Bed and Breakfast in Great Barrington, MA

22 available b&b offers

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Great Barrington, MA bed and breakfast
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22 Bed and Breakfasts in Great Barrington, MA

Best Great Barrington, MA bed and breakfasts with breakfast included

Brook Farm Inn - Great Barrington, MA
9.4 228 reviews

Brook Farm Inn

B&B, Lenox
The Brook Farm Inn is situated in the Berkshire Mountains, just seven miles from the Norman Rockwell Museum and eight miles from the Barrington Stage Company, offering easy access to cultural attractions. This highly rated guesthouse boasts excellent user, location, and cleanliness scores.
The inn features a range of comfortable rooms with private bathrooms, each decorated with unique style. Guests can enjoy a relaxing swim in the outdoor pool, explore the lush gardens, or unwind in the charming common areas, all while benefiting from complimentary Wi-Fi and a delicious breakfast buffet.
Stockbridge Country Inn - Great Barrington, MA
9.2 17 reviews

Stockbridge Country Inn

B&B, Stockbridge
Stockbridge Country Inn is located in the Berkshire countryside, just under a mile from the Norman Rockwell Museum and a half-mile from Chesterwood, making it a perfect base for exploring the area's cultural attractions. The inn consistently receives excellent ratings for its location, cleanliness, and overall experience.
The inn offers a single bedroom with a private bathroom and features a garden, terrace, swimming pool, and parking. Guests can enjoy a gourmet breakfast, relax in the peaceful countryside setting, and take advantage of the free Wi-Fi, concierge services, and nearby activities like golf and skiing.
Wilder House Berkshires - Great Barrington, MA
9.8 53 reviews

Wilder House Berkshires

B&B, Sheffield
This Sheffield guesthouse is conveniently located near Lime Kiln Farm Wildlife Sanctuary (1.4 km), Thom Reed UFO Monument Park (under 5 km), and Drury Preserve (under 5 km), with Magnolia Bluffs Casino a further 3.6 km away.
Offering free weekend breakfast and parking, plus amenities including a communal microwave, garden, terrace, air conditioning, and a cosy lobby fireplace, this guest house provides a relaxing base for exploring Sheffield's attractions.
Gateways Inn - Great Barrington, MA
8.1 219 reviews

Gateways Inn

B&B, Lenox
This historic 1912 guesthouse in Lenox is located 2.7 kilometres from Tanglewood and 6.7 kilometres from the Norman Rockwell Museum, with Cranwell Spa & Golf Club and Tanglewood Musical Centre both just 2.4 kilometres away.
Guests can enjoy amenities such as air conditioning, complimentary WiFi, private parking, a fridge in the room, and access to a spa, fitness centre, restaurant and bar.

Best Great Barrington, MA bed and breakfasts with a garden

Wilder House Berkshires - Great Barrington, MA
No reviews

Wilder House Berkshires

B&B, Sheffield
Wilder House Berkshires, a Sheffield guesthouse, offers convenient accommodation close to the city centre.
This self-catering property features a garden, parking, one bathroom, sleeps two guests, and includes a picnic area; a £19 deposit per stay is required.
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood - Great Barrington, MA
9.2 113 reviews

The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood

B&B, Stockbridge
This charming guesthouse is located in the mountains of Stockbridge, just a mile from the Norman Rockwell Museum and within three miles of the Berkshire Botanical Garden and Naumkeag Museum. The property has received excellent reviews from previous guests, making it a popular choice for travellers exploring the area.
The inn offers a range of amenities, including a seasonal outdoor swimming pool, a terrace, a garden, and free parking. Guests can also enjoy a complimentary continental breakfast each morning and take advantage of the laundry facilities, concierge service, and free Wi-Fi.
Chambery Inn - Great Barrington, MA
9.6 410 reviews

Chambery Inn

B&B, Lee
The Chambery Inn is situated in Lee, Massachusetts, a short drive from both the Berkshire Scenic Railroad Museum and Tanglewood Musical Center, making it an ideal base for exploring the area's attractions. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
This former schoolhouse has been transformed into a charming guesthouse with a unique design, featuring individual room styles and special features. Guests can enjoy a continental breakfast delivered to their room, relax in the garden, take advantage of the spa, and enjoy the nearby Ski Butternut resort for winter sports.
Private Loft Wingbalconyensuite Bathprvt Entry! - Great Barrington, MA
No reviews

Private Loft Wingbalconyensuite Bathprvt Entry!

B&B, Great Barrington
This Great Barrington flat offers excellent public transport links, with buses and the red line readily accessible for exploring the town and surrounding Berkshire region. This one-bedroom, one-bathroom flat accommodates two guests and features air conditioning, internet, and a garden, with pets welcome.

Frequently asked questions about bed and breakfast in Great Barrington, MA

  • What are the must-see sights for first-time visitors on a day trip to Great Barrington, MA region?

    You can't miss the iconic Monument Mountain for stunning views of the Berkshires. The historic Mahaiwe Performing Arts Center is a must-visit for a taste of the region's cultural scene. And for a glimpse into local history, head to the Great Barrington Historical Society.
  • What are the best bed and breakfasts in Great Barrington, MA?

