Best Stockbridge B&Bs
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Top location
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Private beach
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
The Norman Rockwell Museum is around 25 minutes' walk from the comfortable The Cottage Stockbridge hotel, which boasts a sauna and a picnic area. The 3-star bed & breakfast is located in a beach area, about 6 km from the Frelinghuysen Morris House and Studio, which is an interesting cultural attraction.
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
The Cottage
The Norman Rockwell Museum is around 25 minutes' walk from the comfortable The Cottage Stockbridge hotel, which boasts a sauna and a picnic area. The 3-star bed & breakfast is located in a beach area, about 6 km from the Frelinghuysen Morris House and Studio, which is an interesting cultural attraction.
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Guest favorite
The Cornell Inn, Lenox & The Berkshires
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Terrace
Church on the Hill is about 300 metres from the 3-star The Cornell Inn, Lenox & The Berkshires, which boasts a picnic area and a golf course. This traditional-style bed & breakfast features 28 rooms in a skiing area, merely 1.7 km from culture-oriented attractions such as Ventfort Hall Mansion and Gilded Age Museum.
You can relish French cuisine at Bistro Zinc located just 12 minutes' walk away.
The Cornell Inn, Lenox & The Berkshires
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Terrace
The Cornell Inn, Lenox & The Berkshires
Church on the Hill is about 300 metres from the 3-star The Cornell Inn, Lenox & The Berkshires, which boasts a picnic area and a golf course. This traditional-style bed & breakfast features 28 rooms in a skiing area, merely 1.7 km from culture-oriented attractions such as Ventfort Hall Mansion and Gilded Age Museum.
You can relish French cuisine at Bistro Zinc located just 12 minutes' walk away.
Oakcliff Bed And Breakfast
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Entertainment
- Sun terrace
Located 4.8 km from Cohoes Falls, the 5-star Oakcliff Bed And Breakfast Halfmoon is 5 minutes on foot from St. Mary's Church Crescent. The hotel entices guests with a sunbathing terrace, a picnic area, and a golf course as well as views of the harbour.
Oakcliff Bed And Breakfast
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Entertainment
- Sun terrace
Oakcliff Bed And Breakfast
Located 4.8 km from Cohoes Falls, the 5-star Oakcliff Bed And Breakfast Halfmoon is 5 minutes on foot from St. Mary's Church Crescent. The hotel entices guests with a sunbathing terrace, a picnic area, and a golf course as well as views of the harbour.
Granville House
- Free parking
- Air conditioning
- Tea and coffee facilities
The 3-star Granville House Great Barrington hotel includes air-conditioned rooms and is 2.6 km from the Lake Mansfield Park. Wi-Fi is offered in public areas at this comfortable bed & breakfast.
Granville House
- Free parking
- Air conditioning
- Tea and coffee facilities
Granville House
The 3-star Granville House Great Barrington hotel includes air-conditioned rooms and is 2.6 km from the Lake Mansfield Park. Wi-Fi is offered in public areas at this comfortable bed & breakfast.
Albergo Allegria Hotel
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Sun terrace
Nestled in a historic neighbourhood about 20 minutes' walk from The Windham Spa, the comfortable Albergo Allegria Hotel Windham beckons guests with 18 holes of golf. Located within reach of Windham Mountain, this 3-star bed & breakfast features an American restaurant, a sunbathing terrace and a shared lounge.
The onsite restaurant specialises in American cuisine. The outdoor bar is ideal for a relaxing drink. &Breakfast by Albergo offers Northern-Italian dishes and is situated fairly close to the Allegria.
Albergo Allegria Hotel
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Sun terrace
Albergo Allegria Hotel
Nestled in a historic neighbourhood about 20 minutes' walk from The Windham Spa, the comfortable Albergo Allegria Hotel Windham beckons guests with 18 holes of golf. Located within reach of Windham Mountain, this 3-star bed & breakfast features an American restaurant, a sunbathing terrace and a shared lounge.
The onsite restaurant specialises in American cuisine. The outdoor bar is ideal for a relaxing drink. &Breakfast by Albergo offers Northern-Italian dishes and is situated fairly close to the Allegria.
Naomi'S Inn Bed & Breakfast
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
Offering a swimming pool, a sun deck, and a picnic area, the comfortable Naomi'S Inn Bed & Breakfast Springfield is located 3.5 km from the 48000-square-foot museum "Basketball Hall of Fame". This 4-star bed & breakfast boasts views of the city and offers Wi-Fi in public areas.
