Title: Visit Great Barrington: Best of Great Barrington Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Great Barrington](https://expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[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) # Great Barrington ## Travel Guide ![Great Barrington](https://images.trvl-media.com/place/110336/0637a4e2-3fd9-47f4-811d-d18c1eac7d62.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes cbd](https://images.trvl-media.com/place/110336/71344492-4983-4ba1-aeee-c045d63b7b4b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes central business district, café scenes and outdoor eating](https://images.trvl-media.com/place/110336/48a526b6-747c-484f-992f-ece90b6f27e6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington featuring a church or cathedral](https://images.trvl-media.com/place/110336/8bc0aa8d-68ce-4fbf-a4c5-ac032f9ce9c2.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes a church or cathedral](https://images.trvl-media.com/place/110336/634fa4f1-8cd3-412b-8f5c-bd48492a3205.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Great Barrington Things to do #### Enjoy fine dining and antique shopping at this Berkshires hub, along with hiking, biking and skiing in the surrounding countryside. Visit Great Barrington, the largest town in the southwest Berkshires, for outdoor activities. With more hotels, restaurants and services than in neighboring towns and villages, it’s an ideal weekend destination and a great base for exploring the area. While Great Barrington oozes with colonial charm, the town is not sleepy. You’ll find plenty to see and do. Get acquainted with the town centre by strolling along Main Street and browsing numerous antique stores. Before shopping, consider converting your dollars into Berkshares. This local currency experiment is designed to strengthen the area’s economy visitors who use Berkshares receive discounts. Later, select from the town’s great restaurants and funky bars. Great Barrington is home to many ex-New Yorkers and is a popular weekend destination for Manhattanites. Its diverse and sophisticated selection of restaurants appeals to this cultured clientele. Head to the Saturday farmers market for fresh, locally sourced produce. Great Barrington has cultural attractions too. For drama, film and concerts, visit the Mahaiwe Performing Arts Centre. Built in 1905, this local institution is still going strong after more than a century. Enjoy an art exhibit at the Vault Gallery and look for the namesake vault with the safe door still intact from the days when the building was used as a bank. While staying here, explore the great outdoors in a variety of ways. Head for the nearby nature reservation of Bartholomew’s Cobble, a rocky, tree-covered knoll with 6 miles (10 kilometres) ofscenic hiking trails. Just a 10-minute drive from the town, you’ll find Monument Mountain, which offers breathtaking views over the Housatonic River Valley. In winter, hit the slopes at the popular local ski resort Ski Butternut, which is 3 miles (5 kilometres) from Great Barrington. Reach Great Barrington in about 2.5 hours from Boston or New York. Getting to and around this rural area is easiest by car. After enjoying everything the town centre offers, grab a map and head out to see the spectacular countryside. ![](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=DX_SPRING_PROMO_110336) - Great Barrington Hotel Deals - Vacation Rentals in Great Barrington ![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=340&ch=150) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $146 CA $163 total Mar 22 - Mar 23 includes taxes & fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ... 8.8/10 Excellent! (744 reviews) Simple and clean hotel Reviewed on Mar 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=892229&PinnedHotelID=892229&HadPinnedHotel=true®ionId=110336) ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Great Barrington 372 Main Street Great Barrington MA CA $91 CA $102 total Apr 5 - Apr 6 includes taxes & fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 8.4/10 Very Good! (1,001 reviews) Clean room, recently renovated Reviewed on Mar 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=128208&PinnedHotelID=128208&HadPinnedHotel=true®ionId=110336) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Rd Great Barrington MA CA $207 CA $231 total Mar 29 - Mar 30 includes taxes & fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ... 9.4/10 Exceptional! (773 reviews) Front desk staff rocked. One younger girl even helped to shovel out our car for us! Reviewed on Mar 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=913175&PinnedHotelID=913175&HadPinnedHotel=true®ionId=110336) [See all 1,573 properties in Great Barrington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=14%2F03%2F2026&endDate=15%2F03%2F2026®ionId=110336) 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. ![Family Ski Getaway in the Berkshires](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Family Ski Getaway in the Berkshires Great Barrington MA Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Monument Mountain Reservation and Art ... 