is ideal for those looking to explore nearby outdoor activities such as horse riding, fishing, and snowboarding while also catering to business needs with accessible meeting rooms and a 24-hour business centre. Guests can enjoy the convenience of an onsite winery vineyard, making it perfect for those seeking a taste of local wines after a day of adventure.
-   **[Best Western Plus Berkshire Hills Inn & Suites:](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** The Best Western Plus Berkshire Hills Inn & Suites is a welcoming hotel that caters to families and pet owners alike. Situated in Pittsfield, this property features a variety of amenities for both business and leisure travellers, including a 24-hour business centre and a conference space. Families will appreciate the children's games and the convenience of cribs available for a fee. Pet-friendly policies ensure that furry companions are welcome, with designated areas for dogs to exercise. This hotel strikes a perfect balance between comfort and practicality.

### Where to stay near Pittsfield

Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation for Canadian travellers. Explore the vibrant downtown, catch a show at nearby theatres, or hit the slopes at local ski resorts. The charming Beacon Cinema adds to the cultural experience, while the surrounding areas provide family-friendly atmospheres and stunning scenery. Whether you’re seeking a romantic getaway or a budget-friendly trip, Pittsfield serves as a perfect central location to discover all the region has to offer.

-   **[Lenox:](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Located 11.3km from Pittsfield, Lenox is a charming city renowned for its seasonal appeal, particularly bustling with visitors from June to August. This destination is ideal for those seeking romantic getaways, family adventures, or entertainment-themed experiences. Here, you can immerse yourself in vibrant music concerts and captivating theatre performances. Nature enthusiasts will appreciate the stunning landscapes featuring lakes and mountains, while event-goers can find excellent conference venues to host various gatherings. Whether you're skiing in winter or enjoying summer events, Lenox offers a delightful blend of culture and leisure.
-   **[Lee:](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels)** Situated 16.1km from Pittsfield, Lee is a quaint city that remains consistently welcoming to visitors throughout the year. Peak travel occurs during the summer months, but its charm endures even in the quieter winter season. Ideal for romantic escapes and family outings, Lee boasts a variety of entertainment options, including local theatres and music concerts. The nearby ski fields provide thrilling winter activities, while the presence of picturesque lakes and monuments adds to the area's allure. Lee's unique blend of cultural and recreational experiences makes it a must-visit destination.
-   **[Stockbridge:](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Just 19.3km from Pittsfield, Stockbridge is a cultural gem that draws visitors primarily from July to September. Known for its rich artistic heritage, the city offers a romantic atmosphere and a variety of entertainment options, including acclaimed music concerts and theatrical shows. Stockbridge is home to notable local landmarks such as serene lakes, historic monuments, and sacred shrines, making it a perfect spot for exploration. Whether you're looking to indulge in the arts or enjoy the great outdoors, Stockbridge provides a captivating experience for all types of travellers.

### Things to do in and around Pittsfield

Pittsfield, Massachusetts, offers a range of activities perfect for adventure and sports enthusiasts. You can enjoy skiing at local resorts and ski fields, or explore nearby Camp Taconic. Don't miss out on shopping at local malls, golfing at nearby clubs, and visiting fascinating museums. Daily tours provide a great way to soak in the area's charm while enjoying its vibrant community.

**Shopping**

For a delightful shopping experience in Pittsfield, visit [Guido's Marketplace](https://www.expedia.ca/Guidos-Marketplace-Hotels.0-l553248621532665282-0.Travel-Guide-Filter-Hotels) for a vibrant public market atmosphere. [The Bookstore](https://www.expedia.ca/The-Bookstore-Hotels.0-l553248621532665272-0.Travel-Guide-Filter-Hotels), located 9.7km away, offers a charming selection of books. If you're up for a drive, the [Berkshire Mountain Country Store](https://www.expedia.ca/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels) is 16.1km away, featuring unique gifts and local products.

**Recreation**

At [Kennedy Park](https://www.expedia.ca/Kennedy-Park-Hotels.0-l553248621560926709-0.Travel-Guide-Filter-Hotels), immerse yourself in serene nature while enjoying walking trails and peaceful spots for relaxation. [Skyline Country Club](https://www.expedia.ca/Skyline-Country-Club-Hotels.0-l553248621532665295-0.Travel-Guide-Filter-Hotels) offers an invigorating golf experience amidst beautiful landscapes, perfect for sports enthusiasts. For a similar outdoor vibe, [Bas Ridge Golf Course](https://www.expedia.ca/Bas-Ridge-Golf-Course-Hotels.0-l553248621560926698-0.Travel-Guide-Filter-Hotels) invites you to enjoy a round of golf in a picturesque setting.

