Explore top 2026 4 Star Hotels in Great Barrington

Name: Hampton Terrace Inn
Price range: $284 total
Rating: 9

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Top Great Barrington 4 Star hotels

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY

$197 nightly

$223 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$94 nightly

$105 total

Oct 31 - Nov 1

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...

8.4/10 Very Good! (422 reviews)

"The staff were helpful and the room was clean. Overall the experience was good"

Reviewed on Oct 4, 2026

The White Hart

15 Under Mountain Rd Salisbury CT

$450 nightly

$518 total

Oct 7 - Oct 8

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...

9.8/10 Exceptional! (154 reviews)

"Restaurant was amazing and staff was awesome"

Reviewed on Sep 8, 2026

The Inn at Stockbridge

30 East Street Stockbridge MA

$383 nightly

$428 total

Nov 1 - Nov 2

Total with taxes and fees

This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free ...

9.6/10 Exceptional! (107 reviews)

"Great property. Disappointed the pool wasn't clean despite having pool towels available."

Reviewed on Sep 22, 2026

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

$376 nightly

$420 total

Nov 1 - Nov 2

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$319 nightly

$350 total

Nov 1 - Nov 2

Total with taxes and fees

This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...

Seven Hills Inn

40 Plunkett Street Lenox MA

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...

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Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$369 nightly

$412 total

Nov 2 - Nov 3

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...

10/10 Exceptional! (141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Reviewed on Sep 14, 2026

9 Academy

9 Academy St Salisbury CT

$594 nightly

$683 total

Oct 6 - Oct 7

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...

9.4/10 Exceptional! (15 reviews)

"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."

Reviewed on Sep 22, 2026

Hampton Terrace Inn

91 Walker Street Lenox MA

$254 nightly

$284 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel features an outdoor tennis court and a seasonal outdoor pool. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...

9/10 Wonderful! (44 reviews)

"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house."

Reviewed on Mar 3, 2026

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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.

4 Star Hotels Great Barrington

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Great Barrington 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Great Barrington will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Great Barrington, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.