Title: Book The Best Hotels in Pittsfield, MA for 2025 from CA $123 - Compare prices by date | Expedia.ca

  

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# Find hotels in Pittsfield, MA from CA $123

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## Go beyond your typical stay in Pittsfield

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=POOL)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=CABIN)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=HOT_TUB)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=PETS)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&travelerType=family_friendly)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=APARTMENT)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=COTTAGE)

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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&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=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=CONDO)

## Check prices for these dates

Tonight

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

Tomorrow

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 1,358 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![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)

![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)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.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

(686)

"Great stay, perfect "

CA $130

CA $176 total

includes taxes & fees

Nov 9 - Nov 10

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

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Pittsfield

8.0/10

Very good

(894)

"Excellent customer service and great rooms"

CA $144

CA $161 total

includes taxes & fees

Nov 9 - Nov 10

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

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.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)

![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)

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

Pittsfield

9.4/10

Exceptional

(52)

"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"

CA $167

CA $187 total

includes taxes & fees

Nov 2 - Nov 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)

![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)

![Interior entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c3ea2282.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)

### Hotel On North

Pittsfield

9.6/10

Exceptional

(778)

"Great property! Very large clean room in a unique hotel! "

CA $154

CA $172 total

includes taxes & fees

Nov 3 - Nov 4

[](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)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.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)

### FairBridge Inn Express

Pittsfield

5.4/10

(790)

"Good service and people"

CA $112

CA $125 total

includes taxes & fees

Oct 11 - Oct 12

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

![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)

![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)

### Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

8.6/10

Excellent

(1006)

"Great property would certainly stay again."

CA $143

CA $159 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![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)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Central Downtown Inn & Suites

Pittsfield

8.8/10

Excellent

(322)

"Nice place "

CA $139

CA $155 total

includes taxes & fees

Oct 31 - Nov 1

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

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

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/507a7437.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)

### Hilton Garden Inn Lenox Pittsfield

Pittsfield

9.2/10

Wonderful

(648)

"Nice quiet hotel, easy in and out, friendly staff"

CA $186

CA $207 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![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)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c07737f7.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)

### Berkshire Inn

Pittsfield

7.8/10

Good

(826)

"Nicely remodeled "

CA $112

CA $125 total

includes taxes & fees

Nov 10 - Nov 11

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

![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)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.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)

### Berkshires Untold

Lenox

9.0/10

Wonderful

(752)

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

CA $123

CA $137 total

includes taxes & fees

Nov 2 - Nov 3

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

(1003)

"Clean room and great staff"

CA $154

CA $171 total

includes taxes & fees

Nov 3 - Nov 4

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

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.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

(1006)

"Great Indian restaurant in the hotel!"

CA $149

CA $166 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

Williamstown

8.6/10

Excellent

(2047)

"Easy check in and out, clean room. "

CA $129

CA $159 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.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)

### The Yankee, Trademark Collection by Wyndham

Lenox

9.0/10

Wonderful

(1003)

"Great location, very clean!"

CA $188

CA $210 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

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

![Grand Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/f3a87415.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)

### The Cornell Inn, Lenox & The Berkshires

Lenox

9.0/10

Wonderful

(1005)

"Very friendly staff. "

CA $179

CA $255 total

includes taxes & fees

Oct 28 - Oct 29

[](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)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/433bbf3f.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)

![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)

### Hotel Downstreet, an Ascend Collection Hotel

North Adams

8.8/10

Excellent

(1003)

"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"

CA $186

CA $207 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.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)

![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)

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

South Lee

9.0/10

Wonderful

(750)

"The lodging was convenient to all the area attractions."

CA $163

CA $201 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4d2e9eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Main Inn Queen)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3ac2703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

Stockbridge

8.8/10

Excellent

(1007)

"great place have stayed several times, and hope to return."

CA $197

CA $283 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

![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)

![Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/c363d477.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)

### The Brooks Motel

Hillsdale

7.6/10

Good

(104)

"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."

CA $165

CA $185 total

includes taxes & fees

Oct 14 - Oct 15

[](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)

![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)

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

### The Williams Inn

Williamstown

9.6/10

Exceptional

(520)

"Nice place to stay for a wedding "

CA $279

CA $312 total

includes taxes & fees

Nov 10 - Nov 11

[](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.