    Among the B&Bs in Great Barrington, MA, Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the most popular ones.

  • What weather can travelers expect when exploring nature in Great Barrington, MA?

    The weather in Great Barrington is typical of the Northeast, with four distinct seasons. Expect warm, humid summers with temperatures around 25 degrees Celsius, cool autumns with vibrant foliage, cold winters with snowfall, and mild, pleasant springs. Pack layers for all seasons!
  • What are the best bed and breakfasts with a pool in Great Barrington, MA?

  • What outdoor activities can visitors enjoy in and around Great Barrington, MA?

    Great Barrington is a haven for outdoor enthusiasts. Hike the trails of Monument Mountain, go kayaking on the Housatonic River, or explore the beautiful Hopkins Memorial Forest. In winter, you can enjoy cross-country skiing and snowshoeing at the nearby Catamount Ski Area.
  • What are the best bed and breakfasts with a jacuzzi in Great Barrington, MA?

    The best B&B with a jacuzzi in Great Barrington, MA is Lovely Home In Mountain Getaway.

  • What famous cities can be easily accessed from Great Barrington, MA?

    Great Barrington is conveniently located within a short drive of several famous cities. Boston is around a 2-hour drive, while New York City is about 3 hours away. You can also easily reach other charming Berkshire towns like Stockbridge and Lenox.
  • What are the best bed and breakfasts for families and kids in Great Barrington, MA?

    The best B&Bs for families and kids in Great Barrington, MA are Granville House, Wainwright Inn and The Barrington.

  • What local breakfast specialties can you enjoy in Great Barrington, MA region?

    Start your day with a hearty breakfast at the popular The Red Lion Inn, known for their delicious pancakes and French toast. If you're looking for something more casual, The Barrington Coffee Roasters offers a great selection of coffee and pastries.
  • What are the best pet friendly bed and breakfasts in Great Barrington, MA?

    The best pet friendly B&Bs in Great Barrington, MA are Granville House, Renovated Private Guest House By Evergreen Home and Lovely Home In Mountain Getaway.

  • What are the best bed and breakfasts with parking in Great Barrington, MA?

    Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the best B&Bs with parking in Great Barrington, MA.

Popular destinations

Best pet friendly Great Barrington, MA bed and breakfasts

Among the 22 accommodations in Great Barrington, MA, here are the 1 best pet friendly B&Bs

The Berkshire Mountain Inn - Great Barrington, MA
9.4 11 reviews

The Berkshire Mountain Inn

B&B, Great Barrington
This Great Barrington guesthouse is located approximately 15 kilometres from the Norman Rockwell Museum and between 19 and 22 kilometres from Tanglewood, Cranwell Spa & Golf Club, Great Falls, and Canaan Village Historic District.
Guests can expect air-conditioned rooms, complimentary private parking, and free WiFi, with the property also featuring a garden and terrace for relaxation.

Best Great Barrington, MA bed and breakfasts with laundry available

Private Loft Wingbalconyensuite Bathprvt Entry! - Great Barrington, MA
No reviews

Private Loft Wingbalconyensuite Bathprvt Entry!

B&B, Great Barrington
This Great Barrington flat offers excellent public transport links, with buses and the red line readily accessible for exploring the town and surrounding Berkshire region. This one-bedroom, one-bathroom flat accommodates two guests and features air conditioning, internet, and a garden, with pets welcome.
Luxe Unit In Berkshires|king Bed|sleeps 4|wifi - Great Barrington, MA
9.1 9 reviews

Luxe Unit In Berkshires|king Bed|sleeps 4|wifi

B&B, Great Barrington
The East Rock Inn, a guesthouse in the Berkshires, is located 1.6km from Great Barrington's town centre, offering easy access to shops and restaurants.
This renovated mid-century motel boasts a Mountain View King Deluxe Room with a king-size bed and queen-size sofa bed, sleeping up to four guests, and features a private backyard with East Rock Mountain views, plus modern amenities including a Roku smart TV and Public Goods toiletries.
Prime Berkshires Gem|sleeps 4|wifi|near Tanglewood - Great Barrington, MA
10 12 reviews

Prime Berkshires Gem|sleeps 4|wifi|near Tanglewood

B&B, Great Barrington
This Great Barrington guesthouse is situated 1.6 kilometres from Ski Butternut, offering convenient access to winter sports.
East Rock Inn's self-catering unit sleeps four guests in two queen-size beds, boasting a Roku Smart TV, air conditioning, private parking, and access to shared outdoor spaces.
Hillside Haven - Great Barrington, MA
10 130 reviews

Hillside Haven

B&B, Great Barrington
This modern one-bedroom apartment in a quiet Great Barrington neighbourhood is situated on a hill, a short walk from the town centre and Lake Mansfield.
The 1-bedroom apartment, sleeping up to 3 guests, boasts a well-equipped kitchen, in-suite laundry, a private patio with firepit, covered parking, and radiant floor heating and air conditioning for year-round comfort; nearby attractions include the Berkshires.
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