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Great Barrington Vacation Packages

Great Barrington is renowned for its range of cultural and scenic sights. Ready to start booking? Expedia is at your service.

Packages in Great Barrington

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Great Barrington Vacation Packages

Guests in this area of The Berkshires share space with around 2,000 local residents.

You'll find this destination approximately 120 miles from Boston, the state capital of Massachusetts. It's also about 6 miles from Housatonic.

To taste the true flavors of the region, gather your friends and head to the Les Trois Emme Winery. Tour the vineyards, wine presses and barrel rooms and sample some expertly crafted wines. If you don't want a great day to end, pick up a few bottles to share with friends at home.

Whether you're hanging out with friends or just having a bite to eat in the luscious surroundings, Lake Mansfield Park is a terrific place to relax.

It's been said that, "The beauty of the natural world lies in the details." Keep this in mind as you admire Dry Hill.

Feeling inspired? Fill your afternoon with art exhibitions and interesting creations at Art et Industrie.

Some believe that you can never know what makes a place tick until you know its past. Luckily, Great Barrington has preserved W.E.B. Du Bois Boyhood Homesite, one of the region's most important historic attractions.

You'll find some acclaimed music venues here. Among the finest is the Mahaiwe Performing Arts Center. After the concert, grab a table at one of the nearby restaurants and try the regional cuisine.

If you're into skiing and snowboarding, you've come to the right place. Rise early, fuel up with a big breakfast and carve out first tracks at Ski Butternut and Catamount Ski Area.

Accommodation in Great Barrington

At this point in time, there aren't many hotels and other types of accommodation on our Great Barrington hotels page, so be sure to book ahead if you want a nice place to stay.

The following Great Barrington hotels are worth checking out, the Fairfield Inn and Suites by Marriott Lenox Great Barrington and Holiday Inn Express Hotel & Suites Great Barrington


Top Hotel Deals

See all 167 Hotels in Great Barrington
£65
Days Inn Great Barrington

Days Inn Great Barrington

372 Main Street, Great Barrington
3.8
of 5, from 389 reviews
2.0 out of 5.0

Situated in Great Barrington, this motel is within 1 mile (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite is 2 mi (3.2 km) away.

£47
Travelodge Great Barrington Berkshires

Travelodge Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington
3.2
of 5, from 297 reviews
2.5 out of 5.0

Situated in Great Barrington, this motel is within 6 miles (10 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park and Ski Butternut. Mission House and Berkshire Theatre Festival are also within 6 miles (10 km).

The Briarcliff Motel

The Briarcliff Motel

506 Stockbridge Road, Great Barrington
4.7
of 5, from 83 reviews
2.5 out of 5.0

Situated in Great Barrington, this motel is within 6 miles (10 km) of Mission House, Berkshire Theatre Festival and Naumkeag. National Shrine of the Divine Mercy and Mahaiwe Performing Arts Center are also within 6 miles (10 km).

£94
Fairfield Inn and Suites by Marriott Lenox Great Barrington

Fairfield Inn and Suites by Marriott Lenox Great Barrington

249 Stockbridge Rd, Great Barrington
4.4
of 5, from 216 reviews
3.0 out of 5.0

This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut is 2.5 mi (4.1 km) away.

£43
Lantern House Motel

Lantern House Motel

256 Stockbridge Road, Great Barrington
3.9
of 5, from 137 reviews
3.0 out of 5.0

Situated in Great Barrington, this motel is within 3 miles (5 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park and Ski Butternut. W.E.B. Du Bois Boyhood Homesite and Mission House are also within 6 miles (10 km).

£44
Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington
4.4
of 5, from 77 reviews
3.0 out of 5.0

Situated in Great Barrington, this motel is within 3 miles (5 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park and Ski Butternut. W.E.B. Du Bois Boyhood Homesite and Mission House are also within 6 miles (10 km).

£96
The Windflower Inn

The Windflower Inn

684 South Egremont Road, Great Barrington
4.6
of 5, from 9 reviews
3.5 out of 5.0

Situated in Great Barrington, this bed & breakfast is 1.1 mi (1.8 km) from W.E.B. Du Bois Boyhood Homesite and within 6 miles (10 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Catamount Ski Area and Ski Butternut are also within 9 miles (15 km).

£199
The Barrington

The Barrington

281 Main St., Level 3, Great Barrington
5.0
of 5, from 22 reviews
4.5 out of 5.0

Situated in Great Barrington, this bed & breakfast is within 1 mile (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite and Ski Butternut are also within 3 miles (5 km).

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