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## 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=2025-10-24&endDate=2025-10-25&adults=2&regionId=9478)

![Pittsfield showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.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 family-friendly 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 family-friendly 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

![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 $117

CA $131 total

Nov 9 - Nov 10

includes taxes & fees

8.2/10 Very Good! (1,003 reviews)

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

![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 $110

CA $123 total

Nov 9 - Nov 10

includes taxes & fees

7.4/10 Good! (804 reviews)

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

![FairBridge Inn Express](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### FairBridge Inn Express

16 Cheshire Road, Pittsfield, MA

CA $112

CA $125 total

Oct 11 - Oct 12

includes taxes & fees

5.2/10 (788 reviews)

[](https://expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.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 $154

CA $171 total

Nov 3 - Nov 4

includes taxes & fees

8.4/10 Very Good! (1,001 reviews)

[](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.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 $188

CA $210 total

Nov 2 - Nov 3

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.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 $143

CA $159 total

Nov 2 - Nov 3

includes taxes & fees

8.4/10 Very Good! (1,000 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/12000000/11450000/11449200/11449113/a007f019_w.jpg)

3 Star Hotels

130 properties

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

![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_w.jpg)

2 Star Hotels

132 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

![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

5/5 Excellent

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

A verified traveller stayed at Berkshires Untold

Posted 2 days ago

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

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

### Berkshire Mountain Lodge

5/5 Excellent

"Great lodge with 1 bedroom suites and fully stocked kitchens "

A verified traveller from Wellesley stayed at Berkshire Mountain Lodge

Posted 3 days ago

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

"Clean room. Spacious with lovely things to do. "

A verified traveller stayed at Vacation Village in the Berkshires

Posted 3 days ago

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

"Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)"

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

Posted 3 days ago

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

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

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

5/5 Excellent

"This is a fun family resort... a great vacation place .. in a great location.. something for everyone. Perfect family reunion place.. All Ages happy.. "

A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Posted 4 days ago

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

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

### The Williams Inn

5/5 Excellent

"Nice place to stay for a wedding "

A verified traveller stayed at The Williams Inn

Posted 4 days ago

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

![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg)

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

5/5 Excellent

"Brand new property with friendly and helpful people."

A verified traveller stayed at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Posted 4 days ago

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

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

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

5/5 Excellent

"Room was clean & comfortable. Thank you! Parking was kind of far."

A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG

Posted 4 days ago

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

"Lovely historic hotel that we enjoyed but also knew going in not to expect modern…yes the floors creak and doors and windows dont fit snuggly. We loved it for all those reasns! Staff is wonderful! Enjoy the front porch while you are there!"

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)

## Frequently asked questions

### What are the best hotels in Pittsfield that travellers recommend?

> [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) stands out as a premier choice in Pittsfield, boasting an exceptional score of 9.6. With its charming ambiance, guests are welcomed by cozy fireplaces and premium bedding, superb for couples seeking a romantic getaway or anyone wanting to unwind in style. The attentive room service adds a touch of luxury, ensuring an easy experience during your stay.
> 
>   
> 
> For families and groups, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), rated 9.2, is an excellent option. This hotel offers spacious suites with deep soaking bathtubs, ideal for relaxing after a day of exploring the nearby Berkshire attractions. Families will appreciate the indoor pool, providing a safe and fun environment for children to enjoy while parents relax nearby.
> 
>   
> 
> Another family-friendly choice is the Holiday Inn & Suites Pittsfield-Berkshires, which holds an 8.0 rating. This hotel features suites with mountain views and offers wedding services for those planning special events. The indoor pool is an inviting space for kids to play, while the hotel's convenient location makes it easy to explore local attractions together.
> 
>   
> 
> Lastly, the [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, provides a comfortable atmosphere with air-conditioned rooms and an indoor pool area with sun loungers, making it a great choice for travellers wanting a blend of relaxation and convenience. Whether you're traveling for business or leisure, Pittsfield's hotels offer attentive service and amenities designed for a stress-free stay.

### What are the best family hotels in Pittsfield?

> [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) in Pittsfield is a charming family-friendly option, boasting an impressive traveller review score of 9.6. This hotel provides thoughtful amenities such as connecting rooms, free cribs, and a convenient sofa bed, making it easier for families to settle in comfortably. With room service and daily housekeeping, you can relax knowing that your needs will be attended to, allowing for a stress-free stay.
> 
>   
> 
> Another excellent choice is the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), which enjoys a review score of 9.2. This hotel features a refreshing pool, superb for family fun, alongside connecting rooms and free cribs to accommodate your little ones. Families will appreciate the added convenience of a snack bar and microwave in the rooms, making late-night snacks and quick meals a breeze.
> 
>   
> 
> For those looking for even more amenities, the Holiday Inn & Suites Pittsfield-Berkshires, rated 8.0 by guests, offers unique features like child-friendly window designs and free rollaway beds. This property is particularly welcoming for families, with options for connecting rooms and complimentary breakfast for children, ensuring everyone starts their day off right. With a lovely garden for outdoor relaxation, it's an ideal retreat for families seeking both comfort and convenience in the Berkshires. Find more [child-friendly accommodations in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Family-Hotel.0-0-d9478-tFamilyHotel.Travel-Guide-Filter-Hotels).

