Title: Great Barrington Hotels: Discover 10 Top Stays, MA | Expedia.ca [Great Barrington Travel Guide](https://expedia.ca/Great-Barrington.dx110336)[Vacation Rentals in Great Barrington](https://expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals)[Flights to Great Barrington](https://expedia.ca/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide)[Great Barrington Vacation Packages](https://expedia.ca/Great-Barrington.d110336.Destination-Travel-Guides) ![Brick town hall, Great Barrington, MA](https://images.trvl-media.com/place/110336/a64c9976-4805-44e1-9d95-635523f483d3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/110336/a64c9976-4805-44e1-9d95-635523f483d3.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 - 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Jan 25](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Barrington hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.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/1000000/900000/892300/892229/9ac40a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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) Great Barrington 8.8/10 Excellent (727 reviews) "Great property, very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanice CA $147 CA $164 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.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) ### 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 (764 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 $207 CA $231 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.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) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/d60ca119.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) ### Prospect Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) Egremont 9.6/10 Exceptional (18 reviews) "It was clean and environment is relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KEYA CA $237 CA $311 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/f25ff27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) Great Barrington 8.4/10 Very good (1,002 reviews) "Great place to stay for a night in Great Barrington. Walk to everything in town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert CA $104 CA $116 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/6d6c1dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/c08e3534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/8bcde002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/720e4e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gedney Farm [](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information) Great Barrington 9.2/10 Wonderful (135 reviews) "We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynda CA $254 CA $279 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (818 reviews) "Unbelieveably clean for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Micah [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Thayer House, Room 201, 1 King bed, Jetted tub](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/f1d5c4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/755fb8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) Great Barrington 9.2/10 Wonderful (90 reviews) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $418 CA $504 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) ![Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/75dbf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/b642a3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/51ca9ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, 2 Queen Beds, Courtyard View](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/3d6dcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Rock Inn [](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information) Great Barrington 9.6/10 Exceptional (37 reviews) "The room was clean and comfortable wi will back next year:) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadya CA $174 CA $195 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/f84b737e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/8dbc27a7.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) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.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 (549 reviews) "Perfect for pets " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $151 CA $168 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/c5a54031.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) ![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/e351f473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) Great Barrington 7.6/10 Good (567 reviews) "Excellent location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abdul Samad CA $103 CA $115 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111970000/111965400/111965341/3042ecab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111970000/111965400/111965341/8f5386c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111970000/111965400/111965341/49d2f7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111970000/111965400/111965341/1aa56a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 6 Bdrm Countryside Stay [](https://www.expedia.ca/Great-Barrington-Hotels-Charming-6-Bdrm-Countryside-Stay.h111965341.Hotel-Information) Great Barrington CA $922 CA $1,715 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Great-Barrington-Hotels-Charming-6-Bdrm-Countryside-Stay.h111965341.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/dcc4e9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w4000h2467x0y0-95fb3171.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/b2a572bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w6714h4455x8y0-7f30ce4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) Pittsfield 9.2/10 Wonderful (75 reviews) "Very clean and friendly staff that go above and beyond for their guests even in a snow storm! