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

Devonfield Inn - Stockbridge, MA
9.9 153 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
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.
Whistler's Inn - Stockbridge, MA
8.0 669 reviews

Whistler's Inn

B&B, Lenox
The Whistler's Inn is a charming bed and breakfast situated in Lenox, Massachusetts, a short distance from Tanglewood Musical Center and Shakespeare & Company Theater. The inn has consistently received very good user ratings for its cleanliness and excellent location.
Each room at the inn has a unique style and features a private bathroom. Guests can enjoy a daily gourmet breakfast, afternoon tea and cookies, and have access to a parlour room with a piano and a library. The inn also has a garden and a terrace, and guests can enjoy free Wi-Fi and parking.
The Inn At Stockbridge - Stockbridge, MA
8.7 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.

Best Stockbridge, MA bed and breakfasts with a garden

Elegant Carriage House Room With A Queen Bed And Private Patio. - Stockbridge, MA
No reviews

Elegant Carriage House Room With A Queen Bed And Private Patio.

B&B, Lenox
This Lenox guesthouse is conveniently located near Kennedy Park and Wyndhurst Golf Club, offering easy access to Guido's Marketplace and Lee Premium Outlets.
The Elegant Carriage House room, measuring 20 square metres, features a queen-size bed, private patio, coffee/tea maker, air conditioning, and accommodates up to three guests.
The Cornell Inn, Lenox & The Berkshires - Stockbridge, MA
9.0 1522 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.
Romantic! Fireplace, Jacuzzi & Private Entrance - Stockbridge, MA
9.4 79 reviews

Romantic! Fireplace, Jacuzzi & Private Entrance

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.
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.

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

Tother House - Stockbridge, MA
9.9 247 reviews

Tother House

B&B, Lenox
This one-bedroom apartment, ideal for couples or solo travellers, is situated just off Sunset Avenue in Lenox, Massachusetts, offering easy access to Lenox's cultural attractions.
The self-contained apartment features a small kitchen with microwave, toaster oven, and refrigerator, sleeps two guests, and includes a private entrance, parking, and air conditioning.

Best Stockbridge, MA bed and breakfasts with air conditioning

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.
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, Ma - Basic Queen - Stockbridge, MA
No reviews

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, Ma - Basic Queen

B&B, Lenox
This Lenox guesthouse is conveniently located near Kennedy Park and Wyndhurst Golf Club, offering easy access to attractions such as The Bookstore and the Berkshire Scenic Railway Museum.
The 13-square-metre establishment comprises three bedrooms, each with a private shower room, accommodating up to three guests and featuring in-room tea and coffee facilities; air conditioning ensures comfortable summer stays.
Experience Luxury In The Lady Cicely Grand Suite At The Cornell Inn - Stockbridge, MA
No reviews

Experience Luxury In The Lady Cicely Grand Suite At The Cornell Inn

B&B, Lenox
This Lenox guesthouse is situated a 12-minute walk (approximately 1.9 km) from both The Bookstore and Lenox Library, offering easy access to local amenities.
The 38-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes air conditioning, a terrace, a fireplace, and linens; nearby attractions include Tanglewood Music Centre and Ventfort Hall Mansion.
Experience Timeless Elegance In The Niles Johnson Room At The Cornell Inn - Stockbridge, MA
No reviews

Experience Timeless Elegance In The Niles Johnson Room At The Cornell Inn

B&B, Lenox
This Lenox guesthouse is conveniently located near Lenox Library and The Bookstore, a 1.9km stroll away.
The 20 square metre room, sleeping up to three guests, features a fireplace, air conditioning, and is close to the Berkshire Scenic Railway Museum, Pleasant Valley Wilderness Sanctuary, and Tanglewood.
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