Puerto Rico Bakery is located a short way from Naomi'S Inn Bed & Breakfast and serves Caribbean food.
Naomi'S Inn Bed & Breakfast
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
Naomi'S Inn Bed & Breakfast
Offering a swimming pool, a sun deck, and a picnic area, the comfortable Naomi'S Inn Bed & Breakfast Springfield is located 3.5 km from the 48000-square-foot museum "Basketball Hall of Fame". This 4-star bed & breakfast boasts views of the city and offers Wi-Fi in public areas.
Puerto Rico Bakery is located a short way from Naomi'S Inn Bed & Breakfast and serves Caribbean food.
Olde Judge Mansion B&B
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ironing facilities
- Heating
- Live entertainment
The comfortable 4-star Olde Judge Mansion B&B Troy is located nearly a 15-minute stroll from Frear Park, offering 5 rooms, Wi-Fi, and private parking. The bed & breakfast is a good starting point for Troy's sports attractions, including Houston Field House, which is 2.4 km away.
The neighbourhood features restaurants, including Kennedy Fried Chicken & Pizza, which is within a 300-metre distance of the Judge Mansion.
Olde Judge Mansion B&B
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ironing facilities
- Heating
- Live entertainment
Olde Judge Mansion B&B
The comfortable 4-star Olde Judge Mansion B&B Troy is located nearly a 15-minute stroll from Frear Park, offering 5 rooms, Wi-Fi, and private parking. The bed & breakfast is a good starting point for Troy's sports attractions, including Houston Field House, which is 2.4 km away.
The neighbourhood features restaurants, including Kennedy Fried Chicken & Pizza, which is within a 300-metre distance of the Judge Mansion.
Inn At Silver Maple Farm
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Situated within 4 km of Queechy Lake, the comfortable Inn At Silver Maple Farm East Chatham features Wi-Fi in public areas and private parking on site. The 2-star hotel offers 12 rooms in a skiing area of East Chatham.
Inn At Silver Maple Farm
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Inn At Silver Maple Farm
Situated within 4 km of Queechy Lake, the comfortable Inn At Silver Maple Farm East Chatham features Wi-Fi in public areas and private parking on site. The 2-star hotel offers 12 rooms in a skiing area of East Chatham.
Truman Gillet House B & B
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Heating
The comfortable Truman Gillet House B & B Granby offers air-conditioned rooms situated around 1 km from Crystal Lake. The 3-star bed & breakfast features Wi-Fi in public areas and parking on site.
Truman Gillet House B & B
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Heating
Truman Gillet House B & B
The comfortable Truman Gillet House B & B Granby offers air-conditioned rooms situated around 1 km from Crystal Lake. The 3-star bed & breakfast features Wi-Fi in public areas and parking on site.
Wilder House Berkshires
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
Located around a 15-minute drive from Colonel John Ashley House, the comfortable 3-star Wilder House Berkshires Bed & Breakfast Sheffield offers access to tourist attractions throughout Sheffield. This Sheffield bed & breakfast includes parquet floors in its decor and such practical amenities as a private parking lot.
Breakfast is served in the garden. The Marketplace Cafe, situated in proximity to the Wilder House, is a perfect place to enjoy contemporary cuisine.
Wilder House Berkshires
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
Wilder House Berkshires
Located around a 15-minute drive from Colonel John Ashley House, the comfortable 3-star Wilder House Berkshires Bed & Breakfast Sheffield offers access to tourist attractions throughout Sheffield. This Sheffield bed & breakfast includes parquet floors in its decor and such practical amenities as a private parking lot.
Breakfast is served in the garden. The Marketplace Cafe, situated in proximity to the Wilder House, is a perfect place to enjoy contemporary cuisine.
The Trail In Adams - Berkshires' Art Hotel
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Terrace
Located nearly a 5-minute stroll from First Congregational Church Of Adams, the comfortable 3-star The Trail In Adams - Berkshires' Art Hotel provides guests with a picnic area and barbecue grills, as well as aromatherapy. Featuring luggage storage and stores, this Adams bed & breakfast is a few moments from Real Eyes Gallery.
Breakfast is served every morning with fresh coffee and fresh fruits. There is an outdoor bar, which offers an open fireplace in its interior design. While staying at The Trail Adams, guests can choose from dining options nearby, such as Red Carpet Restaurant, located just 250 metres away, or Daily Grind at a 5-minute walking distance.