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kira CA $174 CA $195 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/04ff4b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/30ceb892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) East Canaan 9.0/10 Wonderful (414 reviews) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $144 CA $165 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.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) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.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 (818 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 $135 CA $182 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/ddc846d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/30601203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/de707444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed with Sofa bed (The Mashomack Suite)](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/408d347d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Pine Plains [](https://www.expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) Pine Plains 9.8/10 Exceptional (303 reviews) "Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Katherine CA $336 CA $381 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/522482a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Cottage](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/10e70d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) Norfolk 9.4/10 Exceptional (167 reviews) "Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina CA $225 CA $259 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/83c805e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/5740b713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) Pittsfield 8.6/10 Excellent (1,005 reviews) "Very friendly and good Breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $129 CA $144 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e57afaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e65bd9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) Pittsfield 9.6/10 Exceptional (820 reviews) "Great staff, room was huge and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron CA $204 CA $228 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/bba60f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/w696h390x1y0-dec65b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lenox Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) Pittsfield 9.2/10 Wonderful (663 reviews) " Nice staff - beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARY CA $188 CA $210 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/143186d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f060dba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/7fea6163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/0603c149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilder House Berkshires [](https://www.expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) Sheffield 9.8/10 Exceptional (43 reviews) "It was a very pleasant hybrid of a classic BnB with the privacy of an air BnB. Host was on point and communicative. We loved hanging out downstairs in the living room(s). Breakfast was fabulous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evan M [](https://www.expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.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=2026-02-07&endDate=2026-02-08®ionId=110336&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FGreat-Barrington-Hotels.d110336.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Barrington-Hotels.d110336.Travel-Guide-Hotels) ## Learn more about Great Barrington Tucked in the Berkshires, this charming town blends historic Main Street shopping with easy access to Monument Mountain's panoramic hiking trails. Visit in autumn when the maple-lined streets burst with colour, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building. [See all hotels in Great Barrington](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&adults=2®ionId=110336) ![Great Barrington which includes signage and night scenes](https://images.trvl-media.com/place/110336/4c3d827f-8ba1-4754-a7a1-6fe14b81f0f7.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Great Barrington attractions [](https://expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels) ![new england foliage overlooking pond with beautiful reflection](https://images.trvl-media.com/place/553248621560926695/7f9cc7a3-0724-4ed8-8050-41ee54686943.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lake Mansfield Park Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theater scene and live music. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621560926695) [](https://expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) #### Ski Butternut Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6182072) [](https://expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) #### Mahaiwe Performing Arts Center You can enjoy a show at Mahaiwe Performing Arts Center on your trip to Great Barrington. While you're here, you can savor the top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665242) [](https://expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels) #### Housatonic River Walk You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theater scene and live music. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665241) [](https://expedia.ca/Lake-Buel-Hotels.0-l553248635976196476-0.Travel-Guide-Filter-Hotels) #### Lake Buel Commune with nature and explore the great outdoors at Lake Buel during your travels in Great Barrington. While you're here, you can savor the top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976196476) [](https://expedia.ca/Les-Trois-Emme-Winery-Hotels.0-l553248621532664814-0.Travel-Guide-Filter-Hotels) #### Les Trois Emme Winery You can enjoy a tasting or tour at Les Trois Emme Winery during your travels to New Marlborough. