Title: Great Barrington Travel Guide: Best of Great Barrington, Massachusetts Travel 2025 | Expedia.co.uk [Hotels in Great Barrington](https://expedia.co.uk/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Holiday Rentals in Great Barrington](https://expedia.co.uk/Great-Barrington-Holiday-Rentals.d110336.Travel-Guide-HolidayRentals)[Flights to Great Barrington](https://expedia.co.uk/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Great-Barrington.d110336.Car-Hire-Guide)[Great Barrington Holidays](https://expedia.co.uk/Great-Barrington.d110336.Holidays-City-Breaks) # Great Barrington Travel Guide ## Tourist Guide ![Great Barrington](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes cbd](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105630-Great-Barrington.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes café lifestyle, city views and outdoor eating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105632-Great-Barrington.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington featuring a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105319-The-Berkshires.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105633-Great-Barrington.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. - Top hotels in Great Barrington - Top Holiday Rentals in Great Barrington ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn 372 Main Street, Rte 7 and Main Street, Great Barrington, MA £76 29 Sept - 30 Sept includes taxes & fees Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ... 8.2/10 Very Good! (1,000 reviews) "Room very comfortable and clean; appreciated free wifi, breakfast, coffee, iron and hairdryer. But best of all, the warm welcome that Brian at the Reception Desk gave us and all the information he gave about Great Barrington, excellent recommendations on dining spots and, especially, telling us about ..." Reviewed on 8 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=29%2F09%2F2025&endDate=30%2F09%2F2025&selected=128208&PinnedHotelID=128208&HadPinnedHotel=true®ionId=110336) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd, Great Barrington, MA Fully refundable £102 30 Sept - 1 Oct includes taxes & fees Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ... 8.8/10 Excellent! (657 reviews) "Friendly knowledgeable helpful staff" Reviewed on 24 Aug 2025 [](https://expedia.co.uk/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=892229&PinnedHotelID=892229&HadPinnedHotel=true®ionId=110336) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Rd, Great Barrington, MA £131 21 Sept - 22 Sept includes taxes & fees Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ... 9.2/10 Wonderful! (734 reviews) "It has a great location - lobby area and breakfast room look nicely updated. The room was decent but thankfully with better lighting than other Fairfield Inns I’ve stayed in. The front desk employee at check in and breakfast room attendant were very friendly and helpful The only disappointment was ..." Reviewed on 2 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=913175&PinnedHotelID=913175&HadPinnedHotel=true®ionId=110336) [See all 1,523 properties in Great Barrington](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=17%2F09%2F2025&endDate=18%2F09%2F2025®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. ![Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! Great Barrington, MA Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ... 10/10 Exceptional! (26 reviews) "Wonderful old house, very comfortable space for a large family gathering. The kitchen was well-equipped, and exceptionally clean. The host was communicative and responsive, although everything was so well-thought out on his part, we didn't have much need to talk to the hosts. Excellent location, ..." Reviewed on 29 Jul 2025 [](https://expedia.co.uk/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) ![The Ponds at Foxhollow](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ponds at Foxhollow 3 Foxhollow Drive Route 7, Lenox, MA Stay at this 3-star condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ... 8.6/10 Excellent! (128 reviews) "The property is beautiful and very walkable, and well-located with Tanglewood, The Mount, Shakespeare & Co and downtown Lenox extremely nearby. Onsite amenities such as clubhouse, tennis courts and pool are convenient and the individual units are nicely laid out. The property is a bit older and could ..." Reviewed on 3 Sept 2025 [](https://expedia.co.uk/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Micosta Leisure Inn](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Micosta Leisure Inn 3007 County Rd 20, Hudson, NY Stay at this 3-star business-friendly aparthotel in Hudson. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ... 9.2/10 Wonderful! (119 reviews) "The owner is very very nice. We biked from nyc, and heading to upstate NY. We booked this hotel at the last minute because it's close to empire State trail. The room is quiet and clean. The owner allowed my kids to pick the strawberry, raspberries and tomatoes. Everything tasted so sweet right off ..." Reviewed on 8 Sept 2025 [](https://expedia.co.uk/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information) [See all properties in Great Barrington](https://expedia.co.uk/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 [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-16&endDate=2025-09-17) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-16&endDate=2025-09-17)[16 Sept - 17 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-17&endDate=2025-09-18) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-17&endDate=2025-09-18)[17 Sept - 18 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025)[19 Sept - 21 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [Next weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025)[26 Sept - 28 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) ### Popular places to visit #### 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.co.uk/Ski-Butternut-Great-Barrington.d6182072.Attraction) #### Mahaiwe Performing Arts Center You can make plans for a show at Mahaiwe Performing Arts Center during your trip to Great Barrington. While you're here, you can savour the top-notch restaurants. [](https://expedia.co.uk/Mahaiwe-Performing-Arts-Center-Great-Barrington.d553248621532665242.Attraction) #### Housatonic River Walk You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theatre scene and live music. [](https://expedia.co.uk/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Attraction) #### 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 savour the top-notch restaurants. [](https://expedia.co.uk/Lake-Buel-Great-Barrington.d553248635976196476.Attraction) #### Lake Mansfield Park Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theatre scene and live music. [](https://expedia.co.uk/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Attraction) #### W.E.B. Du Bois Boyhood Homesite You can learn about the history of Great Barrington with a trip to W.E.B. Du Bois Boyhood Homesite. While you're in the area, stroll along the lakeside. [](https://expedia.co.uk/WEB-Du-Bois-Boyhood-Homesite-Great-Barrington.d553248621560926696.Attraction) ## Cities near Great Barrington ![Stockbridge](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Stockbridge [](https://expedia.co.uk/Stockbridge.dx162575) ![The Berkshires featuring snow as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71827-The-Berkshires.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sandisfield [](https://expedia.co.uk/Sandisfield.dx6005416) - Cities near Great Barrington - Places of interest [Stockbridge](https://expedia.co.uk/Stockbridge.dx162575)[West Stockbridge](https://expedia.co.uk/West-Stockbridge.dx173346)[Sandisfield](https://expedia.co.uk/Sandisfield.dx6005416)[Copake Falls](https://expedia.co.uk/Copake-Falls.dx6339859)[Mill River](https://expedia.co.uk/Mill-River.dx3000748895) - [Housatonic River Walk](https://expedia.co.uk/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Attraction) - [Lake Mansfield Park](https://expedia.co.uk/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Attraction) - [Tanglewood Music Center](https://expedia.co.uk/Tanglewood-Music-Center-Lenox.d503292.Attraction) - [Norman Rockwell Museum](https://expedia.co.uk/Norman-Rockwell-Museum-Stockbridge.d6091839.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)