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

  

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![Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA.
Significant collection of the artist's original work & memorabilia on display in his hometown.](https://images.trvl-media.com/place/162575/de09378b-b417-4c3e-9c9a-1f58d65ad2fd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by William Keller

# Find hotels in Stockbridge, MA from CA $123

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## Go beyond your typical stay in Stockbridge

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=AGRITOURISM)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=CABIN)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=POOL)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=COTTAGE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=APARTMENT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America&regionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=CONDO)

## Check prices for these dates

Tonight

[Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 1,363 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![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)

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

### The Red Lion Inn

Stockbridge

8.8/10

Excellent

(1009)

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

CA $229

CA $319 total

includes taxes & fees

Oct 31 - Nov 1

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

![2 Bedrooms 1 Bath](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/9edc1253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/2bfd3f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/dfc4e525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 Bedrooms 1 Bath | In-room dining](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/19a25a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tanglewood Suites

Stockbridge

6.4/10

(22)

"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."

[](https://www.expedia.ca/Stockbridge-Hotels-Tanglewood-Suites.h38291154.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Private Bathroom (RedBird Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ab46e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

9.2/10

Wonderful

(105)

"Great breakfast, friendly helpful staff, pretty yard, good location "

CA $431

CA $521 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.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)

![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

(1021)

"Great Indian restaurant in the hotel!"

CA $160

CA $178 total

includes taxes & fees

Oct 27 - Oct 28

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

![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)

![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)

### The Yankee, Trademark Collection by Wyndham

Lenox

9.0/10

Wonderful

(1013)

"Nice area to visit "

CA $162

CA $180 total

includes taxes & fees

Oct 1 - Oct 2

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

![Exterior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/9b4c64ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

Lenox

9.0/10

Wonderful

(737)

"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "

CA $178

CA $198 total

includes taxes & fees

Oct 1 - Oct 2

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

![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)

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

Pittsfield

8.0/10

Very good

(883)

"Our stay was very pleasant "

CA $136

CA $152 total

includes taxes & fees

Oct 31 - Nov 1

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

![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)

![Grand Room, 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

(740)

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

CA $180

CA $221 total

includes taxes & fees

Oct 2 - Oct 3

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

![Sundeck](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a02c1cad.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)

"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."

CA $178

CA $253 total

includes taxes & fees

Oct 28 - Oct 29

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

![Restaurant](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/137f5231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/3f004a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Tent](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/b96863a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Tent](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/e9560cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Huttopia Berkshires

Williamstown

10/10

Exceptional

(4)

"Perfect place for a relaxing getaway! We loved everything! "

CA $136

CA $152 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.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)

![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)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.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)

### Vacation Village in the Berkshires

Williamstown

8.6/10

Excellent

(2028)

"Really nice place at a reasonable price"

CA $138

CA $169 total

includes taxes & fees

Oct 20 - Oct 21

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

![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

(666)

"Very convenient set up of both room and kitchen, resort very easy to navigate. "

CA $150

CA $198 total

includes taxes & fees

Oct 1 - Oct 2

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

![Front of property](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/663f69c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/7b669948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed (Dewey Carriage House Inn)](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/468cf971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/f4d43d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Constance by the Lenox Collection

Lenox

8.4/10

Very good

(546)

"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "

CA $197

CA $221 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Lenox-Hotels-Rookwood-Inn.h4945461.Hotel-Information)

![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7f86e411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

7.6/10

Good

(549)

"Excellent location, friendly service, clean, comfortable room."

CA $104

CA $117 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.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)

![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.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

(776)

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

CA $235

CA $263 total

includes taxes & fees

Oct 1 - Oct 2

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

9.6/10

Exceptional

(45)

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

CA $176

CA $197 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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/eac89037.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

8.6/10

Excellent

(1012)

"Great property would certainly stay again."

CA $158

CA $177 total

includes taxes & fees

Oct 5 - Oct 6

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

![Exterior](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/41dd4913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/5f2fc6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Travel Lodge

Old Chatham

7.8/10

Good

(202)

"Clean, comfortable room. Check in was easy."

CA $161

CA $181 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.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)

![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

(785)

"Good service and people"

CA $111

CA $124 total

includes taxes & fees

Oct 1 - Oct 2

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

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Great Barrington

8.8/10

Excellent

(665)

"Very Good; Clean, Quiet Motel, Area has many dining options."