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664814) ## More cheap stays in Great Barrington ![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 $108 CA $121 total Jan 25 - Jan 26 includes taxes & fees 7.4/10 Good! (828 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 $115 CA $129 total Feb 6 - Feb 7 includes taxes & fees 8.2/10 Very Good! (1,001 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 Feb 1 - Feb 2 includes taxes & fees 9/10 Wonderful! (1,004 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 $147 CA $164 total Jan 27 - Jan 28 includes taxes & fees 8.8/10 Excellent! (724 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w4500h2996x0y0-b2a7729b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pocketbook Hotel and Bath 549 Washington Street Hudson NY CA $259 CA $355 total Feb 24 - Feb 25 includes taxes & fees 8.2/10 Very Good! (17 reviews) [](https://expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![St. Charles Hotel](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/d1c362b4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### St. Charles Hotel 16 Park Place Hudson NY [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=1639318&PinnedHotelID=1639318&HadPinnedHotel=true®ionId=110336) 6.6/10 (868 reviews) [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ## Hotels in Great Barrington with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 15 properties [](https://expedia.ca/4Star-Great-Barrington-Hotels.s40-0-d110336.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 159 properties [](https://expedia.ca/3Star-Great-Barrington-Hotels.s30-0-d110336.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 136 properties [](https://expedia.ca/2Star-Great-Barrington-Hotels.s20-0-d110336.Travel-Guide-Filter-Hotels) ## Find out more about Great Barrington ### Top reasons to visit Great Barrington - **Outdoor Adventures:** Great Barrington is a haven for skiing and outdoor activities, perfect for thrill-seekers and nature lovers. - **Cultural Experiences:** Explore historic houses and enjoy the local culture through museums and educational stops. - **Charming Downtown:** The vibrant downtown area features independent shops and eateries, adding to the town’s unique charm. - **Relaxation Retreats:** Wellness retreats provide opportunities for relaxation amidst beautiful landscapes. - **Welcoming Atmosphere:** Friendly locals enhance the warm and inviting environment for tourists. ### Find great hotels in and around Great Barrington Discover a range of charming accommodations in Great Barrington, Massachusetts, perfect for every type of traveller. Whether you're seeking an adventurous getaway, a family-friendly stay, or a pet-friendly retreat, you'll find delightful options including agritourism properties and cozy bed & breakfasts. Explore the best hotels and suites in the area, ensuring a memorable and comfortable experience during your visit to this picturesque town. - **[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)** This 3.5-star resort provides a family-friendly and LGBTQIA welcoming atmosphere, perfect for both business and leisure travellers. Located 11.3km from Great Barrington, it features a variety of amenities tailored for families, including a free crib service, an arcade game room, and a shared children's playground. Business travellers can take advantage of the on-site business centre, ensuring a productive stay. The inviting environment and comprehensive facilities make it an ideal choice for a memorable family vacation. - **[Quality Inn: ](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)** Situated in Great Barrington, Quality Inn is a haven for adventure seekers and business travellers alike. This hotel is designed for those looking to explore the great outdoors, with nearby activities such as snow tubing, cross-country skiing, and hiking. Its business amenities cater to corporate guests, making it a convenient option for work and play. Whether you're hitting the slopes or attending meetings, Quality Inn provides the perfect balance of comfort and adventure. - **The Black Swan Lee - Lenox, Ascend Hotel Collection:** Located 16.1km from Great Barrington, this charming 3-star hotel is perfect for families and pet owners who seek an adventurous getaway. The Black Swan offers exciting activities like onsite fishing and kayaking, as well as nearby skiing and snowboarding options. Families will appreciate the thoughtful amenities, including free cribs and child safety features. With a pet-friendly policy, this hotel ensures that your furry friends can join in on the fun, making it an excellent choice for a family adventure. ### Where to stay near Great Barrington Great Barrington, Massachusetts, offers a delightful blend of adventure and relaxation for Canadian travellers. Explore the charming downtown, where independent shops and eateries abound, or venture into the surrounding scenery for skiing and outdoor activities. This inviting town is perfect for romantic getaways or family-friendly adventures, with friendly locals enhancing the warm atmosphere. Whether you seek vibrant city life or tranquil natural beauty, Great Barrington has something special for everyone. - **[Lenox: ](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Located 19.3km from Great Barrington, Lenox is a charming city that attracts visitors year-round, particularly during the summer months from June to August. This picturesque locale offers a blend of entertainment, romance, and family-friendly activities. From vibrant music concerts and theatrical performances to winter skiing adventures, Lenox has something for everyone. Nature enthusiasts can explore nearby lakes and mountains, while event spaces cater to conferences and gatherings. The scenic beauty and cultural events make Lenox a delightful stop on your travel itinerary. - **[The Berkshires: ](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)** Just 