Best B&Bs in Bennington
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Situated 1.3 km from Brattleboro Common, the comfortable Inn On Putney Road Brattleboro offers a 24-hour business centre with a range of business amenities. The convenient location, within reach of Mount Snow makes this 4-star bed & breakfast suitable for a wide range of activities, including hiking, skiing, and pool.
The lounge bar provides you with a place to unwind. The fast food restaurant Subway is 600 metres from the Inn.
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Inn On Putney Road
Situated 1.3 km from Brattleboro Common, the comfortable Inn On Putney Road Brattleboro offers a 24-hour business centre with a range of business amenities. The convenient location, within reach of Mount Snow makes this 4-star bed & breakfast suitable for a wide range of activities, including hiking, skiing, and pool.
The lounge bar provides you with a place to unwind. The fast food restaurant Subway is 600 metres from the Inn.
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Best-rated
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
The 5-star Shaker Mill Inn West Stockbridge enjoys a prime location and provides easy access to the Turn Park Art Space around 5 minutes' walk away. Featuring 9 rooms with views of the courtyard, this convenient hotel is about 6 km from the Norman Rockwell Museum.
No. Six Depot Roastery & Cafe is near the Shaker Mill Inn West Stockbridge.
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
Shaker Mill Inn
The 5-star Shaker Mill Inn West Stockbridge enjoys a prime location and provides easy access to the Turn Park Art Space around 5 minutes' walk away. Featuring 9 rooms with views of the courtyard, this convenient hotel is about 6 km from the Norman Rockwell Museum.
No. Six Depot Roastery & Cafe is near the Shaker Mill Inn West Stockbridge.
Bed and Breakfast Downtown Bennington
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Chambery Inn Lee features 10 rooms and lies a 25-minute walk from the Lee Premium Outlets. Wi-Fi, available in public areas, keeps you connected, and service-minded staff will help you out.
The 3-star Chambery Inn is a few moments from the restaurant Subway.
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Chambery Inn
Chambery Inn Lee features 10 rooms and lies a 25-minute walk from the Lee Premium Outlets. Wi-Fi, available in public areas, keeps you connected, and service-minded staff will help you out.
The 3-star Chambery Inn is a few moments from the restaurant Subway.
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Great deal
Cavalier Cottage B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Ski equipment hire
- Sun terrace
Featuring Wi-Fi throughout the property, Cavalier Cottage B&B Shelburne Falls sits a 10-minute drive from the art gallery "Salmon Falls". Private car parking is available on site at this comfortable hotel.
Cavalier Cottage B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Ski equipment hire
- Sun terrace
Cavalier Cottage B&B
Featuring Wi-Fi throughout the property, Cavalier Cottage B&B Shelburne Falls sits a 10-minute drive from the art gallery "Salmon Falls". Private car parking is available on site at this comfortable hotel.
Romantic Bed and Breakfast in Bennington
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Private beach
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Offering access to the Norman Rockwell Museum, which is nearly 25 minutes' walk away, the comfortable The Cottage Stockbridge hotel features a sauna and a picnic area. The 3-star bed & breakfast is located in a beach area, around 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
Offering access to the Norman Rockwell Museum, which is nearly 25 minutes' walk away, the comfortable The Cottage Stockbridge hotel features a sauna and a picnic area. The 3-star bed & breakfast is located in a beach area, around 6 km from the Frelinghuysen Morris House and Studio, which is an interesting cultural attraction.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Bennington, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Inn On Putney Road |
9.3 / 10 (52 Reviews) |
From 277$ | |
| Shaker Mill Inn |
9.2 / 10 (106 Reviews) |
From 358$ | |
| Chambery Inn |
9.4 / 10 (27 Reviews) |
From 360$ | |
| Cavalier Cottage B&B |
8.8 / 10 (19 Reviews) |
From 185$ | |
| The Cottage |
6.2 / 10 (39 Reviews) |
From 259$ |
Frequently Asked Questions
Which bed and breakfasts in Brattleboro are best for outdoor activities?
The Inn On Putney Road and Shaker Mill Inn offer easy access to hiking and outdoor experiences. They provide a cozy stay while you explore local trails like the 18 miles of connected paths nearby.
Stay at the Inn On Putney Road and enjoy a guided trail map at check-in to make the most of your hiking adventures.
What bed and breakfasts in Stockbridge are good for families?
The Cottage and Cavalier Cottage B&B provide excellent family accommodations and amenities. They have spacious family suites and pet-friendly options, perfect for traveling with kids.
Book family rooms at The Cottage and check for community breakfast options to enjoy quality time together.
Where can I find romantic bed and breakfasts in Lee?
Chambery Inn and Shaker Mill Inn are ideal for couples seeking romantic getaways. Both inns offer unique decor and personalized service for a memorable stay.
Request in-room breakfast service at Chambery Inn for a cozy morning together without leaving your room.
What are some historic bed and breakfasts in Shelburne Falls?
Cavalier Cottage B&B features charming decor and a cozy setting that highlight the area's history. It's perfect for those who appreciate character and heritage.
Explore the local historic sites by taking a leisurely walk from the bed and breakfast to enjoy the architecture in the area.
Which bed and breakfasts near Tanglewood are best for cultural experiences?
The Cottage and Chambery Inn are close to Tanglewood, offering excellent access to performances and cultural activities. They both provide comfortable accommodations suitable for event attendees.
Plan your visit around concert dates and consider booking early for Tanglewood events as they sell out quickly.
Where can I find pet-friendly bed and breakfasts in the Berkshires?
Cavalier Cottage B&B and Shaker Mill Inn welcome pets with open arms, making them suitable choices for dog owners. They offer amenities and outdoor spaces for your furry friends.
Check with the inn about specific pet policies and consider bringing your dog's favorite bedding for a more comfortable stay.
Which bed and breakfasts provide gourmet breakfast options?
The Inn On Putney Road and Chambery Inn stand out for their gourmet breakfast offerings. Their meals include local ingredients and unique menu options not found in standard hotels.
Ask the innkeepers about seasonal specials to try unique dishes made from fresh ingredients during your stay.
What seasonal events should I plan to see while staying in the Berkshires?
In the summer, the Tanglewood Music Festival hosts concerts that attract many visitors. The autumn months bring beautiful foliage, perfect for outdoor activities and photography.
Book accommodations during July and August for the Tanglewood Festival, as hotels fill up quickly during this peak tourist season.
What are some must-visit local attractions near bed and breakfasts?
Local attractions include the Norman Rockwell Museum and Fort Dummer State Park. They provide cultural and scenic experiences for visitors staying at nearby inns.
Plan your visits to these attractions during the weekday mornings to avoid larger crowds, especially on weekends.
How can I transport myself around the Berkshires easily?
Using a personal vehicle is often the best way to navigate the Berkshires. Public transport options like local buses are available but may have limited schedules.
Consider planning your trips between major landmarks and attractions in advance to ensure you maximize your time efficiently.