CA $186

CA $208 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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=2025-10-14&endDate=2025-10-15&regionId=162575&adults=2&sort=RECOMMENDED&openPlayBack=true)

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

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## Learn more about Stockbridge

Get away to relaxing Stockbridge! Enjoy the gardens, camping, and history.

[See all hotels in Stockbridge](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&adults=2&regionId=162575)

![](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=899&h=596&p=1&q=high)

### Stay near popular Stockbridge attractions

[](https://expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)

![Norman Rockwell Museum](https://mediaim.expedia.com/destination/2/8f946ea40f181d64f9531da690351b5f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Norman Rockwell Museum

You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091839)

[](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)

#### National Shrine of the Divine Mercy

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665250)

[](https://expedia.ca/Naumkeag-Museum-Hotels.0-l6091843-0.Travel-Guide-Filter-Hotels)

#### Naumkeag Museum

You can spend time browsing the exhibits at Naumkeag Museum during your travels in Stockbridge. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091843)

[](https://expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels)

#### Berkshire Botanical Garden

Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665247)

[](https://expedia.ca/Frelinghuysen-Morris-House-And-Studio-Hotels.0-l553248621558114394-0.Travel-Guide-Filter-Hotels)

#### Frelinghuysen Morris House and Studio

You can spend time exploring the galleries in Frelinghuysen Morris House and Studio during your trip to Stockbridge. Wander the lakeside in this family-friendly area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558114394)

[](https://expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels)

#### Berkshire Theatre Festival

You can get tickets for a performance at Berkshire Theatre Festival on your trip to Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665249)

## More cheap stays in Stockbridge

![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 $129

CA $144 total

Oct 13 - Oct 14

includes taxes & fees

8.2/10 Very Good! (1,001 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

Oct 1 - Oct 2

includes taxes & fees

7.4/10 Good! (802 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 $111

CA $124 total

Oct 1 - Oct 2

includes taxes & fees

5.2/10 (782 reviews)

[](https://expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.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 $162

CA $180 total

Oct 1 - Oct 2

includes taxes & fees

9/10 Wonderful! (1,012 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 $158

CA $177 total

Oct 5 - Oct 6

includes taxes & fees

8.4/10 Very Good! (1,012 reviews)

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

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

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

415 Stockbridge Rd, Great Barrington, MA

CA $186

CA $208 total

Oct 2 - Oct 3

includes taxes & fees

8.8/10 Excellent! (665 reviews)

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

## Hotels in Stockbridge with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407_w.jpg)

4 Star Hotels

11 properties

[](https://expedia.ca/4Star-Stockbridge-Hotels.s40-0-d162575.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_w.jpg)

3 Star Hotels

125 properties

[](https://expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels)

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

2 Star Hotels

99 properties

[](https://expedia.ca/2Star-Stockbridge-Hotels.s20-0-d162575.Travel-Guide-Filter-Hotels)

## Find out more about Stockbridge

### Top reasons to visit Stockbridge

-   **Cultural Enrichment:** Explore historic houses and enjoy live entertainment like music concerts and theatre performances.
-   **Scenic Drives:** Experience the stunning natural beauty of Stockbridge through picturesque drives showcasing the area’s charm.
-   **Outdoor Adventures:** Discover local preserves and relax by serene lakes, perfect for family-friendly activities.
-   **Golfing Experience:** Enjoy a round at the Stockbridge Golf Club, ideal for golf enthusiasts.
-   **Winter Activities:** Take advantage of nearby ski fields for exciting winter sports fun.

### Find great hotels near Stockbridge

Discover the charm of Stockbridge, Massachusetts, with a variety of hotel accommodations that cater to every type of traveller. From inviting bed and breakfasts to family-friendly hotels, you’ll find the perfect place to unwind after a day of adventure. Whether you're seeking a pet-friendly getaway or a relaxing retreat, Stockbridge offers some of the best hotels to enhance your vacation experience.