**Adventure**

At [Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels), located 12.9km from Pittsfield, enjoy exhilarating skiing and snowboarding amidst stunning winter landscapes. For hiking enthusiasts, the [Skyline Trail](https://www.expedia.ca/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels), 20.9km away, offers breathtaking scenery and outdoor adventure. Closer to home, [Bousquet Ski Area](https://www.expedia.ca/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels) provides a fantastic skiing experience right in Pittsfield.

**Nightlife**

Experience the vibrant nightlife in Pittsfield by visiting the [Colonial Theater](https://www.expedia.ca/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels) for captivating performances. Enjoy the [Barrington Stage Company](https://www.expedia.ca/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels) for more cultural entertainment. Just a short drive away, [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels) offers a romantic atmosphere for theatre lovers. Each venue promises a delightful evening filled with culture and fun.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Booking tips and Expedia advantages for Pittsfield

Pittsfield, Massachusetts, provides excellent opportunities for budget-conscious travellers. Enjoy free attractions like the National Shrine of the Divine Mercy, and aim to visit between March to April or November for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to compare room rates and book packages that combine hotels, flights, and activities for savings. Don’t forget to apply filters for eco-friendly options to find great deals without sacrificing comfort.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
-   **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package.

### Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, offers an exciting blend of ski, adventure, and sports activities for tourists. Visitors can explore historic houses, scenic reserves, and majestic mountains, catering to those seeking cultural enrichment and outdoor adventures. Whether you're keen on skiing or simply enjoying the natural beauty, Pittsfield promises a memorable experience for every traveller.

-   **[Hancock Shaker Village:](https://www.expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)** Experience the rich history and culture of the Shaker community at Hancock Shaker Village. This living museum features beautifully restored buildings, interactive exhibits, and stunning landscapes, allowing you to immerse yourself in the unique lifestyle and crafts of the Shakers.
-   **[National Shrine of the Divine Mercy:](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Located 17.7km from Pittsfield, this serene shrine offers a peaceful atmosphere for reflection and prayer. The stunning architecture and beautiful gardens provide a perfect backdrop for spiritual contemplation, making it a unique cultural experience.
-   **[The Mount:](https://www.expedia.ca/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)** Just 12.9km away, The Mount is the former home of author Edith Wharton. This historic house showcases her exquisite design and offers guided tours of the lush gardens, giving visitors a glimpse into the life of this literary icon.

### Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Average | Average |
| February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Average | Average |
| March | 32.4°F (0.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| July | 70.3°F (21.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| August | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Average | Average |
| October | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High |
| November | 37.6°F (3.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| December | 29.3°F (-1.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |

### The nearest major airports for your trip to Pittsfield

When flying into Pittsfield, Massachusetts, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is located 74.0km away and offers hotels such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1.6km from the airport, and the [Simsbury 1820 House](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information), 11.3km away. Albany International Airport ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is 56.3km from Pittsfield, with nearby accommodations like the [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.ca/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), both 12.9km from the airport. The closest option is Pittsfield Municipal Airport (PSF), situated only 4.8km away, with hotels like [The Central Downtown Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information), 3.2km from the airport.

## Recent reviews of Pittsfield hotels

![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

5/5 Excellent

"This is the quintessential new england inn. Comfortable, well appointed, clean, and inviting. The proximity to Williams could not be better. We will stay here the next time we are at MassMOCA for an event. The restaurant serves excellent food and has the equivalent friendly service."

A verified traveller stayed at The Williams Inn

Posted 2 days ago

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

5/5 Excellent

"Staff…great Room…great We enjoy it here and stay annually "

A verified traveller stayed at The Yankee, Trademark Collection by Wyndham

Posted 2 days ago

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg)

### Best Western Plus Berkshire Hills Inn & Suites

5/5 Excellent

"The room was clean and fit our needs fine."