The Trail In Adams - Berkshires' Art Hotel
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Terrace
The Trail In Adams - Berkshires' Art Hotel
Located nearly a 5-minute stroll from First Congregational Church Of Adams, the comfortable 3-star The Trail In Adams - Berkshires' Art Hotel provides guests with a picnic area and barbecue grills, as well as aromatherapy. Featuring luggage storage and stores, this Adams bed & breakfast is a few moments from Real Eyes Gallery.
Breakfast is served every morning with fresh coffee and fresh fruits. There is an outdoor bar, which offers an open fireplace in its interior design. While staying at The Trail Adams, guests can choose from dining options nearby, such as Red Carpet Restaurant, located just 250 metres away, or Daily Grind at a 5-minute walking distance.
The Bavarian Manor Hotel
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Jacuzzi
Located within 10 minutes' drive of Round Top Mountain BIke Association Bicycle Club, the 3-star Bavarian Manor Country Inn Purling offers Wi-Fi in the rooms and parking.
The inn offers breakfast with fresh fruits and fresh pastries. Enjoy German cuisine in the restaurant Bavarian Manor, situated nearly a 5-minute walk away.
The Bavarian Manor Hotel
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Jacuzzi
The Bavarian Manor Hotel
Located within 10 minutes' drive of Round Top Mountain BIke Association Bicycle Club, the 3-star Bavarian Manor Country Inn Purling offers Wi-Fi in the rooms and parking.
The inn offers breakfast with fresh fruits and fresh pastries. Enjoy German cuisine in the restaurant Bavarian Manor, situated nearly a 5-minute walk away.
Mountain Treasure Bed And Breakfast
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Offering a patio, a golf course, and barbecue grills, and views of the patio, the comfortable Mountain Treasure Bed And Breakfast Maplecrest is located 4.5 km from Windham Country Club. Indulge in this 3-star bed & breakfast's garden, offering guests a patio area.
Mountain Treasure Bed And Breakfast
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Mountain Treasure Bed And Breakfast
Offering a patio, a golf course, and barbecue grills, and views of the patio, the comfortable Mountain Treasure Bed And Breakfast Maplecrest is located 4.5 km from Windham Country Club. Indulge in this 3-star bed & breakfast's garden, offering guests a patio area.
Gardner Farm Inn
- Picnic area/ Tables
- Free parking
- Express check-in/ -out
- Air conditioning
- Leisure/ TV room
- Terrace
Featuring spa therapy, a picnic area, and a library, the 3-star Gardner Farm Inn Troy enjoys a convenient location 3.1 km from Joe Bruno Stadium. The bed & breakfast offers Wi-Fi in public areas and private car parking on site.
Moe's Southwest Grill pampers guests with Mexican dishes and lies a short way from this property.
Gardner Farm Inn
- Picnic area/ Tables
- Free parking
- Express check-in/ -out
- Air conditioning
- Leisure/ TV room
- Terrace
Gardner Farm Inn
Featuring spa therapy, a picnic area, and a library, the 3-star Gardner Farm Inn Troy enjoys a convenient location 3.1 km from Joe Bruno Stadium. The bed & breakfast offers Wi-Fi in public areas and private car parking on site.
Moe's Southwest Grill pampers guests with Mexican dishes and lies a short way from this property.
A Meadow House
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Offering a wellness centre, a shared lounge, and a golf course, and views of the garden, A Meadow House Bed & Breakfast Lakeville is located within an 800-metre distance of Lime Rock Historic District. Wi-Fi is accessible throughout the property and free private parking is provided on site.
A Meadow House
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
A Meadow House
Offering a wellness centre, a shared lounge, and a golf course, and views of the garden, A Meadow House Bed & Breakfast Lakeville is located within an 800-metre distance of Lime Rock Historic District. Wi-Fi is accessible throughout the property and free private parking is provided on site.
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Best-rated
Antique1242 British Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Antique1242 British Bed & Breakfast Enfield enjoys a convenient location and provides easy access to Cinemark Enfield Square 12 2.8 km away. This comfortable hotel also features Wi-Fi throughout the property.
Antique1242 British Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Antique1242 British Bed & Breakfast
Antique1242 British Bed & Breakfast Enfield enjoys a convenient location and provides easy access to Cinemark Enfield Square 12 2.8 km away. This comfortable hotel also features Wi-Fi throughout the property.
South Shire
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
The comfortable South Shire Bed & Breakfast Bennington, approximately 5 minutes' walk from Bennington Arts Guild Gallery, offers a private art gallery. Located 2.5 km from Bennington Center for the Arts, this 4-star bed & breakfast comprises 9 rooms and 2 restaurants.
