Title: Discover the Best Hotels in Stockbridge, MA 2026 | Expedia.ca [Stockbridge Travel Guide](https://expedia.ca/Stockbridge.dx162575)[Vacation Rentals in Stockbridge](https://expedia.ca/Stockbridge-Vacation-Rentals.d162575.Travel-Guide-VacationRentals)[Flights to Stockbridge](https://expedia.ca/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights)[Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide)[Stockbridge Vacation Packages](https://expedia.ca/Stockbridge.d162575.Destination-Travel-Guides) ![autumn in the mountains](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Stockbridge Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&amenities=PETS) Pool [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&amenities=HOT_TUB) Farm [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&lodging=AGRITOURISM) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&travelerType=family_friendly) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&lodging=CABIN) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO) ## Check prices for these dates Tonight [Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Stockbridge hotels ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3e2d816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4e4268ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) Stockbridge 8.8/10 Excellent (1,000 reviews) "As always, our stay at The Red Lion Inn was memorable. Everything was top notch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $215 CA $302 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/24f01653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/226579d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/ed360a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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) South Lee 9.0/10 Wonderful (843 reviews) "Great overnights stay, wish I was here longer " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $147 CA $191 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Lenox 9.0/10 Wonderful (864 reviews) "This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $161 CA $180 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (864 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $137 CA $183 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/53f3f179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.0/10 Wonderful (1,000 reviews) "Clean room, nice staff , decent breakfast. Overall a good stay . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anindita CA $134 CA $149 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/c5b973e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/b5bad44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/88348850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) Lee 9.8/10 Exceptional (99 reviews) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $327 CA $383 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/870ad54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) Lee 9.6/10 Exceptional (293 reviews) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $191 CA $225 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Parlour Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/d4b17f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/w3000h1988x0y3-ae06d912.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) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Stockbridge 9.2/10 Wonderful (110 reviews) "Great breakfast, friendly helpful staff, pretty yard, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $423 CA $512 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/279dc540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/f84b737e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ef9bad04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Lion [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) Great Barrington 8.6/10 Excellent (554 reviews) "Great friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo CA $150 CA $168 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/86910798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, Private Bathroom (Skylight Loft)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/a856ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/58d2b953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/9ee8409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Farm Inn [](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) Lenox 9.4/10 Exceptional (164 reviews) "Everything was perfect - location and accommodation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.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) ![Premier Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/dbcc78d8.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/1000000/60000/55000/54944/8cd694d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) Lenox 9.2/10 Wonderful (1,000 reviews) "Very friendly staff comfy beds!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giselle CA $127 CA $142 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/be4af91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 King Bed, Garden View](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/f581b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/d60ca119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prospect Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) Egremont 9.6/10 Exceptional (20 reviews) "Excellent local stay - would recommend to all" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gentian CA $268 CA $345 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/2a87d01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/fae5bff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow [](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) Lenox 8.6/10 Excellent (141 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa [](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Room #10 Queen's Cottage | Living room](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/e69747b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/4f8b66e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #1 - Collins, 1 Queen Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/ae0cb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Devonfield Inn B&B [](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) Lee 10/10 Exceptional (136 reviews) "The inn has an excellent location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/e112ee1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/08a849e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chambery Inn [](https://www.expedia.ca/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) Lee 9.6/10 Exceptional (376 reviews) "Amazing customer service! Location was very good to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia [](https://www.expedia.ca/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/25fee020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/6d6ce66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Non Smoking (Room 5)](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2dfac34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2ff1c815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Granville House [](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) Housatonic 10/10 Exceptional (96 reviews) "Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $238 CA $266 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/3908437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) Lenox 9.6/10 Exceptional (20 reviews) "Spotless rooms and the friendliest service at the front desk! