Find Luxury Hotels in Great Barrington, MA

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Check availability on Great Barrington Luxury Hotels

Top Great Barrington Luxury Hotels

Gazebo
Lantern House Motel

Lantern House Motel

2.5 star property
Great Barrington
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.2 out of 10, Very Good, (455)
Mountain views frame this tranquil Great Barrington getaway where a seasonal outdoor pool invites refreshing dips after exploring nearby attractions. Garden spaces and picnic areas create perfect relaxation spots following adventures at Monument Mountain Reservation or performances at Mahaiwe Arts Center.
Lantern House Motel
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Microwave
7.6 out of 10, Good, (559)
Surrounded by natural beauty along the Housatonic River, this immaculate motel offers a tranquil sanctuary near Monument Mountain. Friendly multilingual staff provide exceptional service while guests enjoy garden relaxation, barbecue areas, and pristine rooms with thoughtful amenities.
The price is AED 275
AED 308 total
includes taxes & fees
18 Nov - 19 Nov
Travelodge by Wyndham Great Barrington Berkshires
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
  • Extra beds/cribs
9.0 out of 10, Wonderful, (790)
Riverside luxury meets mountain splendor at this boutique motel. Spotlessly maintained rooms feature plush bedding, upscale bathroom fixtures, and private patios overlooking nature. Attentive staff creates a peaceful sanctuary near cultural attractions, fine dining, and outdoor adventures.
Monument Mountain Motel
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Housekeeping
8.4 out of 10, Very Good, (1001)
Sumptuous pillowtop beds and hydromassage showers create a pampering retreat within walking distance of downtown attractions. Mornings begin with complimentary breakfast before exploring nearby cultural venues or returning for the manager's reception.
The price is AED 309
AED 345 total
includes taxes & fees
30 Nov - 1 Dec
Quality Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cribs
8.6 out of 10, Excellent, (544)
Surrounded by natural splendor, this boutique motel elevates the Great Barrington experience. Just minutes from Norman Rockwell Museum and Berkshire Botanical Garden, guests enjoy immaculate rooms with premium comforts, seamless service, and a pet-friendly policy that welcomes furry companions.
The price is AED 474
AED 529 total
includes taxes & fees
18 Nov - 19 Nov
The Little Lion
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Indoor pool
8.8 out of 10, Excellent, (693)
Sophisticated comfort awaits alongside the Housatonic River. Guests indulge in pillowtop beds with premium bedding, refresh in the warm indoor pool, and savor complimentary gourmet breakfasts that consistently earn rave reviews. Proximity to Monument Mountain creates a perfect luxury escape.
The price is AED 393
AED 439 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"my go to spot when visiting area. owners care about their property and always clean. "
Patrick W 1-night trip
Posted 2 days ago
Monument Mountain Motel

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Frequently asked questions

Are you looking for a luxury hotel for your Great Barrington vacation?
Expedia can help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are an important consideration when you plan a trip, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Great Barrington offers. During your visit, you might want to enjoy the live music which Great Barrington is known for.
When can I expect good weather in Great Barrington?
Planning for the weather is an important factor for making your trip to Great Barrington a success, especially when you're splurging. 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.
What's there to see and do in Great Barrington?
Enjoy all that Great Barrington has to offer when you visit Housatonic River Walk, Housatonic River, and Mahaiwe Performing Arts Center. If you have extra time while you're in the area, you might want to see Lake Mansfield Park and Ski Butternut.