### What are the top pet-friendly hotels in Pittsfield?

> [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information), which boasts an impressive traveller review rating of 9.6, offers a warm and friendly setting for both you and your furry companions. This charming hotel features a variety of amenities designed to enhance your stay, including air-conditioned rooms with premium bedding and free Wi-Fi. The inviting fireplace in the common area creates a cozy ambiance, great for relaxation after a day of exploring the picturesque Berkshires.
> 
>   
> 
> For families traveling with pets, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, earning an excellent review score of 9.2. This hotel not only welcomes pets but also provides spacious suites that include kitchen facilities, making it convenient for families to prepare meals. Kids can enjoy splashing around in the indoor pool while parents unwind in the adjacent hot tub.
> 
>   
> 
> Whether you're planning a family getaway or a quick escape with your beloved pet, these hotels offer attentive service and the comforts of home, ensuring an easy experience. The [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, also features pet-friendly amenities and is ideal for those seeking outdoor adventures, including skiing and hiking, making it a great option for adventurous couples or families looking to create lasting memories.
> 
>   
> 
> With such a variety of choices, you can easily find a pet-friendly haven in Pittsfield that aligns with your travel style and preferences. See more [pet-friendly hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetFriendlyHotel.Travel-Guide-Filter-Hotels).

### What are the best budget hotels in Pittsfield?

> [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) is a standout option in Pittsfield, boasting an outstanding score of 9.6. This welcoming hotel provides a blend of modern amenities and a cozy atmosphere, making it a great choice for travellers. Guests appreciate the spacious rooms featuring premium bedding, a sofa bed for extra comfort, and a fireplace for a warm and inviting ambiance. Plus, with free self-parking and WiFi, convenience is at your fingertips.
> 
>   
> 
> For families, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, rated 9.2 by guests. This property features spacious suites and an inviting indoor pool, great for children to splash around while parents relax. The availability of cribs for the little ones and free toiletries ensures a straightforward stay, allowing families to focus on making memories.
> 
>   
> 
> If you're considering a ski getaway, the [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, is an appealing option with its indoor pool and proximity to ski rentals nearby. It's ideal for families looking to enjoy winter sports together.
> 
>   
> 
> Each of these properties is designed to create an easy experience, allowing you to enjoy your trip while knowing that quality service and comfort are well taken care of. Whether you're planning a family adventure or a romantic escape, Pittsfield has something for everyone. View all [budget hotels in Pittsfield](https://www.expedia.ca/pittsfield-hotels-cheap-hotels.0-0-d9478-tcheaphotels.travel-guide-filter-hotels).

### When is the best time to go to Pittsfield?

> The most popular time to visit Pittsfield is in July, when the region bursts into life with numerous outdoor events and activities. During this peak season, which runs from June to August, visitors can enjoy warm temperatures averaging around 25°C, superb for exploring the scenic beauty of the Berkshires.
> 
>   
> 
> As you wander through the lush surroundings, you'll find a wealth of options for outdoor adventures, from hiking the picturesque trails of the nearby mountains to enjoying a leisurely afternoon at one of the charming local lakes. The pleasant climate also makes it an ideal time for sightseeing, allowing you to immerse yourself in the rich cultural tapestry that Pittsfield has to offer, including art galleries, theatres, and historic sites.
> 
>   
> 
> For those seeking a bit more tranquillity, consider planning your visit in September. This month often features delightful weather with cooler temperatures averaging around 20°C, making it a fantastic time to enjoy the vibrant autumn foliage without the summer crowds. You'll still have access to many of the outdoor activities and cultural events, but with a more relaxed atmosphere that allows for a deeper connection with the destination.

### Where can I find the best nightlife in Pittsfield?

> Pittsfield, a charming city in the Berkshires, offers a laid-back atmosphere with a handful of nightlife options that cater to different tastes.
> 
>   
> 
> For those looking for a lively evening, the downtown area is where you'll find a selection of bars and pubs great for socialising. The Tap House, known for its extensive craft beer selection, is a popular spot among locals and visitors alike. It provides a relaxed environment to unwind after a day of exploring the scenic surroundings.
> 
>   
> 
> If you're interested in live music, the Colonial Theatre often hosts performances that can make for an entertaining night out. Check their schedule to see if there's a show that piques your interest during your visit.

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

> You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pittsfield.

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

> Members always get our best prices. Find our best Pittsfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

### How much is the nightly rate at a Pittsfield hotel?

> Prices for hotels in Pittsfield often vary, but you can find a great deal from CA $123 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [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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