Bed and Breakfast and Inn in Stockbridge, MA

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Stockbridge, MA B&B
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37 Bed and Breakfasts and Inn in Stockbridge, MA

Best Stockbridge, MA bed and breakfasts with breakfast included

Granville House - Stockbridge, MA
9.9 331 reviews

Granville House

B&B, Great Barrington
Granville House is a charming bed and breakfast located in Great Barrington, Massachusetts, just 10 kilometres from the Norman Rockwell Museum and 18 kilometres from the Tanglewood Musical Center. The property has received excellent ratings for its location, cleanliness and overall guest experience.
The inn offers one bedroom and one bathroom, providing a comfortable and cosy stay for travellers. Guests can enjoy a delicious American breakfast each morning, free parking, and access to a garden, internet, air conditioning, and a restaurant.
Gateways Inn - Stockbridge, 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.
Devonfield Inn - Stockbridge, MA
9.9 152 reviews

Devonfield Inn

B&B, Lee
This charming bed and breakfast is conveniently located in Lee, Massachusetts, just a short distance from Greenock Golf Club, Tanglewood Music Center, and the Norman Rockwell Museum. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This country house offers one bedroom and one bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, restaurant, and a fully equipped kitchen, along with a spacious garden and terrace for relaxing and enjoying the beautiful surroundings.
The Cornell Inn, Lenox & The Berkshires - Stockbridge, MA
9.0 1528 reviews

The Cornell Inn, Lenox & The Berkshires

B&B, Lenox
This charming bed and breakfast is situated in Lenox, just a short distance from the Boston Symphony Orchestra's Tanglewood Institute, and within easy reach of the town's restaurants. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
The guest house is set on four acres, offering a peaceful and secluded environment. Guests can enjoy a gourmet breakfast, relax on the private deck, or explore the gardens that connect to Kennedy Park.

Best Stockbridge, MA bed and breakfasts with a garden

Junior Suite With Balcony In Five-star Hotel - Stockbridge, MA
No reviews

Junior Suite With Balcony In Five-star Hotel

B&B, Stockbridge
This Stockbridge B&B, offering a Junior Suite, is situated outside the village centre, affording stunning countryside views.
The one-bedroom, one-bathroom guesthouse provides king-size bed comfort for two guests, boasting BeoVision 7-40 entertainment, a large bathroom with antique soaking tub and separate shower, and private balcony access.
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood - Stockbridge, 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.
The Inn At Stockbridge - Stockbridge, MA
8.8 4 reviews

The Inn At Stockbridge

B&B, Stockbridge
This Stockbridge guesthouse offers a convenient base, situated 5.9 kilometres from Cranwell Spa & Golf Club, 6.9 kilometres from the Norman Rockwell Museum, and 9 kilometres from Tanglewood Musical Center.
Guests can enjoy family rooms with air conditioning and balconies, a fitness centre, an outdoor swimming pool, and a diverse breakfast menu, with complimentary WiFi available in public areas.
Two Queen Bedroom At Hideaway Inn Lenox - Stockbridge, MA
No reviews

Two Queen Bedroom At Hideaway Inn Lenox

B&B, Lenox
This guest house is located in downtown Lenox, Massachusetts, offering immediate walkability to shops and dining, with Tanglewood just 5 kilometres away and the Norman Rockwell Museum and The Mount within a 24 kilometre drive.
This establishment provides a full inn buyout option for families and groups, featuring 24 rooms, a wraparound porch, an outdoor fire pit, 24/7 specialty coffee and snack stations, an arcade games and foosball area, and a children's playroom.

Frequently Asked Questions about bed and breakfast in Stockbridge, MA

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

    For a first-time visit, you definitely want to see the Norman Rockwell Museum, which showcases his iconic American art. Then, head over to the beautiful Tanglewood Music Center to enjoy the stunning architecture and the serene atmosphere, especially if there's a concert happening. You can also pop into the Stockbridge Library, a charming building with a rich history.
  • What are the best bed and breakfasts in Stockbridge, MA?

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

    Stockbridge has four distinct seasons. Summers are warm and humid, perfect for hiking and exploring the Berkshires. Autumn is a beautiful time with vibrant foliage. Winters are cold and snowy, ideal for skiing and snowshoeing. Spring brings mild temperatures and blooming flowers, making it a great time for walks in the countryside.
  • What are the best bed and breakfasts with a pool in Stockbridge, MA?

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

    Stockbridge is a great place for outdoor activities. You can hike the trails of the Mount Everett State Forest, go kayaking on the Stockbridge Bowl, or visit the Chesterwood, the former estate of sculptor Daniel Chester French, and explore its beautiful gardens. And don't forget to visit the Naumkeag estate, a stunning example of American architecture and gardens.
  • What are the best bed and breakfasts for families and kids in Stockbridge, MA?