-   **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG:](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Nestled just 4.8km from Stockbridge, this 3.5-star resort is perfect for families and business travellers alike. The resort offers a family-friendly atmosphere with amenities that include a playground, arcade game room, and mini-golf, ensuring that children have plenty of options for fun. For business guests, the property features a comprehensive business centre, making it easy to stay productive while away from home. With spacious accommodations and a welcoming environment, the Holiday Inn Club Vacations Oak n’ Spruce Resort strikes a balance between relaxation and practicality, making it an ideal choice for diverse travelers.
-   **The Black Swan Lee - Lenox, Ascend Hotel Collection:** Just 6.4km from Stockbridge, The Black Swan Lee - Lenox is a 3-star gem that beckons adventure seekers and families alike. This pet-friendly hotel offers a range of thrilling outdoor activities, including nearby mountain climbing and skiing, ensuring an exhilarating stay. Families will appreciate the thoughtful amenities for children, such as cribs and window guards, while pets are welcomed with open arms. The hotel’s unique blend of comfort and adventure makes it an inviting option for those looking to explore the Berkshires region while enjoying the comforts of home.
-   **[Holiday Inn Express Hotel & Suites Great Barrington by IHG:](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Located 8.0km from Stockbridge, this hotel is ideal for business travellers and LGBTQIA-friendly guests. The property features a well-equipped business centre, meeting rooms, and conference space, making it easy to host events and meetings in a welcoming atmosphere. Guests will appreciate the modern amenities and inclusive environment, ensuring a comfortable stay for everyone. The Holiday Inn Express Hotel & Suites Great Barrington combines convenience with a commitment to inclusivity, making it a top choice for those travelling for work or leisure.

### Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of charm and culture, making it an ideal destination for your vacation. Explore the scenic beauty and historical allure of this New England gem, where romantic vibes and family-friendly atmospheres await. Indulge in the warm hospitality that Stockbridge is known for, and discover captivating attractions that promise relaxation and entertainment. Enjoy a memorable trip to Stockbridge, where each moment is steeped in charm and rich experiences.

-   **[Lenox:](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Located a mere 8.0km from Stockbridge, Lenox is a charming city that attracts visitors throughout the year, though it sees a peak in arrivals from June to August. Known for its romantic and family-friendly atmosphere, Lenox offers a variety of entertainment options including music concerts, theatre performances, and winter skiing. The scenic landscape features beautiful lakes and mountains, making it an ideal destination for outdoor enthusiasts. Don’t miss the local event conference venues that host captivating programs throughout the year.
-   **[Great Barrington:](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Situated 11.3km from Stockbridge, Great Barrington is a vibrant city that draws adventure seekers and sports enthusiasts. While visitor numbers peak in the summer months, this city offers consistent appeal year-round. It is particularly known for its excellent skiing options, including ski fields and resorts. Nature lovers will appreciate the nearby lakes, mountains, and the breathtaking landscapes of the national state parks that surround Great Barrington, perfect for outdoor activities and exploration.
-   **[The Berkshires:](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)** Just 19.3km away from Stockbridge, The Berkshires is a region that promises stunning outdoor adventures and picturesque scenery. With a steady influx of visitors throughout the year, the area peaks in the summer months and offers a plethora of activities for nature lovers. From skiing and snowboarding in winter to hiking and exploring in summer, The Berkshires is a haven for outdoor enthusiasts. The local lakes and mountains provide a breathtaking backdrop, complemented by various event conference venues for gatherings and celebrations.

### Things to do in and around Stockbridge

Stockbridge offers a delightful blend of cultural and romantic activities perfect for a vacation. Enjoy live entertainment, including music concerts and theatre performances, or explore the scenic drives that showcase the area's natural beauty. For golf enthusiasts, the Stockbridge Golf Club provides a great golfing experience. Additionally, don't miss the nearby ski fields for some winter fun, making Stockbridge an ideal destination for diverse interests.

**Shopping**

In Stockbridge, visit the [Berkshire Mountain Country Store](https://www.expedia.ca/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels), [Charles H. Baldwin & Sons](https://www.expedia.ca/Charles-H-Baldwin-Sons-Hotels.0-l553248621532665257-0.Travel-Guide-Filter-Hotels), and [Hoffman's Pottery](https://www.expedia.ca/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels), all located just 6.4km away, offering unique gifts and souvenirs. If you're up for a drive, check out nearby shopping options for more variety.

