Top Hotels in Great Barrington, Massachusetts

We checked thousands of reviews on and to find the best hotels for your stay
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Alice Kittinger

Updated: 19 February 2024 · 5 min

Nestled in the picturesque Berkshire Hills of Massachusetts, Great Barrington beckons travelers with its quintessential New England charm and an array of cultural and natural attractions. This idyllic town, with its vibrant arts scene, historic landmarks, and scenic landscapes, offers a perfect escape from the hustle and bustle of city life. For those planning a visit, finding the right accommodation is crucial, and Great Barrington hotels provide a range of options to fit every guest’s needs and preferences.

From cozy bed and breakfasts to luxurious inns and budget-friendly motels, Great Barrington's accommodations cater to diverse tastes and budgets. Each hotel and inn has its unique charm, offering amenities and services designed to make your stay as comfortable and enjoyable as possible. Whether you’re here to explore the great outdoors, immerse yourself in the local arts scene, or simply unwind in a tranquil setting, there’s a hotel in Great Barrington that promises a warm welcome and a memorable stay.

Moreover, selecting the perfect lodging in Great Barrington not only ensures a restful night's sleep but also positions you ideally to explore all that this enchanting town has to offer. Many hotels are conveniently located near top attractions, restaurants, and shops, making it easy to experience the best of Great Barrington. Armed with insights and recommendations, this article aims to assist you in discovering the ideal Great Barrington hotel that aligns with your travel desires, enhancing your overall experience in this captivating New England gem.
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Our Top 10

(Sorted by rating & number of reviews)

1. Holiday Inn Express Great Barrington, An Ihg Hotel
2. Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires
3. Monument Mountain Motel
4. Windflower Inn
5. Windflower Inn
6. The Barrington Bed & Breakfast
7. Travelodge By Wyndham Great Barrington Berkshires
8. The Briarcliff Motel
9. Wainwright Inn
10. Monument Mountain Motel

Family-Friendly Great Barrington Hotels

Check Availability

Great Barrington
Dec 07, 2025 - Dec 08, 2025

Holiday Inn Express Great Barrington, An Ihg Hotel

8.2

Good

(313 Reviews)

+ 90 photos
Holiday Inn Express Great Barrington emerges as a beacon of convenience and comfort for families exploring the Berkshires. Boasting modern, spacious rooms equipped with all the necessary amenities, it takes the stress out of traveling with children. The hotel offers a complimentary breakfast to kick-start your day, an indoor pool for year-round fun, and free Wi-Fi to keep everyone entertained. Its location is a bonus, placing you within easy reach of local attractions and dining. Holiday Inn Express ensures every family member, from the youngest to the oldest, experiences the best of Great Barrington.
Address: 415 Stockbridge Road
Rating: Good 8.2 (313 Reviews)
Rooms: 78
Price: From 127$

Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires

8.8

Good

(214 Reviews)

+ 42 photos
Nestled in the picturesque landscape of Great Barrington, the Fairfield Inn & Suites by Marriott offers a serene retreat for families. With comfortable and spacious rooms, the hotel ensures that families have plenty of space to relax and rejuvenate after a day of adventures. A highlight is the indoor pool, providing entertainment regardless of the weather, along with a complimentary breakfast that boasts a variety of options to satisfy every palate. Additionally, the hotel's attentive staff go above and beyond to cater to families' needs, exemplifying hospitality. Its proximity to cultural and natural attractions further enhances its appeal as a base for exploring the Berkshires with your loved ones.
Address: 249 Stockbridge Road, Route 7
Rating: Good 8.8 (214 Reviews)
Rooms: 93
Price: From 169$

Great Barrington Hotels for Nature Lovers

For those drawn to the natural beauty of the Berkshires, selecting a hotel that harmonizes with the surrounding environment can enhance the experience. Great Barrington's scenic landscape is a paradise for nature enthusiasts, offering endless opportunities for outdoor adventures. The following hotels are favored by nature lovers for their locations amidst breathtaking scenery, access to outdoor activities, and commitment to providing a peaceful retreat from the modern world. Each hotel brings guests closer to nature through its features or offerings, from hiking trails out the backdoor to rooms with spectacular views.

Monument Mountain Motel

7.9

Good

(200 Reviews)

+ 5 photos
The Monument Mountain Motel, highlighted for its appeal to nature lovers, also stands out as a top choice for budget-conscious travelers. Offering affordable rates without skimping on comfort, the motel ensures a cost-effective stay. Guests can enjoy clean, well-equipped rooms, an outdoor pool, and proximity to Great Barrington's attractions. The motel's friendly atmosphere and value for money make it a popular option for travelers looking to explore the Berkshires without breaking the bank.
Address: 247 Stockbridge Road
Rating: Good 7.9 (200 Reviews)
Rooms: 17
Price: From 70$

Windflower Inn

8.4

Good

(14 Reviews)

+ 70 photos
Returning to the Windflower Inn, its appeal to nature-loving couples also makes it a prime choice for romantic getaways. The inn's setting among the Berkshires' rolling hills offers a secluded and intimate backdrop for couples. With its picturesque landscapes, tranquil gardens, and cozy decor, the Windflower Inn provides a peaceful haven for those looking to reconnect with each other. Couples can explore nearby nature trails, enjoy a quiet picnic on the grounds, or simply relax in their charming room. The inn's blend of natural beauty, privacy, and attentive service ensures a memorable romantic experience.
Address: 684 South Egremont Road
Rating: Good 8.4 (14 Reviews)
Rooms: 13
Price: From 252$

Romantic Great Barrington Hotels

For couples seeking a memorable retreat nestled in the lively heart of the Berkshires, Great Barrington offers romantic hotels that blend charm, comfort, and intimacy. These accommodations promise a tranquil setting for reconnecting, with personalized services that cater to romantic experiences. From the allure of historic inns to the privacy of secluded motels, Great Barrington's hotels provide the perfect backdrop for a romantic escapade. Ideal for anniversaries, honeymoons, or simply a weekend away, these hotels are dedicated to creating unforgettable moments for couples.