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $190 CA $212 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/w6034h4018x7y7-c9e24ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/dc04db42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/8801cfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cornell Inn, Lenox & The Berkshires [](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) Lenox 9.0/10 Wonderful (1,000 reviews) "The Inn was very nice and the staff was super friendly and attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $183 CA $210 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1c5bd04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/c93f6ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) Great Barrington 9.4/10 Exceptional (767 reviews) "Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dinh CA $208 CA $233 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/27ce1034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/a63e9470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/5e996a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lenox Berkshires [](https://www.expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) Lenox 9.2/10 Wonderful (601 reviews) "Our stay was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gianna CA $172 CA $192 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.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=2026-03-12&endDate=2026-03-13®ionId=162575&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_162575) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Hotels.d162575.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Hotels.d162575.Travel-Guide-Hotels) ## Stay near popular Stockbridge attractions ### Norman Rockwell Museum 4.7/5 (252 reviews) 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091839) ### National Shrine of the Divine Mercy 4.5/5 (54 reviews) 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665250) ### Naumkeag Museum 3.5/5 (2 reviews) 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091843) ### Berkshire Botanical Garden 4.0/5 (1 review) 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665247) ### Stockbridge Bowl You can find out about the history of Stockbridge with a trip to Stockbridge Bowl. While in this relaxing area, you can enjoy the bars. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=950930785872297984) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558114394) ### Mission House You can spend time exploring the galleries in Mission House in Stockbridge. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621560941222) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665249) ## Learn more about Stockbridge Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works. [See all hotels in Stockbridge](https://www.expedia.ca/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&adults=2®ionId=162575) ![autumn in the mountains](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Stockbridge Hotel Reviews ## Recent Reviews in Stockbridge ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Overall pleasant stay; great facilities, staff, and location" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 10/10 Excellent "clean room, friendly staff, great breakfast" [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Clean room, breakfast was good👍" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Nice and responsive" [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://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 10/10 Excellent "Very spacious and comfortable. Great for families." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Affordable price, clean bedroom and close to everything. " [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Cornell Inn, Lenox & The Berkshires](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38_y.jpg) ### The Cornell Inn, Lenox & The Berkshires 10/10 Excellent "The staff was wonderful " [](https://expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Yes it was clean as usual." [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Clean, breakfast was a nice option before heading to Butternut mountain nearby " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## 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 Great Barrington MA CA $91 CA $101 total Mar 23 - Mar 24 includes taxes & fees 8.4/10 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 Lenox MA CA $94 CA $105 total Mar 1 - Mar 2 includes taxes & fees 7.6/10 Good! (834 reviews) [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 170 Housatonic Street Lee MA CA $118 CA $132 total Mar 26 - Mar 27 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.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 $127 CA $142 total Mar 8 - Mar 9 includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $141 CA $158 total Mar 1 - Mar 2 includes taxes & fees 8.8/10 Excellent! (740 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Monument Mountain Motel 247 Stockbridge Rd Great Barrington MA [Get rates](https://expedia.ca/Hotel-Search?startDate=12%2F03%2F2026&endDate=13%2F03%2F2026&selected=1076188&PinnedHotelID=1076188&HadPinnedHotel=true®ionId=162575) 9/10 Wonderful! (824 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ## Hotels in Stockbridge with star rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.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/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 129 properties [](https://expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 112 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. ## Frequently asked questions ### What is the best area to stay in Stockbridge? > This area is the heart of Stockbridge, offering a quintessentially charming village feel. Main Street is lined with historic buildings, art galleries, and local shops, all within easy walking distance. The Red Lion Inn, a well-known landmark, is also located here. > > > Couples looking for a relaxing and cultured getaway will find the town centre ideal. You're just a short stroll from the Norman Rockwell Museum, which houses an extensive collection of his works, and the Berkshire Theatre Group's Unicorn Theatre, offering live performances. The area's focus on art and history provides plenty of activities for a pleasant trip. > > > For those prioritising a tranquil setting with convenient access to nature, the areas just outside the town centre, towards the Housatonic River, offer a peaceful alternative. ### What are the best hotels in Stockbridge that travellers recommend? > This 3.5-star hotel, with an 8.8 rating, offers comfortable and quiet rooms, often praised for their Frette Italian sheets. Guests consistently highlight the excellent and friendly staff and service, as