Bed and Breakfast and Inn in Stockbridge, MA

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

Best Stockbridge, MA bed and breakfasts with breakfast included

The Cornell Inn, Lenox & The Berkshires - Stockbridge, MA
9.1 1527 reviews
Stockbridge, MA
23/06 – 28/06
$675/nighttotal: $3375 (5 )

The Cornell Inn, Lenox & The Berkshires

1 2
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
Stockbridge, MA
23/06 – 28/06
$18463/nighttotal: $92315 (5 )

Junior Suite With Balcony In Five-star Hotel

1 2
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.
Aviary Suite In Five-star Hotel - Stockbridge, MA
Stockbridge, MA
23/06 – 28/06
$14770/nighttotal: $73850 (5 )

Aviary Suite In Five-star Hotel

1 2
B&B , Stockbridge
This unique Stockbridge guesthouse, a former aviary, offers a tranquil treetop setting; precise location within Stockbridge and proximity to local attractions requires further clarification.
The one-bedroom, one-bathroom property sleeps two guests and features a BeoVision 9-50 entertainment system, a glass-enclosed circular staircase, and a luxurious limestone and glass wet room; a garden and valet parking are also provided.
Family Basecamp | 3 Villas, Pools & Games - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
$1008/nighttotal: $4032 (4 )

Family Basecamp | 3 Villas, Pools & Games

6 6
B&B , Lee
This B&B in Lee is situated in the Berkshires, offering convenient access to hiking, boating, and skiing, with the Norman Rockwell Museum, Tanglewood, and the Appalachian Trail all within a 5-kilometre radius.
Each of the six spacious rooms, covering 95 square metres, accommodates up to three guests and features complimentary toiletries, basic kitchen facilities, and HD televisions, alongside access to a shared fitness centre and heated indoor pool.
Villa Retreat | Four Rooms, Sauna, Courts & Bbq - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
$1345/nighttotal: $5380 (4 )

Villa Retreat | Four Rooms, Sauna, Courts & Bbq

8 6
B&B , Lee
This guest house is situated in the Berkshires, offering easy access to outdoor pursuits and cultural sites such as the Norman Rockwell Museum and Tanglewood, with the Appalachian Trail only 1.6 kilometres away.
With 8 bedrooms and 8 bathrooms, this property can accommodate up to 24 guests across 94 square metres, featuring a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, an indoor heated swimming pool, and a public fitness centre.

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?

Destinations nearby

Best Stockbridge, MA bed and breakfasts with parking

Eastgate Inn B&b - Stockbridge, MA
9.3 92 reviews
Stockbridge, MA
23/06 – 28/06
$486/nighttotal: $2430 (5 )

Eastgate Inn B&b

1 2
B&B , Lenox
This charming bed and breakfast is located in the mountains of Lenox, just a short drive from popular attractions like Shakespeare and Company, The Mount, and Kennedy Park. It has received excellent reviews from previous guests.
The accommodation offers a peaceful retreat with a beautiful garden and a cosy library. Guests can enjoy a continental breakfast, free Wi-Fi, and free parking, as well as barbecue facilities and a fireplace in the lobby.
The Cornell Inn, Lenox & The Berkshires - Stockbridge, MA
9.1 1527 reviews
Stockbridge, MA
23/06 – 28/06
$675/nighttotal: $3375 (5 )

The Cornell Inn, Lenox & The Berkshires

1 2
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 air conditioning

Three 2br Villas W/ Sauna, Games & Pool Access - Stockbridge, MA
Stockbridge, MA
24/07 – 28/07
$1008/nighttotal: $4032 (4 )

Three 2br Villas W/ Sauna, Games & Pool Access

6 6
B&B , Lee
This guest house in the Berkshires, Lee, offers proximity to the Appalachian Trail, hiking, boating, skiing, the Norman Rockwell Museum and Tanglewood.
Boasting six bedrooms and six bathrooms to accommodate up to 18 guests, this establishment features air conditioning, Wi-Fi, a swimming pool, a garden, a fitness centre, and rooms with basic kitchen amenities and high-definition televisions.
Bright 2br Condo – Perfect For Family Or Friends - Stockbridge, MA
Stockbridge, MA
23/06 – 28/06
$495/nighttotal: $2475 (5 )

Bright 2br Condo – Perfect For Family Or Friends

1 2
B&B , Lee
This B&B is located in the Berkshires, offering a New England feel and easy access to mountain activities.
Accommodating up to six guests in two bedrooms with two bathrooms, this establishment provides a fully equipped kitchen, indoor and outdoor swimming pools, a hot tub, a cinema, a bar, and complimentary parking.
Standard Room In Five-star Hotel - Stockbridge, MA
Stockbridge, MA
23/06 – 28/06
$18463/nighttotal: $92315 (5 )

Standard Room In Five-star Hotel

1 2
B&B , Stockbridge
This Stockbridge guesthouse offers a unique, luxury cabin-style double room, perfect for solo travellers or couples, although its precise location within the town and proximity to specific landmarks remains unspecified.
The compact room, rated best small room by Lexus magazine, features built-in beds, one bathroom, and accommodates two guests; further details on amenities or activities are unavailable.
Peaceful Berkshires Escape – 2br Resort Condo - Stockbridge, MA
Stockbridge, MA
04/08 – 10/08
$430/nighttotal: $2580 (6 )

Peaceful Berkshires Escape – 2br Resort Condo

1 5
B&B , Lee
This apartment-style lodging is located in the scenic Berkshires, offering a New England atmosphere near Lee.
The accommodation features two bedrooms and two bathrooms, accommodating up to six guests with a fully equipped kitchen, indoor and outdoor pools, a hot tub, a cinema, and the Beartree Bar, with free parking and a $10 per night resort fee plus tax for amenity access.
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