A verified traveller stayed at Best Western Plus Berkshire Hills Inn & Suites

Posted 3 days ago

[](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

5/5 Excellent

"The room was great, with a balcony and indoor fireplace. The lake was beautiful, renting a kayak and exploring made for a great morning. The surrounding areas made things even more enjoyable, providing great hiking and scenery "

A verified traveller stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel

Posted 4 days ago

[](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg)

### Quality Inn

5/5 Excellent

"The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back. "

A verified traveller stayed at Quality Inn

Posted 4 days ago

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

5/5 Excellent

"I love the ambience - historic and comfortable and excellent food. "

A verified traveller stayed at The Red Lion Inn

Posted 5 days ago

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

5/5 Excellent

"Yes, spotless room, courteous staff"

A verified traveller stayed at Vacation Village in the Berkshires

Posted 6 days ago

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

5/5 Excellent

"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "

A verified traveller stayed at Berkshire Mountain Lodge

Posted 6 days ago

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg)

### Hotel On North

5/5 Excellent

"Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! "

A verified traveller from Ridgefield stayed at Hotel On North

Posted 6 days ago

[](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

## Frequently asked questions

### What are the most popular pet-friendly hotels in Pittsfield?

> Some of the most popular pet-friendly hotels in Pittsfield are [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information), [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information), and [Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information).
> 
>   
> 
> The 3.5-star Hotel On North, with an outstanding 9.6 rating, is frequently praised by guests for its comfortable and beautiful rooms, making it a very welcoming stay for both owners and their pets.
> 
>   
> 
> The Hilton Garden Inn Lenox Pittsfield, a 3-star hotel rated 9.2, offers suite options, providing extra space for pets to settle in comfortably, and is known for its central location.
> 
>   
> 
> Best Western Plus Berkshire Hills Inn & Suites, rated 8.6, provides complimentary breakfast and free parking, which are convenient perks for travellers with pets.
> 
>   
> 
> The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, also features suites, ensuring more room for your pet, and guests often highlight the helpful staff.

### How much does a pet-friendly hotel in Pittsfield cost?

> You can find pet-friendly hotels in Pittsfield from CA $106 with Expedia. Staying at a pet-friendly hotel offers a convenient and welcoming experience for travellers who don't want to leave their furry companions behind. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

### Which area of Pittsfield is best to stay in for pet-friendly hotels?

> The best area to stay in Pittsfield for pet-friendly hotels is generally around the city centre and along the main routes like North Street.
> 
>   
> 
> The city centre offers a good balance of accessibility and amenities. North Street, the main thoroughfare, features several hotels that often accommodate pets, providing convenience for those travelling with animals. This area also puts you within easy reach of local parks and open spaces, which is ideal for dog walks.
> 
>   
> 
> For solo travellers or couples with pets, staying near the city centre means you're close to eateries with outdoor seating options and local shops.

### What are some great pet-friendly hotels in Pittsfield with outdoor spaces?

> For pet-friendly hotels in Pittsfield with good outdoor spaces, consider the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) and the [Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information).
> 
>   
> 
> The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, offers a terrace, providing a pleasant outdoor area for guests and their pets. Reviewers often highlight the comfortable and clean rooms.
> 
>   
> 
> The Holiday Inn & Suites Pittsfield-Berkshires by IHG is a 3-star hotel with an 8.0 rating. It also features a terrace for outdoor access, and guests frequently praise its beautiful, clean rooms and helpful staff.

### Which pet-friendly hotels are near Pittsfield, MA (PSF-Pittsfield Municipal)?

> For pet-friendly accommodation near Pittsfield, MA (PSF-Pittsfield Municipal) airport, the [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) is a great option.
> 
>   
> 
> This 3-star hotel, with a very good 8.6 rating, is conveniently located just 1.2 miles from the airport. Guests frequently praise the staff as friendly and helpful, and the rooms as comfortable and clean. It provides complimentary breakfast and free WiFi, making it a practical choice for travellers with pets.

### How do I ensure I have booked a pet-friendly room in Pittsfield?

> To ensure you've booked a pet-friendly room on Expedia, use the filters in your search and select "Pet friendly" under the "Amenities" section. This will narrow your options to properties that allow pets. Once you find a hotel you're interested in, click on it and review the "Policies" section for specific details about their pet policy. This often includes information about pet types, size restrictions, fees, and whether pets are allowed in all rooms or only certain ones.When selecting your room type, read the room description to check that its pet-friendly, as not all rooms in a pet-friendly hotel may accommodate pets. For added peace of mind, contact the hotel directly to confirm the room you've selected allows pets.