well as the good to excellent food available. The hotel provides amenities such as bathrobes, air conditioning, and 24-hour room service. For entertainment, there is evening entertainment, concerts or live shows, and a fireplace to enjoy. Its location is also considered great, being just 0.3 km from Mission House and 0.7 km from the Berkshire Theatre Festival. ### What are the best family hotels in Stockbridge? > The Taggart River House, with an outstanding 9.8 rating, offers modern luxury in a natural setting. This accommodation can sleep up to 10 people, making it ideal for larger families, and boasts stunning river views. Families will appreciate the convenience of a travel cot and stair gate for children, a fully equipped kitchen, and outdoor spaces like a patio and deck. It is also well-located, being just 0.9 km from Berkshire Botanical Garden and 1.3 km from the Norman Rockwell Museum. > > > Another highly regarded option is the 3.5-star The Red Lion Inn, which has an 8.8 rating. This hotel is located in a historical district and is part of Historic Hotels of America. It caters well to families by offering complimentary cots and connecting rooms. Guests frequently praise the comfortable and quiet rooms, excellent food, and friendly staff and service. The location is also a key feature, being only 0.3 km from Mission House and 0.7 km from the Berkshire Theatre Festival. For those interested in winter activities, skiing is available nearby, with options for downhill, cross-country, and lessons. 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? > This 3.5-star hotel, with an impressive 8.8 rating, is known for its on-site spa and offers various massage treatments, though advance notice is recommended. Guests frequently praise its comfortable and quiet rooms, excellent food, and friendly service from the staff. As a historic hotel located within a historical district, it provides a unique stay and is also conveniently close to several skiing areas. 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 Closest B&B to Norman Rockwell Museum and Chesterwood, a 4.5-star establishment with an excellent 9.2 rating, provides free continental and full breakfast options. Guests can also enjoy free self-parking and complimentary WiFi. It is conveniently located just 0.6 km from Chesterwood. > > > Another excellent option is Tanglewood Suites. This hotel offers free continental breakfast, free WiFi, and free self-parking. It is located 0.7 km from Mission House and 0.8 km from the National Shrine of the Divine Mercy. 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? > This 3.5-star hotel, with an 8.8 rating, is top for its comfortable and quiet rooms, as well as its excellent and friendly staff and service. Guests also appreciate the excellent food options available. The Red Lion Inn is conveniently located in a historical district, making it a great base for exploring the area. It is also very close to the Mission House, just 0.3 km away, and the Berkshire Theatre Festival, 0.7 km away. For those interested in winter sports, skiing, ski rentals, and ski lessons are all available nearby. 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? > Tanglewood Suites offers excellent value with complimentary WiFi, free self-parking, and a free continental breakfast, including free toiletries. Its location provides lovely mountain views and is conveniently close to Mission House at 0.7 km and the National Shrine of the Divine Mercy at 0.8 km. > > > Another highly-rated option is Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, which boasts an impressive 9.8 review rating. This accommodation is well-suited for families, offering a kitchen, a patio, a deck, a travel crib, and a stair gate for children. Guests can also enjoy onsite golf and parking. It is located 0.9 km from the Berkshire Botanical Garden and 1.6 km from the National Shrine of the Divine Mercy. View all [budget hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Cheap-Hotels.0-0-d162575-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Stockbridge for couples? > This 3.5-star hotel, with an 8.8 rating, is celebrated for its comfortable and quiet rooms, making it ideal for a peaceful getaway. Guests frequently praise the excellent food and friendly service, ensuring a delightful experience. Its location is a great base for exploring local attractions such as the Mission House, which is just 0.3 km away, or the Naumkeag Museum, located 0.9 km from the hotel. The Red Lion Inn is also recognised as one of the Historic Hotels of America, adding to its special appeal. See all [romantic hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Romantic-Hotel.0-0-d162575-tRomanticHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Stockbridge near Berkshire Botanical Garden? > The Taggart River House, with an impressive 9.8 rating, is located just 0.9 km from the Berkshire Botanical Garden. This property offers modern luxury with stunning river views and features a well-equipped kitchen and a patio or deck for relaxation. It is also well-suited for families, providing a travel crib and stair gate for children. > > > While not as close, [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information), a 3.5-star hotel with an 8.8 rating, is another highly-rated option in Stockbridge, known for its comfortable and quiet rooms, excellent food, and friendly staff. ### When is the best time to go to Stockbridge? > This period offers clear, crisp air and the Berkshire Hills ablaze with vibrant reds, oranges, and yellows. It's also an excellent time for outdoor activities like hiking and scenic drives. Weekends in October can be particularly busy as many visitors come to witness the natural beauty. > > > For couples seeking a romantic getaway, the autumn provides a picturesque backdrop for strolls through the town, visits to the Norman Rockwell Museum, and cosy evenings by a fireplace. The natural beauty of the season enhances the historic charm of Stockbridge. > > > Families might find late spring or early summer (May to June) more appealing. The weather is pleasantly warm, ideal for exploring the Berkshire Botanical Garden or enjoying the outdoor spaces at The Mount, Edith Wharton's home. The crowds are typically smaller than in autumn, offering a more relaxed experience. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Stockbridge hotel booking with Expedia? ### How much is the nightly rate at a Stockbridge hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Guest Houses in Alford ](https://www.expedia.ca/Alford-Guest-Houses.d3000421226-aaGuestHouses.Travel-Guide-Accommodation) - [Alford Hotels ](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels) - [Lodges in Alford ](https://www.expedia.ca/Alford-Lodges.d3000421226-aaLodges.Travel-Guide-Accommodation) - [Hotels near Berkshire Botanical Garden ](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels) - [Hotels near Chesterwood ](https://www.expedia.ca/Chesterwood-Hotels.0-l6091841-0.Travel-Guide-Filter-Hotels) - [Berkshire County Hotels ](https://www.expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations) - 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