17.7km away from Great Barrington, The Berkshires are renowned for their stunning outdoor experiences and breathtaking scenery. This region welcomes visitors throughout the year, with peak travel from June to August. Adventurers can indulge in various outdoor activities, including skiing at top-notch resorts and exploring the scenic ski fields. The area is dotted with lovely lakes and mountains, providing ample opportunities for hiking and relaxation. Whether you're an outdoor enthusiast or simply seeking tranquility, The Berkshires promise an unforgettable experience. - **[Stockbridge: ](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** A mere 11.3km from Great Barrington, Stockbridge is a city rich in culture and charm. This destination sees a steady flow of visitors, particularly from July to September, drawn by its romantic ambiance and entertainment options. Stockbridge is home to a vibrant arts scene, featuring music concerts and theater productions. The local landmarks, including serene lakes, historical monuments, and unique shrines, provide plenty of exploration opportunities. With its blend of culture and natural beauty, Stockbridge is a must-visit on your adventure. ### Things to do in and around Great Barrington Great Barrington, Massachusetts, is an ideal destination for skiing and outdoor adventures. Visitors can enjoy popular activities like skiing at renowned resorts, while also finding opportunities for relaxation at wellness retreats. Additionally, the area offers educational stops that enrich the vacation experience. Whether you're hitting the slopes or seeking a peaceful getaway, Great Barrington has something for everyone. **Shopping** In Great Barrington, visit the [Lee Premium Outlets](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels), a shopping destination located 14.5km away, offering a variety of brand-name stores. If you're up for a drive, check out [Hoffman's Pottery](https://www.expedia.ca/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels) and [Charles H. Baldwin & Sons](https://www.expedia.ca/Charles-H-Baldwin-Sons-Hotels.0-l553248621532665257-0.Travel-Guide-Filter-Hotels), both located around 16.1km away for unique gifts and souvenirs. **Recreation** [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels) offers a tranquil atmosphere with scenic views, perfect for relaxation and leisurely strolls. [Greenock Country Club](https://www.expedia.ca/Greenock-Country-Club-Hotels.0-l553248621560926703-0.Travel-Guide-Filter-Hotels), located 14.5km away, provides an invigorating golfing experience amidst beautiful landscapes. [Tyringham Cobble](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels), 12.9km from Great Barrington, invites visitors to explore its serene trails and unwind in nature. **Adventure** [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) offers exhilarating skiing experiences with its well-maintained slopes, perfect for all skill levels. For a scenic hike, explore the [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), where you can immerse yourself in nature's beauty. Additionally, the [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels) provides thrilling ziplining and ropes course challenges for outdoor enthusiasts. **Nightlife** Experience the vibrant nightlife in Great Barrington with a show at the [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels), offering a mix of culture and romance. For a short drive, enjoy the [Berkshire Theatre Festival](https://www.expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels) or [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels), both promising delightful entertainment and family-friendly vibes. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Great Barrington To save money on your trip to Great Barrington, consider visiting during the off-peak months of March to April and November, when accommodation prices are lower. Take advantage of free attractions like the National Shrine of the Divine Mercy and Lake Buel. For transportation, public buses can be a cost-effective option. Booking your stay for Tuesday can also yield better rates compared to Saturday. Utilize Expedia to compare room rates and consider bundling your hotel, flights, and activities for additional savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Great Barrington 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 Great Barrington is Tuesday. The most expensive day to stay in Great Barrington is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save on your trip by combining your Great Barrington hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Great Barrington Great Barrington, Massachusetts, offers a delightful mix of outdoor adventures and cultural experiences, making it an ideal destination for Canadian tourists seeking ski and sports vacations. Visitors can explore historic houses, national and state parks, and nature reserves, all catering to those looking for thrilling adventures and a taste of local history. Whether you're hitting the slopes or enjoying the serene landscapes, Great Barrington has something for everyone. - **[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 11.3km from Great Barrington, this serene shrine offers a tranquil atmosphere enriched with cultural significance. Visitors can engage in spiritual reflection amidst beautiful gardens and stunning architecture. - **[Housatonic River: ](https://www.expedia.ca/Housatonic-River-Hotels.0-l682155708745285632-0.Travel-Guide-Filter-Hotels)** Located a mere 161m from the town, the Housatonic River boasts breathtaking scenery perfect for outdoor enthusiasts. Enjoy activities like kayaking, fishing, or simply strolling along its picturesque banks. - **[Lake Buel: ](https://www.expedia.ca/Lake-Buel-Hotels.0-l553248635976196476-0.Travel-Guide-Filter-Hotels)** Situated within Great Barrington, Lake Buel is a charming locale featuring a lovely beach. This scenic spot is ideal for romantic outings, picnics, or leisurely swims, making it a perfect escape. ### Best time to go to Great Barrington The best time to visit Great Barrington is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 23.2°F (-4.9°C) | Light Rain | Mostly Cloudy | Average | Average | | February | 24.8°F (-4.0°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 55.9°F (13.