Best Hotels in Great Barrington, Massachusetts

We checked thousands of reviews on and to find the best hotels for your stay
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Katerina Kore

Updated: 09 January 2024 · 3 min

Nestled in the center of the Berkshires, Great Barrington stands as a beacon of natural beauty, cultural richness, and historical significance. This charming town is not only famous for its scenic landscapes and vibrant arts scene but also for its array of accommodations that cater to every traveler's needs. From luxurious hotels offering top-notch amenities to cozy inns imbued with local charm, Great Barrington promises a comfortable and memorable stay for all who visit.

Exploring this picturesque town requires a comfortable base, and the hotels in Great Barrington are designed to be just that. Each hotel has its unique flair, blending seamlessly with the town's historic ambiance while providing modern conveniences. Whether you're in town for a weekend getaway, a family vacation, or a solo adventure, there’s a perfect spot for you to unwind after a day of exploration.

To make the most of your visit, choosing the right accommodation is key. Our guide to hotels in Great Barrington is meticulously crafted to offer you insights and recommendations that ensure an unforgettable experience. From the majestic views of the Berkshire hills to the warm hospitality that the town is known for, Great Barrington's hotels are more than just a place to stay; they are gateways to the heart and soul of this enchanting area.
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Our Top 6

(Sorted by rating & number of reviews)

1. Monument Mountain Motel
2. Wainwright Inn
3. The Barrington Bed & Breakfast
4. The Briarcliff Motel
5. Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires
6. Travelodge By Wyndham Great Barrington Berkshires

Family-Friendly Hotels in Great Barrington, MA

Check Availability

Great Barrington
Dec 27, 2025 - Dec 28, 2025

Monument Mountain Motel

7.9

Good

(200 Reviews)

+ 5 photos
The Monument Mountain Motel is a favorite among adventure seekers looking for a convenient and comfortable stay. Boasting a location that provides swift access to some of Great Barrington's most thrilling outdoor activities, this motel ensures that guests spend less time traveling and more time enjoying the great outdoors. The rooms are designed with simplicity and comfort in mind, providing a restful space to recharge. The motel's amenities, including an outdoor pool and picnic area, allow guests to relax and share stories of their day’s exploits. For those who prioritize proximity to adventure, Monument Mountain Motel is an excellent choice.
Address: 247 Stockbridge Road
Rating: Good 7.9 (200 Reviews)
Rooms: 17
Price: From 70$

Family-Friendly Hotels in Great Barrington, MA

Wainwright Inn

9.3

Good

(67 Reviews)

+ 48 photos
The Wainwright Inn exudes romance with its historical charm and warm, inviting atmosphere. This bed and breakfast, set in a beautifully restored 1766 homestead, offers distinctive rooms that combine antique allure with comfort. The inn's gardens and common rooms provide ample spaces for quiet moments and intimate conversations. A delectable breakfast featuring local produce sets the tone for a day of exploration in Great Barrington. The Wainwright Inn’s personalized service and attention to detail ensure that each couple's stay is a romantic and unforgettable experience.
Address: 518 Main Street
Rating: Good 9.3 (67 Reviews)
Rooms: 8
Price: From 183$

The Barrington Bed & Breakfast

9.4

Good

(24 Reviews)

+ 94 photos
In the heart of downtown Great Barrington lies The Barrington, a boutique hotel that epitomizes elegance and sophistication. Ideal for couples looking for a romantic urban retreat, The Barrington offers luxurious rooms, each designed with an exquisite blend of contemporary chic and classical charm. The hotel's proximity to downtown's shops, restaurants, and theaters ensures that couples have plenty of options for romantic outings. Returning to the tranquility of The Barrington after a day out feels like stepping into an oasis of calm, making it a favored choice for those seeking a blend of adventure and serenity.
Address: 281 Main St.
Rating: Good 9.4 (24 Reviews)
Rooms: 8
Price: From 325$

The Briarcliff Motel

7.7

Good

(225 Reviews)

+ 28 photos
The Briarcliff Motel is a gem for families seeking a blend of comfort and convenience. Nestled against the backdrop of the serene Berkshire mountains, this motel offers a homely atmosphere with its modern, yet cozy rooms. The outdoor spaces and picnic areas provide families with opportunities for bonding and making memories in the great outdoors. Its proximity to hiking trails and downtown Great Barrington means adventures are never far away. The Briarcliff’s friendly staff are always on hand to recommend family-friendly activities, ensuring that your stay is as enjoyable and fulfilling as possible.
Address: 506 Stockbridge Road
Rating: Good 7.7 (225 Reviews)
Rooms: 15
Price: From 90$

Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires

8.8

Good

(214 Reviews)

+ 42 photos
The Fairfield Inn & Suites by Marriott embodies the essence of family-friendly accommodation with its inviting atmosphere and array of amenities designed for guests of all ages. Featuring an indoor pool that promises year-round fun, a fitness center for health-conscious guests, and complimentary breakfast to start the day right, this hotel goes above and beyond to cater to family needs. The spacious guest rooms and suites, equipped with free Wi-Fi and comfortable beds, serve as the perfect retreat after a day of Berkshire adventures. The hotel's strategic location ensures easy access to local attractions, making it an ideal base for exploring Great Barrington and its surroundings.
Address: 249 Stockbridge Road, Route 7
Rating: Good 8.8 (214 Reviews)
Rooms: 93
Price: From 169$

Travelodge By Wyndham Great Barrington Berkshires

6.9

Good

(197 Reviews)

+ 40 photos
Families will find a welcoming haven at Travelodge by Wyndham Great Barrington Berkshires, where comfort meets affordability. This hotel offers a range of amenities designed with families in mind, including an outdoor pool for those hot summer days, and pet-friendly rooms, because family vacations just aren't the same without the whole family. The spacious rooms are equipped with free Wi-Fi, enabling kids and adults alike to stay connected and entertained. Located conveniently close to ski resorts and scenic parks, the Travelodge by Wyndham is an excellent base for families looking to explore the natural beauty of the Berkshires.
Address: 400 Stockbridge Road
Rating: Good 6.9 (197 Reviews)
Rooms: 29
Price: From 63$