### What amenities should I look for in a pet-friendly hotel in Pittsfield?

> When selecting a hotel in Pittsfield for you and your pet, look for amenities like food and water bowls, pet-friendly outdoor spaces and pet beds. You may find hotels that go the extra mile with pet-friendly dining options, treats and toys. It's also worth looking to see if there are any pet-friendly parks or walking trails nearby.

### How can I save on a pet-friendly hotel in Pittsfield with Expedia?

> There are plenty of ways to save on a pet-friendly hotel in Pittsfield. Join [One Key™](https://www.expedia.ca/welcome-one-key)—Expedia's free travel rewards program—to unlock discounted Member Prices. Typically, booking in advance will help you save on your pet-friendly hotel booking.

### Do any Pittsfield hotels have restrictions on pet sizes or breeds?

> First ensure you have picked a pet-friendly hotel by using the "Pet friendly" filter under the "Amenities" section in your search. If a hotel in Pittsfield has restrictions on pet sizes or breeds, you will find this information clearly in their property listing on Expedia. When you're on the property listing page, simply click on "Policies" to see what pet-specific policies the hotel implements.

### Is it cheaper to book flights and a pet-friendly hotel in Pittsfield as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

### Can I cancel my pet-friendly hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right pet-friendly hotel in Pittsfield for you.

### How can I save on a budget hotel in Pittsfield with Expedia?

> There are plenty of ways to save on a budget hotel in Pittsfield. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your hotel booking. If you're feeling spontaneous, be sure to check for [last-minute deals](https://www.expedia.ca/lp/b/vacations/last-minute-deals).

### What free activities should we do in Pittsfield?

> There are several fantastic free activities to enjoy in Pittsfield, Massachusetts, great for budget-conscious solo travellers, couples, and families alike.
> 
>   
> 
> For solo travellers and couples, a stroll through the Arts District in downtown Pittsfield offers a vibrant cultural experience without spending a dime. You can admire the public art installations, browse the windows of local galleries, and soak in the creative atmosphere. The Ashuwillticook Rail Trail is also a wonderful option, providing miles of paved pathway for walking or cycling through scenic landscapes, including views of the Cheshire Reservoir and the Berkshire Mountains.
> 
>   
> 
> Families will particularly enjoy exploring Burbank Park, which features open spaces for picnics and play, as well as access to the Housatonic River for gentle riverside walks. Another excellent choice is a visit to the Herman Melville's Arrowhead property.