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 63.7°F (17.6°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 69.8°F (21.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 67.8°F (19.9°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 60.8°F (16.0°C) | Light Rain | Mostly Sunny | Average | Average | | October | 49.8°F (9.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 37.8°F (3.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 29.7°F (-1.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Great Barrington When planning your visit to Great Barrington, Massachusetts, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is 62.8km away, with nearby hotels like the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) and [Simsbury 1820 House](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information). Albany International Airport ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is 70.8km from Great Barrington, offering accommodations such as the [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.ca/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information). Lastly, Stewart International Airport ([SWF](https://www.expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)) in Newburgh, NY, is 98.2km away, with options like [The Dutchess Inn and Spa at Beacon](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information). Each airport provides convenient access to local hotels, ensuring a comfortable stay. ## Recent reviews of Great Barrington hotels ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 5/5 Excellent "Beautiful unique property! Very clean room and very friendly staff" A verified traveller stayed at Berkshires Untold Posted 3 days ago [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.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 5/5 Excellent "Great property, very accommodating. " A verified traveller stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG Posted 4 days ago [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "Clean, great location near Bosquet Mountain and grocery store, spacious condo, easy. " A verified traveller from Doylestown stayed at Berkshire Mountain Lodge Posted 5 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 5/5 Excellent "generally good" A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG Posted 5 days ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.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 5/5 Excellent "The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. " A verified traveller stayed at The Yankee, Trademark Collection by Wyndham Posted 5 days ago [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.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 5/5 Excellent "Great overnights stay, wish I was here longer " A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Posted 6 days ago [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 5/5 Excellent "Very nice" A verified traveller stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Posted 6 days ago [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed_y.jpg) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! 5/5 Excellent "Great house with plenty of bedrooms and space! Perfect location for a ski weekend. " A verified traveller stayed at Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! Posted 8 days ago [](https://expedia.ca/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 5/5 Excellent "Unbelieveably clean for the price." A verified traveller stayed at Monument Mountain Motel Posted 10 days ago [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Great Barrington? > For couples seeking a romantic retreat, New Marlborough presents an idyllic setting. Imagine strolling hand-in-hand through the quaint village, exploring artisanal shops, and enjoying intimate dining experiences at local eateries. The nearby lakes and hiking trails provide ample opportunities for picturesque picnics and adventure, ensuring a memorable getaway. > > > Families will also appreciate the appeal of New Marlborough, as it offers a safe and welcoming environment. The area boasts family-friendly activities, including outdoor recreation in the stunning Berkshire hills and visits to nearby attractions like the Norman Rockwell Museum. With plenty of open spaces for kids to play and explore, it's a great spot for creating lasting memories together. ### What are the best family hotels in Great Barrington? > Another delightful choice is [The Old Inn On The Green](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information), which also enjoys an excellent review score of 9.2\. This hotel shares family-friendly amenities with [Gedney Farm](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information), like free rollaway beds and daily housekeeping, allowing families to focus on creating lasting memories. The picturesque garden provides a lovely backdrop for family photos or a leisurely stroll with the kids. > > > For families seeking something that fits their needs space and specific amenities, [The Little Lion](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) is an excellent pick, rated 8.8 by travellers. This hotel stands out with its free crib service, connecting rooms, and a playground, making it great for families with younger children. Parents can enjoy peace of mind knowing their kids have a safe place to play, while the daily housekeeping ensures a tidy and welcoming environment for everyone. Find more [child-friendly accommodations in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Family-Hotel.0-0-d110336-tFamilyHotel.Travel-Guide-Filter-Hotels). ### What hotels in Great Barrington offer free breakfast? > Another fantastic option is [The Old Inn On The Green](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information), also with a review score of 9.2\. This lovely inn also provides a free continental breakfast and offers outdoor seasonal pool access, ideal for refreshing family fun during warmer months. With charming balconies or patios and deep soaking bathtubs, it's a wonderful choice for couples looking to unwind in a romantic setting while still being family-friendly. Find more [hotels with free breakfast in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Hotels-With-Free-Breakfast.0-0-d110336-tHotelsWithFreeBreakfast.