Windflower Inn

8.4

Good

(14 Reviews)

+ 70 photos
Nestled among rolling hills and verdant landscapes, the Windflower Inn is a picturesque retreat for nature lovers. This historic inn boasts individually decorated rooms that blend rustic charm with modern conveniences, offering a cozy and inviting atmosphere. Guests can explore the inn's expansive grounds, which offer direct access to scenic walking paths and tranquil spots perfect for reflection. The Windflower Inn's focus on providing a peaceful escape is evident in its quiet nooks and outdoor areas designed for relaxation. It's not just a place to stay; it's an opportunity to connect with nature and rejuvenate the spirit.
Address: 684 South Egremont Road
Rating: Good 8.4 (14 Reviews)
Rooms: 13
Price: From 252$

The Barrington Bed & Breakfast

9.4

Good

(24 Reviews)

+ 94 photos
The Barrington stands out as a jewel in Great Barrington for couples seeking a blend of luxury, history, and romance. This elegant hotel exudes a timeless charm, with individually styled rooms that offer a unique, intimate atmosphere. Couples can indulge in bespoke experiences, including in-room spa services and curated dining options. Its central location allows for romantic strolls through downtown Great Barrington, with easy access to cozy cafes and boutique shops. The Barrington's attention to detail and focus on creating a serene, romantic environment makes it an ideal choice for couples looking to celebrate their love in style.
Address: 281 Main St.
Rating: Good 9.4 (24 Reviews)
Rooms: 8
Price: From 325$

Budget-Friendly Great Barrington Hotels

Traveling on a budget does not mean sacrificing comfort or convenience in Great Barrington. A selection of budget-friendly hotels offers affordable accommodations without compromising on quality. These hotels provide clean, comfortable rooms, friendly service, and amenities designed to make your stay enjoyable. Whether you're visiting for outdoor adventures, cultural experiences, or simply exploring the Berkshires, these hotels ensure that your trip is both memorable and economical.

Travelodge By Wyndham Great Barrington Berkshires

6.9

Good

(197 Reviews)

+ 40 photos
Travelodge by Wyndham provides a wallet-friendly option for visitors to Great Barrington. Known for its reliable service and comfortable accommodations, the hotel offers everything guests need for a restful stay. Amenities such as complimentary breakfast, free Wi-Fi, and on-site parking add to the value, ensuring a convenient and affordable visit. Its location near outdoor activities and cultural sites makes the Travelodge an excellent base for exploring all that Great Barrington has to offer, all while staying within budget.
Address: 400 Stockbridge Road
Rating: Good 6.9 (197 Reviews)
Rooms: 29
Price: From 63$

The Briarcliff Motel

7.7

Good

(225 Reviews)

+ 28 photos
The Briarcliff Motel redefines family stays with its blend of modern amenities and charming, personalized service. Its contemporary rooms, designed with comfort in mind, offer families a cozy haven. What sets The Briarcliff apart is its commitment to making guests feel at home, providing a range of board games and outdoor spaces for family fun. The motel's complimentary breakfast features locally sourced ingredients, starting your day on a delicious note. Ideally located near Great Barrington's attractions, The Briarcliff Motel offers families a uniquely welcoming and convenient base for exploring the wonders of the Berkshires.
Address: 506 Stockbridge Road
Rating: Good 7.7 (225 Reviews)
Rooms: 15
Price: From 90$

Wainwright Inn

9.3

Good

(67 Reviews)

+ 48 photos
The Wainwright Inn offers couples a romantic retreat with its historical elegance and warm hospitality. This historic bed and breakfast, known for its beautifully appointed rooms and personalized service, ensures a romantic and relaxing stay. Couples can enjoy breakfast in bed, featuring locally sourced ingredients, or explore the charming gardens that surround the property. The inn's cozy common areas and inviting fireplace create the perfect setting for unwinding after a day of exploring the Berkshires. The Wainwright Inn's commitment to creating special moments, from arranging surprise proposals to celebrating anniversaries, makes it a favored destination for lovebirds.
Address: 518 Main Street
Rating: Good 9.3 (67 Reviews)
Rooms: 8
Price: From 183$

Monument Mountain Motel

7.9

Good

(200 Reviews)

+ 5 photos
Monument Mountain Motel stands as a gateway to the natural wonders of Great Barrington. With its rustic charm and serene setting, the motel is a haven for those seeking to immerse themselves in the outdoors. Each room is thoughtfully appointed, ensuring a comfortable stay while emphasizing the beauty of the Berkshires. Guests can take advantage of the motel's proximity to hiking trails, including the famed Monument Mountain, making it an ideal base for exploring the region's natural attractions. The friendly staff are knowledgeable about the area and can recommend activities that cater to every level of adventure.
Address: 247 Stockbridge Road
Rating: Good 7.9 (200 Reviews)
Rooms: 17
Price: From 70$