Great Barrington Trip

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Things to do in and around Great Barrington

Shopping

In Great Barrington, visit Charles H. Baldwin & Sons and Hoffman's Pottery for unique gifts. For a broader selection, head to Lee Premium Outlets, a mere 14.5km away, featuring various brands. If you're up for a drive, explore the charming shops in nearby towns for more delightful finds.

Recreation

Experience the enchanting Tanglewood Music Center, where world-class concerts create a vibrant atmosphere. Rejuvenate at Lake Mansfield Park, a serene spot perfect for relaxation and leisurely strolls. Finally, enjoy a delightful performance at the Mahaiwe Performing Arts Center, offering a rich blend of culture and entertainment.

Adventure

Experience the thrill at Catamount Aerial Adventure Park, a zipline and ropes course located 9.7km from Great Barrington, where you can embrace adventure amidst nature. For winter sports enthusiasts, Otis Ridge, a ski field 20.9km away, offers exhilarating skiing opportunities. Enjoy a scenic stroll along the Housatonic River Walk right in Great Barrington.

Nightlife

In Great Barrington, enjoy a vibrant nightlife with charming pubs, live music venues, and local eateries. Explore places like The Mahaiwe Performing Arts Center for performances, or unwind at The Prairie Whale for craft cocktails. The atmosphere is lively, perfect for a relaxed evening out.

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

Find the best attractions in and around Great Barrington

Great Barrington, Massachusetts, offers an ideal escape for those seeking skiing, adventure, and sports vacations. With an array of attractions including historic houses, nature reserves, and national parks, it caters to outdoor enthusiasts and culture seekers alike. Visitors can enjoy seasonal events and explore local attractions, ensuring a memorable experience in this charming town surrounded by natural beauty.

  • National Shrine of the Divine Mercy: Situated 11.3km from Great Barrington, this serene shrine offers a tranquil atmosphere for reflection and prayer, enriched by its beautiful gardens and inspiring architecture, making it a unique spiritual retreat.
  • Norman Rockwell Museum: Also located 11.3km away, this museum is dedicated to the life and works of the iconic American illustrator Norman Rockwell. Visitors can explore a vast collection of his art, providing a glimpse into American culture and storytelling through visuals.
  • W.E.B. Du Bois Boyhood Homesite: Located within Great Barrington, this historic site celebrates the early life of civil rights activist W.E.B. Du Bois. It offers an insightful look into his formative years and the impact of his work on social justice.

Best time to go to Great Barrington

The best time to visit Great Barrington can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Great Barrington falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Great Barrington falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudyAverageAverage
February24.8°F (-4.0°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.8°F (9.9°C)Light RainMostly SunnySlightly LowSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage

Tips to save on your trip to Great Barrington

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Great Barrington during the low season (March to April and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Great Barrington

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is ₹6,023 per night from 26 Mar to 27 Mar
₹6,023
₹6,727 total
26 Mar - 27 Mar
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Everything was great except the toilet tube. That was dirty

Reviewed on 25 Feb 2026

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is ₹9,386 per night from 1 Mar to 2 Mar
₹9,386
₹10,484 total
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (739 reviews)
Nice and responsive

Reviewed on 23 Feb 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is ₹13,825 per night from 29 Mar to 30 Mar
₹13,825
₹15,442 total
29 Mar - 30 Mar
includes taxes & fees
9.4/10 Exceptional! (767 reviews)
Room spotless and staff were great

Reviewed on 8 Feb 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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.

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