    The best B&B for families and kids in Stockbridge, MA is The Cottage.

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

    Stockbridge is conveniently located near several famous cities. You can easily reach Boston, New York City, and Albany by car, all within a few hours' drive. And if you're looking for a shorter trip, Pittsfield is just a short drive away and offers a variety of attractions.
  • What are the best pet friendly bed and breakfasts in Stockbridge, MA?

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

    Stockbridge has some great breakfast spots. The Red Lion Inn is a classic choice, known for its hearty breakfasts. The Allium Restaurant offers a more modern take on breakfast, with fresh and seasonal ingredients. And for a quick and delicious bite, try the Stockbridge Coffee & Tea, a local favourite for coffee and pastries.
  • What are the best bed and breakfasts with parking in Stockbridge, MA?

Popular destinations

Best Stockbridge, MA bed and breakfasts with parking

Private Peerless Room With Jacuzzi Tub & Fireplace - Stockbridge, MA
9.4 79 reviews

Private Peerless Room With Jacuzzi Tub & Fireplace

B&B, Lenox
The Hampton Terrace Inn is situated in Lenox, Massachusetts, just a short drive from Tanglewood Musical Center and within 5 miles of the Bousquet Ski Area. This 4-star bed and breakfast consistently receives excellent user ratings for its location, cleanliness, and overall experience.
Each room in this charming inn is uniquely styled with antique furnishings and plush bedding. Guests can enjoy a delicious gourmet breakfast, relax by the outdoor pool, play tennis on the on-site courts, and take advantage of the spa, concierge service, and other amenities.
Rooms On The River/free Parking And Wifi - Stockbridge, MA
10 99 reviews

Rooms On The River/free Parking And Wifi

B&B, Lee
This first-floor apartment in Lee, Massachusetts, is situated on the Housatonic River, approximately 5km from a grocery store and shopping, offering proximity to Berkshire attractions.
The self-catering apartment features two bedrooms, a new bathroom, a 65" smart TV, and a well-equipped kitchen including a dishwasher; it sleeps three guests and provides access to a fire pit and gas grill (upon request), plus basic pantry items and some breakfast supplies.
Chambery Inn - Stockbridge, 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.
Standard Queen - Stockbridge, MA
No reviews

Standard Queen

B&B, Lee
The Pilgrim Inn, a guesthouse in Lee, Massachusetts, offers convenient access to Berkshire attractions.
This one-bedroom, one-bathroom lodging sleeps two guests and includes amenities such as air conditioning, parking, and internet access.

Best Stockbridge, MA bed and breakfasts with air conditioning

Standard King At Hideaway Inn Lenox - Stockbridge, MA
No reviews

Standard King At Hideaway Inn Lenox

B&B, Lenox
This Bed and Breakfast in downtown Lenox, Massachusetts, offers immediate walkability to local restaurants and boutiques, and is a convenient 3-minute drive to Tanglewood.
This establishment provides a private one-bedroom, one-bathroom suite for two guests, with amenities including air conditioning, Wi-Fi, a garden, and parking, alongside communal spaces such as a wraparound porch and a fire pit.
Whistler's Inn/the Cotswolds Room (#2) - Stockbridge, MA
9.6 80 reviews

Whistler's Inn/the Cotswolds Room (#2)

B&B, Lenox
Whistler's Inn is a charming historic house in Lenox, just a short distance from Tanglewood, Shakespeare & Co., and other cultural attractions in the Berkshires. This B&B enjoys excellent ratings for its location, cleanliness and overall experience.
The house features a comfortable library with 2,000 books, a grand music room with a Steinway piano, and a peaceful terrace overlooking the gardens. Guests can enjoy a delicious breakfast with local ingredients, relax in the library with complimentary sherry or port, and explore the surrounding area.
The Cornell Inn, Lenox & The Berkshires - Stockbridge, MA
No reviews

The Cornell Inn, Lenox & The Berkshires

B&B, Lenox
The Cornell Inn is a charming bed and breakfast situated in Lenox, just a short walk from the town centre and close to attractions like The Bookstore, Lenox Library, and Ventfort Hall Mansion. It enjoys a peaceful location, ideal for exploring the area's history and culture.
The inn offers a range of rooms, all equipped with modern amenities, including a microwave oven, air conditioning, and a private bathroom. Guests can enjoy a range of facilities, including a restaurant, a bar, a terrace, a garden, and free parking.
Historic Susan B. Anthony Room - Cozy & Charming Stay - Stockbridge, MA
No reviews

Historic Susan B. Anthony Room - Cozy & Charming Stay

B&B, Lenox
This Lenox guesthouse is situated a 1.9km walk from both The Bookstore and Lenox Library, offering easy access to Tanglewood Music Center and Ventfort Hall Mansion.
The 14-square-metre studio sleeps three, features a fireplace and air conditioning, and includes linens and heating.
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