**Recreation**

Experience the magic of [Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels), where enchanting concerts provide a perfect blend of culture and relaxation. Enjoy a round at [Wyndhurst Golf & Club](https://www.expedia.ca/Wyndhurst-Golf-Club-Hotels.0-l553248621532665266-0.Travel-Guide-Filter-Hotels), surrounded by beautiful landscapes, or unwind at [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels), a serene spot ideal for leisurely walks and peaceful reflection.

**Adventure**

Experience the thrill at [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels), a ski field 11.3km from Stockbridge, where you can enjoy exhilarating slopes and a vibrant sports atmosphere. For a scenic hike, explore the [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), also 11.3km away, offering stunning outdoor views and adventure vibes.

Discover the excitement at [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), located 17.7km from Stockbridge, featuring an exhilarating zipline and ropes course amidst nature's beauty, perfect for thrill-seekers.

**Nightlife**

Experience Stockbridge's vibrant nightlife at [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels), a charming theatre 8.0km away, and the local [Berkshire Theatre Festival](https://www.expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels), both offering rich culture and family-friendly entertainment. Don't miss the [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels), located 11.3km from Stockbridge, for an unforgettable evening of romance and artistry.

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

### Booking tips and Expedia advantages for Stockbridge

For a budget-friendly trip to Stockbridge, consider visiting between March to April or November when prices are lower. Tuesdays are the cheapest days for accommodation, while Saturdays tend to be pricier. Use Expedia’s search tool to compare hotel rates and filter by price to find the best deals. You can save even more by bundling your hotel with flights and activities. Additionally, explore free local attractions to enhance your experience without overspending.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Stockbridge 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 Stockbridge is Tuesday. The most expensive day to stay in Stockbridge is Saturday.
-   **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your Stockbridge hotel reservations with your flights and activities through an Expedia package.

### Find the best attractions in and around Stockbridge

Stockbridge offers a delightful blend of culture and romance, making it ideal for your vacation. Explore historic houses, enjoy the serene beauty of local preserves, and relax by the picturesque lakes. The attractions cater to those seeking cultural enrichment, outdoor adventures, and family-friendly experiences, ensuring a memorable getaway for all types of travellers.

-   **[National Shrine of the Divine Mercy:](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Nestled in Stockbridge, this tranquil shrine offers a serene atmosphere for prayer and reflection. Its stunning architecture and beautiful gardens create a peaceful environment, enhancing the spiritual experience.
-   **[Norman Rockwell Museum:](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)** Located in Stockbridge, this museum showcases an extensive collection of Rockwell's iconic artwork. Visitors can explore the artist's life and legacy while enjoying engaging exhibitions that celebrate Americana and storytelling through art.
-   **[The Mount:](https://www.expedia.ca/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)** Just 6.4km from Stockbridge, The Mount is the former home of author Edith Wharton. This historic estate features beautiful gardens and stunning views, allowing visitors to immerse themselves in Wharton's literary world and architectural vision.

### Best time to go to Stockbridge

The best time to visit Stockbridge can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stockbridge falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stockbridge falls in January, visitor numbers are slightly low 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 | 22.8°F (-5.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Slightly Low | 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 | Average | 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 | Slightly High | Average |
| October | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| November | 37.8°F (3.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| December | 29.5°F (-1.4°C) | Light Rain | Mostly Cloudy | Average | Average |

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

When visiting Stockbridge, Massachusetts, you have several airport options. Hartford, CT ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is located 66.0km away, with nearby 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), 1.6km from the airport, and [Simsbury 1820 House](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information), 11.3km away. Albany, NY ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 64.4km from Stockbridge, with options like [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 away. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), just 16.1km away, featuring The Stockbridge Country Inn and [Lakehouse Inn](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information), both within 16.1km. Each hotel provides convenient access to its respective airport.

## Recent reviews of Stockbridge hotels

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

### Hotel On North

5/5 Excellent

"Absolutely loved every part of my stay at Hotel North. Parking was so easy and safe. The Hotel is decorated so tastefully, the staff was so welcoming. When I stepped into my room, I felt I had walked into a soothing refuge. Your decorators knew just how to balance the aesthetics with furnishings, art work, etc. Every detail was perfect - the room temperature, the comfortable bed, the quietness, etc. I will definitely recommend the Hotel North to anyone traveling to the Pittsfield area. Good job everyone!"