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Great Barrington? > Another wonderful option for travellers with pets is [The Old Inn On The Green](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information), which also enjoys a review score of 9.2\. This enchanting inn features outdoor seasonal pools, spacious balconies or patios, and a delightful restaurant with garden views, ensuring a memorable dining experience. Guests can relax in the deep soaking bathtubs or enjoy the tranquility of the terrace, making it a superb retreat for couples looking for a romantic escape or families seeking a peaceful stay with their furry companions. > > > For those traveling with children, [The Little Lion](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) offers a welcoming environment with a playground for kids to enjoy. With a review score of 8.8, this hotel is not only pet-friendly but also equipped with cribs and sofa beds to accommodate families comfortably. Its proximity to ski areas makes it a great base for outdoor adventures, ensuring a fun-filled vacation for both parents and kids. See more [pet-friendly hotels in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Pet-Friendly-Hotel.0-0-d110336-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Great Barrington? > For a great experience, [Gedney Farm](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information), rated 9.2, provides a charming atmosphere with its garden-view restaurant and cozy fireplace, making it an excellent option for families and couples alike. The property also offers free breakfast and Wi-Fi, along with pet-friendly accommodations, which adds to the convenience for travellers who want to bring their furry friends along on their adventures. > > > [Monument Mountain Motel](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information), boasting a solid 9.0 rating, is another family-friendly spot where you'll find cribs and a playground for children. This motel is well-situated for outdoor activities, with skiing nearby, making it a great base for winter sports enthusiasts. > > > If you're looking for a place that caters to both families and couples, the [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), rated 8.8, features an indoor pool and a variety of comfortable suites. With complimentary breakfast and easy access to the stunning local mountains, it's great for those seeking both relaxation and adventure. > > > Lastly, [The Little Lion](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information), also rated 8.8, provides a inviting space with amenities such as free parking and a playground, ideal for families. With its convenient location and comfortable rooms, it serves as a cozy retreat after a day of adventure. View all [budget hotels in Great Barrington](https://www.expedia.ca/great-barrington-hotels-cheap-hotels.0-0-d110336-tcheaphotels.travel-guide-filter-hotels). ### When is the best time to go to Great Barrington? > During the peak season from June to August, you'll find a bustling atmosphere with plenty of tourists eager to soak in the natural surroundings. This is an excellent time for sightseeing, as local attractions such as the Mahaiwe Performing Arts Center and numerous art galleries host exciting events and exhibitions. The long, sun-filled days provide ample opportunity for exploration, whether you're wandering through charming downtown shops or enjoying a picnic in one of the many parks. > > > For couples and families alike, July offers a wealth of outdoor activities, from cycling along picturesque routes to enjoying live music in the park. The community spirit is palpable, with lively gatherings that showcase local talent and cuisine, allowing visitors to truly engage with the culture. > > > If you're looking for a more budget-friendly option, consider visiting in November. During this time, this month brings its own charm, with stunning fall foliage still visible and lower accommodation rates. You can enjoy a more leisurely pace, exploring the area's quaint shops and cosy eateries. ### Where can I find the best nightlife in Great Barrington? > For nightlife enthusiasts, the downtown area is where you'll find a delightful mix of options. Main Street is lined with inviting bars and restaurants that often feature live music, making it a fantastic place to unwind after a day of exploring. The Mahaiwe Performing Arts Center is a great venue that hosts various performances, including concerts and plays, adding a cultural touch to your evening. > > > If you're in the mood for something more relaxed, check out the local breweries and wine bars scattered throughout the area. They offer a cozy atmosphere where you can enjoy tastings and meet fellow travellers or locals. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Great Barrington hotel booking with Expedia? ### How much is the nightly rate at a Great Barrington hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Stockbridge ](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) - [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) - 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