### Is it cheaper to book flights and a hotel in Pittsfield as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

### Can I cancel my budget hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Pittsfield for you.

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-   [Resorts in Hancock](https://www.expedia.ca/Hancock-Resort-Hotels.d112303-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)
-   [Guest Houses in Hinsdale](https://www.expedia.ca/Hinsdale-Guest-Houses.d6005406-aaGuestHouses.Travel-Guide-Accommodation)
-   [Luxury Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Luxury-Hotel.0-0-d6005406-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Spa-Hotel.0-0-d6005406-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hinsdale Hotels](https://www.expedia.ca/Hinsdale-Hotels.d6005406.Travel-Guide-Hotels)
-   [Hotels near Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels)
-   [Guest Houses in Lanesborough](https://www.expedia.ca/Lanesborough-Guest-Houses.d6005408-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Spa-Hotel.0-0-d6005408-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Lanesborough Hotels](https://www.expedia.ca/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels)
-   [Inns in Lanesborough](https://www.expedia.ca/Lanesborough-Inns.d6005408-aaInns.Travel-Guide-Accommodation)
-   [Vacation Homes in Lanesborough](https://www.expedia.ca/Lanesborough-Private-Vacation-Homes.d6005408-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Lee Hotels](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels)
-   [Hotels near Lee Premium Outlets](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Lenox](https://www.expedia.ca/Lenox-Apart-Hotels.d8587-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Lenox](https://www.expedia.ca/Lenox-Bed-And-Breakfast.d8587-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Castles in Lenox](https://www.expedia.ca/Lenox-Castles.d8587-aaCastles.Travel-Guide-Accommodation)
-   [Chalets in Lenox](https://www.expedia.ca/Lenox-Chalets.d8587-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Lenox](https://www.expedia.ca/Lenox-Guest-Houses.d8587-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Lenox](https://www.expedia.ca/Lenox-Holiday-Parks.d8587-aaHolidayParks.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Lenox](https://www.expedia.ca/Lenox-Hotels-Adults-Only-Resorts.0-0-d8587-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Beach-Hotel.0-0-d8587-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Boutique-Hotel.0-0-d8587-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Cheap-Hotels.0-0-d8587-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Family-Hotel.0-0-d8587-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Historic-Hotel.0-0-d8587-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Honeymoon Resorts and in Lenox](https://www.expedia.ca/Lenox-Hotels-Honeymoon-Hotels.0-0-d8587-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Lenox](https://www.expedia.ca/Lenox-Hotels-Hotels-With-Indoor-Pool.0-0-d8587-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-LGBT-Friendly-Hotel.0-0-d8587-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Luxury-Hotel.0-0-d8587-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Romantic-Hotel.0-0-d8587-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Spa-Hotel.0-0-d8587-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Lenox Hotels](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)
-   [Inns in Lenox](https://www.expedia.ca/Lenox-Inns.d8587-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Lenox](https://www.expedia.ca/Lenox-Resort-Hotels.d8587-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Mount Greylock State Reservation Visitor Center](https://www.expedia.ca/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels)
-   [Hotels near National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)
-   [New Ashford Hotels](https://www.expedia.ca/New-Ashford-Hotels.d183333.Travel-Guide-Hotels)
-   [Hotels near Norman Rockwell Museum](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)
-   [Peru Hotels](https://www.expedia.ca/Peru-Hotels.d553248634999167831.Travel-Guide-Hotels)
-   [Hotels near Pittsfield Station](https://www.expedia.ca/Pittsfield-Station-Hotels.d6195403.Travel-Guide-Hotels)
-   [Motels in Pittsfield Station](https://www.expedia.ca/Pittsfield-Station-Motels.d6195403-aaMotels.Travel-Guide-Accommodation)
-   [Richmond Hotels](https://www.expedia.ca/Richmond-Hotels.d151138.Travel-Guide-Hotels)
-   [South Lee Hotels](https://www.expedia.ca/South-Lee-Hotels.d183343.Travel-Guide-Hotels)
-   [Stockbridge Hotels](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)
-   [Hotels near Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels)
-   [Hotels near The Mount](https://www.expedia.ca/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Tyringham Cobble](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Hotels.0-l553248621532665270-0.Travel-Guide-Filter-Hotels)
-   [Washington Hotels](https://www.expedia.ca/Washington-Hotels.d553248634998690770.Travel-Guide-Hotels)
-   [West Stockbridge Hotels](https://www.expedia.ca/West-Stockbridge-Hotels.d173346.Travel-Guide-Hotels)
-   [Windsor Hotels](https://www.expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)

-   [Flights to Lenox](https://www.expedia.ca/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights)
-   [Flights from Lenox](https://www.expedia.ca/lp/flights/8587/flights-from-lenox)
-   [Flights from Bangor (BGR) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/bgr/psf/bangor-to-pittsfield)
-   [Flights from Boston (BOS) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/bos/psf/boston-to-pittsfield)
-   [Flights from Ithaca (ITH) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/ith/psf/ithaca-to-pittsfield)
-   [Flights from Plattsburgh (PBG) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/pbg/psf/plattsburgh-to-pittsfield)
-   [Flights from Phoenix (PHX) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/phx/psf/phoenix-to-pittsfield)
-   [Flights from Richmond (RIC) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/ric/psf/richmond-to-pittsfield)
-   [Flights from Seattle (SEA) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/sea/psf/seattle-to-pittsfield)
-   [Flights from Toronto (YYZ) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/yyz/psf/toronto-to-pittsfield)

-   [Canoe Meadows Wildlife Sanctuary](https://www.expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction)
-   [Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction)
-   [Lenox Library](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction)
-   [Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction)

-   [Avis Rental Cars in Lenox](https://www.expedia.ca/Avis-Car-Rentals-In-Lenox.d8587-c41.Car-Rental-Guide-Suppliers)
-   [Car rental Hancock](https://www.expedia.ca/Car-Rentals-In-Hancock.d112303.Car-Rental-Guide)
-   [Car rental Lenox](https://www.expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide)
-   [Rental cars Pittsfield Municipal airport](https://www.expedia.ca/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide)

-   [Dalton Vacation Rentals](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals)

-   [Book Hotels in Pittsfield on Expedia.com](https://www.expedia.com/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)

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