A verified traveller stayed at Hotel On North

Posted 4 days ago

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

"Staff is friendly and accommodating "

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

Posted 5 days ago

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

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

### Berkshire Mountain Lodge

5/5 Excellent

"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again. "

A verified traveller from Weymouth stayed at Berkshire Mountain Lodge

Posted 5 days ago

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

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

### Berkshires Untold

5/5 Excellent

"What a beautiful place. I wish I could have stayed longer. Top notch!"

A verified traveller stayed at Berkshires Untold

Posted 6 days ago

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

"Very nice hotel"

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

Posted 6 days ago

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

"It's just a nice place and the staff is very nice "

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

Posted 6 days ago

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.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, spacious, well designed room with everything needed gir a great stay …. And so much more. The balcony was a great place to sit, gave coffee etc. can’t say enough about the beautiful grounds and amenities like indoor and outdoor pool areas, etc! Enjoyed staying at Vacation Village in the Berkshire and hope to return next time I am in the area. "

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)

![Hampton Inn & Suites Berkshires-Lenox](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg)

### Hampton Inn & Suites Berkshires-Lenox

5/5 Excellent

"Excellent hotel. Great staff. "

A verified traveller stayed at Hampton Inn & Suites Berkshires-Lenox

Posted 6 days ago

[](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.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

"The room was fantastic - lots of space and well laid out. Having a kitchen is always very helpful. The property was well kept and clean. I love the rustic vibe. The amenities were awesome - the kids spent all day in the large outdoor pool. We also enjoyed the arcade and mini-golf. The whole area is clean and comfortable. Staff were very responsive through text - which was handy. We had a little issue, but it was handled quickly. All-in-all, the whole family loved the room, had a great time at the resort, and felt welcomed by the staff. We look forward to coming back again next year. "

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

Posted 8 days ago

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

## Frequently asked questions

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

> [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) in Stockbridge is a charming option, boasting an outstanding score of 8.8. This historic inn is great for those seeking a blend of classic New England charm and modern comfort. Guests rave about the attentive service, especially the 24-hour room service and luxurious Frette Italian sheets that add a touch of elegance to your stay. The inviting outdoor pool and sun loungers provide a relaxing atmosphere after a day of exploring the picturesque town.
> 
>   
> 
> For couples looking for a romantic getaway, The Stockbridge Country Inn comes highly recommended with a traveller rating of 9.2. This cozy bed and breakfast is just a stone's throw from the Norman Rockwell Museum and Chesterwood. With premium bedding, a private chef, and beautifully appointed rooms featuring fireplaces, it creates a serene and intimate setting. The art gallery onsite adds a cultural touch, making it an enriching experience for art lovers.

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

> [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information), a charming family-friendly hotel in Stockbridge, Massachusetts, offers a delightful blend of comfort and quality service, making it an excellent choice for families. With a customer review rating of 8.8, this inn stands out for its inviting space and thoughtful amenities that cater to both parents and children. Find more [child-friendly accommodations in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Family-Hotel.0-0-d162575-tFamilyHotel.Travel-Guide-Filter-Hotels).

### What are the best spa hotels in Stockbridge?

> [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) is a delightful spa hotel in Stockbridge, rated 8.8/10 by guests for its charming ambiance and attentive service. This inviting property features an onsite spa where visitors can indulge in rejuvenating massages, providing a superb escape for those looking to unwind after a day of exploration. The warm, friendly setting enhances the overall experience, ensuring a stress-free stay. See all [spa hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Spa-Hotel.0-0-d162575-tSpaHotel.Travel-Guide-Filter-Hotels).

### What hotels in Stockbridge offer free breakfast?

> The Stockbridge Country Inn, an enchanting bed and breakfast situated in the heart of Stockbridge, Massachusetts, is a delightful choice for travellers seeking a cozy retreat. This charming property boasts an excellent review score of 9.2, reflecting its commitment to attentive service and guest satisfaction. Find more [hotels with free breakfast in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Hotels-With-Free-Breakfast.0-0-d162575-tHotelsWithFreeBreakfast.Travel-Guide-Filter-Hotels).