9/10 Wonderful! (12 reviews) Loved our time here. It was a very cozy set up for a snowy week away, with a pellet stove, an ample amount of puzzles stocked in the house, and the surprise perk of Studley, a 12 year old cuddle machine of a cat who lives here and provided great company. The host was very responsive to all of my ... Reviewed on Mar 4, 2026 [](https://expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![Amazing 2-bedroom apartment sunny and quiet in Great Barrington ](https://images.trvl-media.com/lodging/108000000/107230000/107227300/107227233/c8e14eef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amazing 2-bedroom apartment sunny and quiet in Great Barrington Great Barrington MA Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ... 9.6/10 Exceptional! (46 reviews) Cute little place just a block from town. Served as a great home base for skiing at Butternut. Highly recommend! Reviewed on Feb 15, 2026 [](https://expedia.ca/Great-Barrington-Hotels-Amazing-2-Bedroom-Apartment-Sunny-And-Quiet-With-WiFi-In-Great-Barrington.h107227233.Hotel-Information) ![Home in Great Barrington](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home in Great Barrington Great Barrington MA Stay at this vacation home in Great Barrington. Enjoy a garden, laundry facilities, and patios. Popular attractions Housatonic River and Housatonic River Walk ... 9.8/10 Exceptional! (28 reviews) Perfect space for an overnight stay. Very clean and well appointed. Communication from host was great and check in was a breeze. 2 minute drive from downtown Great Barrington. Reviewed on Mar 10, 2026 [](https://expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) [See all properties in Great Barrington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=110336&sort=VACATION_RENTAL) 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. ## Check Great Barrington hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-03-13&endDate=2026-03-14)[Mar 13 - Mar 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-03-13&endDate=2026-03-14) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-03-14&endDate=2026-03-15)[Mar 14 - Mar 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-03-14&endDate=2026-03-15) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026)[Mar 13 - Mar 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026) ### Popular places to visit ![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. [](https://expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) ![A relatively easy hike for this nice view. ](https://images.trvl-media.com/place/110336/0c19841e-0721-43a5-9e62-24d1eb025fa9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Monument Mountain Reservation You can take time to visit Monument Mountain Reservation during your travels to Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.ca/Monument-Mountain-Reservation-Great-Barrington.d974580971445694464.Vacation-Attraction) #### Ski Butternut Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside. [](https://expedia.ca/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction) #### 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. [](https://expedia.ca/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) #### Mahaiwe Performing Arts Center Enjoy a stop at Mahaiwe Performing Arts Center, an entertaining place to visit in Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.ca/Mahaiwe-Performing-Arts-Center-Great-Barrington.d553248621532665242.Vacation-Attraction) #### Great Barrington Historical Society & Museum You can spend time studying the exhibits at Great Barrington Historical Society & Museum during your trip to Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.ca/Great-Barrington-Historical-Society-Museum-Great-Barrington.d949764012386807808.Vacation-Attraction) ## Cities near Great Barrington ![autumn in the mountains](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Stockbridge ![Free Library, South Egremont, Massachusetts](https://images.trvl-media.com/place/183341/de405ed5-d4df-42fa-ada0-31aa80ee8b4b.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### South Egremont ![Olivias Overlook - West Stockbridge, Massachusetts](https://images.trvl-media.com/place/183343/67a1d318-53ee-4307-ade7-a9add2aa3181.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### South Lee ![Bird's eye view of the cityscape of Hillsdale, New York under a cloudy sky in winter](https://images.trvl-media.com/place/183683/35d7f921-3f97-4c8a-8510-c7d3e01cb58c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hillsdale ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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[Lake Mansfield Park ](https://expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [Lake Buel ](https://expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [National Shrine of the Divine Mercy ](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Norman Rockwell Museum ](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Catamount Ski Area ](https://expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction) - [Olana State Historic Site ](https://expedia.ca/Olana-State-Historic-Site-Hudson.d6093757.Vacation-Attraction) - [Hancock Shaker Village ](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Naumkeag Museum ](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Ventfort Hall Mansion and Gilded Age Museum ](https://expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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