Find Hotels with Bars in Great Barrington, MA

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Top Great Barrington Hotels with Bars

Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (11)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$255 nightly
The price is $285
Nov 11 - Nov 12
Total with taxes and fees
Prospect Berkshires
Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
United States
Blair
$232 nightly
The price is $255
Nov 3 - Nov 4
Total with taxes and fees
Gedney Farm
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
$336 nightly
The price is $368
Nov 2 - Nov 3
Total with taxes and fees
The Old Inn On The Green
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 2 - Nov 3
Total with taxes and fees
Element Lenox Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (916)
"Enjoyable stay. Staff were very nice. "
United States
Claire
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property - evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (784)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
$98 nightly
The price is $109
Nov 3 - Nov 4
Total with taxes and fees
Hotel On North
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (578)
"new property, modern and centrally located in the Berkshires. Located very close to Lenox, giving you many dining options "
United States
Francisco
$127 nightly
The price is $142
Nov 9 - Nov 10
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (773)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1017)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
$127 nightly
The price is $141
Nov 2 - Nov 3
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (653)
"Nice quiet hotel, easy in and out, friendly staff"
United States
Richard
$128 nightly
The price is $143
Nov 2 - Nov 3
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
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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Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"In a very nice annex suite."
Julia 2-night trip
Posted 4 days ago
The Red Lion Inn

Frequently asked questions

Searching for hotels with bars in Great Barrington?
Great Barrington features 140 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, you can check out Housatonic River Walk and Housatonic River.
What are the best hotels with bars in Great Barrington?
Here's a few of the top Great Barrington accommodations with bars: Prospect Berkshires: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Gedney Farm: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Old Inn On The Green: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Great Barrington?
Consider a visit to Housatonic River Walk, Housatonic River, and Mahaiwe Performing Arts Center, and then find a cozy spot for a nightcap. Other places to see include Lake Mansfield Park and Ski Butternut. Great Barrington is widely-known for its top-notch restaurants.
When is the best time to visit Great Barrington?
Visiting local bars in Great Barrington is better in good weather. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Great Barrington and around the area?
Here are some of your transportation choices in and around Great Barrington: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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