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

> [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information), a charming property in Stockbridge, Massachusetts, is a top choice for travellers seeking a pet-friendly escape. Nestled in a historic district, this hotel not only welcomes your furry friends but also offers a delightful blend of modern comforts and classic charm. Guests appreciate the inviting outdoor pool area, complete with sun loungers, superb for unwinding after a day of exploration. See more [pet-friendly hotels in Stockbridge](https://www.expedia.ca/stockbridge-hotels-pet-friendly-hotel.0-0-d162575-tpetfriendlyhotel.travel-guide-filter-hotels).

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

> For budget-conscious travellers seeking comfort and charm, [Tanglewood Suites](https://www.expedia.ca/Stockbridge-Hotels-Tanglewood-Suites.h38291154.Hotel-Information) is an excellent choice. Nestled in the scenic surroundings of Stockbridge, this hotel offers complimentary breakfast and free self-parking, making it a convenient option for travellers. The family-friendly atmosphere is complemented by spacious rooms featuring premium bedding and free Wi-Fi, ensuring a restful stay.
> 
>   
> 
> Another delightful option is [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information), which, while slightly higher in price, provides immense value with its historic charm and modern comforts. Rated 8.8 by guests, this hotel boasts an outdoor pool, 24-hour room service, and free Wi-Fi in every room. Located in a picturesque historic district, families will appreciate the nearby ski areas and outdoor activities, great for winter sports enthusiasts or those who love mountain biking.
> 
>   
> 
> Both properties create a welcoming environment for families, while also appealing to couples seeking a romantic getaway amidst the beautiful landscapes of the Berkshires. Whether you're planning a fun-filled family vacation or a serene escape, Stockbridge offers delightful accommodations that cater to your needs without breaking the bank. View all [budget hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Cheap-Hotels.0-0-d162575-tCheapHotels.Travel-Guide-Filter-Hotels).

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

> The most popular time to visit Stockbridge is in August, when the charming village comes alive with summer festivities and activities. During this peak season, temperatures typically range from 15 to 22°C, creating a pleasant atmosphere for exploring the picturesque streets and delightful local shops.
> 
>   
> 
> As you wander through Stockbridge, you'll find the vibrant farmers' market brimming with fresh produce and artisanal goods, a great opportunity to savour local flavours. The lush greenery surrounding the village is ideal for leisurely walks along the River Test, where you can enjoy the serene scenery and perhaps even spot a few anglers at work.
> 
>   
> 
> For those planning a visit, keep in mind that August tends to be a busy month, as many visitors flock to the area for outdoor events and festivals. This lively atmosphere can enhance your experience, especially if you enjoy mingling with locals and fellow travellers. Consider booking accommodations in advance to secure a comfortable stay in this sought-after destination.
> 
>   
> 
> If you prefer a quieter experience while still enjoying Stockbridge's charm, September can be an excellent alternative. With slightly cooler temperatures and fewer crowds, you'll have the opportunity to explore at a more leisurely pace, all while benefiting from lower accommodation rates than in the peak summer months.

### 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 Stockbridge.

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

> Before booking your Stockbridge hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

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

> Prices for hotels in Stockbridge 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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-   [Tyringham Hotels](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-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)
-   [Lgbt Friendly Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-LGBT-Friendly-Hotel.0-0-d173346-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Luxury-Hotel.0-0-d173346-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d173346-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Spa-Hotel.0-0-d173346-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [West Stockbridge Hotels](https://www.expedia.ca/West-Stockbridge-Hotels.d173346.Travel-Guide-Hotels)

-   [Flights to Lenox](https://www.expedia.ca/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights)
-   [Flights from Lee](https://www.expedia.ca/lp/flights/8572/flights-from-lee)
-   [Flights from Lenox](https://www.expedia.ca/lp/flights/8587/flights-from-lenox)

-   [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction)
-   [Lenox Library](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction)
-   [National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction)
-   [Naumkeag Museum](https://www.expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction)
-   [Norman Rockwell Museum](https://www.expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction)
-   [Richmond Vacations](https://www.expedia.ca/Richmond.d151138.Destination-Travel-Guides)
-   [Visit South Lee](https://www.expedia.ca/South-Lee.dx183343)
-   [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 Lee](https://www.expedia.ca/Car-Rentals-In-Lee.d8572.Car-Rental-Guide)
-   [Car rental Lenox](https://www.expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide)

-   [Book Hotels in Stockbridge on Expedia.com](https://www.expedia.com/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)

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