The Thai restaurant in the accommodation serves Thai dishes, while in the Thai venue guests can enjoy Thai options. Boasting city views, Taan, an onsite restaurant, is open for high tea. There is also a lounge bar.
South Shire
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
South Shire
The comfortable South Shire Bed & Breakfast Bennington, approximately 5 minutes' walk from Bennington Arts Guild Gallery, offers a private art gallery. Located 2.5 km from Bennington Center for the Arts, this 4-star bed & breakfast comprises 9 rooms and 2 restaurants.
The Thai restaurant in the accommodation serves Thai dishes, while in the Thai venue guests can enjoy Thai options. Boasting city views, Taan, an onsite restaurant, is open for high tea. There is also a lounge bar.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Stockbridge, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Cottage |
6.2 / 10 (39 Reviews) |
From 259$ | |
| The Cornell Inn, Lenox & The Berkshires |
8.6 / 10 (526 Reviews) |
From 129$ | |
| Oakcliff Bed And Breakfast |
9.7 / 10 (15 Reviews) |
From 117$ | |
| Granville House |
9.8 / 10 (137 Reviews) |
From 200$ | |
| Albergo Allegria Hotel |
9.4 / 10 (88 Reviews) |
From 160$ |
Frequently Asked Questions
What are the best bed and breakfasts for romantic getaways in Stockbridge?
The Cottage and Mountain Treasure Bed and Breakfast offer charming and intimate atmospheres ideal for couples. Both locations feature cozy accommodations and beautiful views, especially during sunset.
Book a room with a view at The Cottage and enjoy a picnic near Tanglewood Music Center for a romantic evening.
Which pet-friendly bed and breakfasts near Stockbridge are the best for families?
Naomi's Inn Bed & Breakfast and The Cottage welcome pets while providing comfortable family accommodations. Both inns are near local attractions, making them perfect for enjoying Stockbridge with your furry friend.
Check with Naomi's Inn for any pet restrictions and inform them ahead of time to ensure a smooth stay.
Where can I find bed and breakfasts with historical charm in Stockbridge?
The Cottage and Albergo Allegria Hotel showcase unique historical designs, immersing guests in the local culture. Each offers a distinct atmosphere with modern amenities in a historic setting.
Visit nearby historical sites like the Norman Rockwell Museum after checking in to truly appreciate the area's rich heritage.
Which bed and breakfasts in Stockbridge offer fantastic views?
Mountain Treasure Bed and Breakfast and The Cottage provide beautiful views of the surrounding mountains. Guests can unwind in their rooms or enjoy outdoor spaces while taking in the scenery.
Request a mountain-view room at Mountain Treasure to ensure the best sunrise experience.
What are the best family-friendly bed and breakfasts in Stockbridge?
The Cottage and Naomi's Inn cater specifically to families, offering spacious suites and kid-friendly amenities. They are located near parks and entertainment options that families can enjoy together.
Plan outdoor activities at local parks, such as hikes through Kennedy Park, just a short drive from these accommodations.
Which bed and breakfasts near Stockbridge are best for nature lovers?
Mountain Treasure Bed and Breakfast is surrounded by beautiful Catskill Mountain landscapes, perfect for hiking enthusiasts. The Cottage also provides easy access to natural settings for outdoor explorations.
Don't miss the trails at Tanglewood; they offer breathtaking views and are just minutes from both inns.
What are the best budget-friendly bed and breakfasts in Stockbridge?
A Meadow House and Oakcliff Bed and Breakfast offer affordable rates while ensuring tidy and comfortable stays. Guests will find a warm welcome and personalized service in both locations.
Consider traveling off-peak to secure lower rates, especially in early spring or late fall.
How can I easily travel to Stockbridge from Boston?
Driving from Boston to Stockbridge takes about 2.5 hours via I-90 W and MA-102. Alternatively, consider taking a bus to Pittsfield and then a taxi or rideshare to reach Stockbridge.
Check bus schedules in advance, ideally overnight, as morning buses may fill up quickly.
What local events should I consider attending when visiting Stockbridge?
The Tanglewood Music Festival in the summer and the Stockbridge Summer Arts and Craft Festival in September are must-see events. These festivals feature music, art, and local food.
Arrive at the Tanglewood Music Festival early to secure parking and enjoy a picnic before the performance.
What are the must-visit cultural sites in Stockbridge?
The Norman Rockwell Museum and Tanglewood Music Center are essential visits for any traveler. Both showcase art and music in the beautiful Berkshires surroundings.
Plan your museum visit for weekday mornings to avoid crowds and get a more enjoyable experience at the Norman Rockwell Museum.
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