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Discover the most popular places to visit in Great Barrington
Lake Mansfield Park
9.0/10 (22 reviews)
This serene 29-acre lake offers swimming, boating, and fishing amid a conservation forest. Enjoy the sandy beach and shaded picnic areas, or explore wildlife along accessible walking trails through the adjacent woodland.
Ski Butternut
9.0/10 (134 reviews)
Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.
Lake Buel
8.8/10 (23 reviews)
This serene Berkshire lake offers clear waters and picturesque surroundings for fishing and boating enthusiasts. Rent a kayak to explore hidden coves or enjoy the spectacular fall foliage reflecting on the water.
Mahaiwe Performing Arts Center
9.0/10 (22 reviews)
This 1905 theater offers an intimate setting with exceptional acoustics for music, dance, and film. Enjoy diverse performances in this beautifully restored historic venue known for its perfect sightlines.
Housatonic River Walk
9.2/10 (76 reviews)
Restored from an industrial past, this riverside trail showcases the Housatonic's natural beauty and ecological rebirth. Stroll the free path with interpretive displays highlighting conservation efforts.
Great Barrington Historical Society & Museum
This 1771 Wheeler Farmstead houses a museum with 5,000+ artifacts chronicling Great Barrington's rich past. Explore the historic main house while discovering local heritage through paintings and Native American items.
Monument Mountain
This historic Berkshire peak inspired Melville and Hawthorne during their famous 1850 hike. Follow their literary footsteps to Devil's Pulpit for panoramic valley views framed by vibrant seasonal foliage.
Jug End State Reservation
8.8/10 (3 reviews)
This Berkshire Mountains sanctuary offers a 2-mile loop through meadows and forests with panoramic valley views. Autumn visitors are rewarded with vibrant foliage displays along well-maintained, uncrowded trails.
Top Ski Great Barrington Hotels
Holiday Inn Express Hotel & Suites Great Barrington by IHG
"The phone, shower head and amenities were lacking.
Except for the gentleman who check me in (Steve) I really didn't see anyone else. He seemed to be working there 24 hours.
The lampshades on the bed lamps were broken and gerry rigged to stay on . The phone was broken and the shower head dribbled until I fixed it myself.
For the price I paid, over a thousand dollars for 2 nights...I expected better.."
"We have stayed here every time we go to Tanglewood. The service is always friendly, the price is reasonable and central to everything in Great Barrington. Highly recommend."
"This place was a gem. It’s small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If I’m in the area again, I would definitely stay here."
"Comfy beds, clean cute and modern, I love everything about this little place. Easy check in even though it’s basically virtual they communicated clearly and quickly about my room and door code. Only thing was there was a container of someone else’s snack leftover in my mini fridge when I arrived I just threw it out. I love the real coffee mugs in the room that’s a nice touch."
"The Inn was not what we were expecting but we were pleasantly surprised. The room was clean, well maintained, comfortable and had all the amenities we needed. The staff was friendly and helpful. The location was convenient to Great Barrington. Breakfast was different from other hotels but was excellent"
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.
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.
What are some things I should consider when booking a Great Barrington ski trip package?
Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.
How can I find cheap Great Barrington ski packages?
Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Great Barrington?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Great Barrington. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.
How much does a ski trip to Great Barrington cost?
Sensational ski trips to Great Barrington start from . Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.
When’s the best time of year to plan a ski trip to Great Barrington?
The best time to hit the slopes in Great Barrington depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.
Can I book Great Barrington ski packages with airfare?
Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.
Can I book a Great Barrington ski trip with free cancellation and/or flexible dates?
Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.
Why should I book a ski package in Great Barrington with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Great Barrington ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.