Bed and Breakfast and Inn in Bennington, VT

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Bennington, VT B&B
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16 Bed and Breakfast and Inn in Bennington, VT

Best Bennington, VT bed and breakfasts with breakfast included

Private 1800s Family Farmhouse, Lush Rolling Hills - Bennington, VT
9.9 59 reviews

Private 1800s Family Farmhouse, Lush Rolling Hills

gîte, Bennington
This renovated farmhouse, located just two miles from three local breweries and a 45-minute walk from Bennington College, offers a tranquil escape in a rural setting near Bennington, Vermont. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay for visitors.
The farmhouse, suitable for up to 13 guests, features five bedrooms and three bathrooms, making it ideal for families or groups. Enjoy modern amenities such as a fully equipped kitchen, under-floor heating, high-speed Wi-Fi, and a gas fireplace, while also experiencing the charm of a historic property with stunning views of Mt. Anthony and opportunities for wildlife viewing.

Best Bennington, VT bed and breakfasts with a pool

Among the 16 accommodations in Bennington, VT, here are the 2 best b&b with a pool

E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 139 reviews

E And Es B And B Queen Bed Rm+ Pool & Hot Tub

B&B, Bennington
This charming bed and breakfast is situated on East Street in Bennington, Vermont, just a few minutes from Route 7 and Route 9 and within a 48km drive of Mass MoCA, Williams College, and the Observatory. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features a kitchen, a lounge, and a seasonal patio deck, providing multiple dining options for guests. The bed and breakfast can accommodate up to two guests and offers a range of amenities, including a swimming pool, a hot tub, a garden, and modern conveniences like air conditioning, internet access, and USB phone plug-ins.
Knotty Pine Motel - King Suite W/kitchenette - Bennington, VT
No reviews

Knotty Pine Motel - King Suite W/kitchenette

B&B, Bennington
This guest house in Bennington offers a peaceful retreat, located just 800 meters from the town centre, providing convenient access to local amenities and historical sites.
The property features one bedroom and one bathroom, accommodating up to two guests, with amenities including air conditioning, Wi-Fi, a kitchen, and a swimming pool, ideal for a comfortable stay.

Frequently Asked Questions about bed and breakfast in Bennington, VT

  • Are there any famous festivals in Bennington, Vermont?

    Bennington's biggest event is the annual Bennington Battle Day Parade and celebration, commemorating the Battle of Bennington. It's a significant historical event for the town, usually held in August. There are also smaller, local festivals throughout the year, often related to agricultural events or arts and crafts, but those change frequently.
  • What are the best bed and breakfasts in Bennington, VT?

    Among the B&Bs in Bennington, VT, The Four Chimneys Inn, Leslie’s Bright & Cozy: Queen Room and South Shire are the most popular ones.

  • Are there unique cultural experiences or workshops available in Bennington, Vermont?

    The Bennington Museum offers rotating exhibits and educational programs focusing on Vermont's history and art. The Oldcastle Theatre Company provides opportunities to experience live theater. Check their websites for specific workshops or classes, which may include pottery, painting, or other arts-related offerings. Many local artists also offer private workshops in their studios.
  • What are the best bed and breakfasts with a pool in Bennington, VT?

  • Which local specialties should not be missed in Bennington, Vermont?

    Definitely try the maple products—maple syrup, candy, and cream are abundant. Many local restaurants feature Vermont cheeses and locally sourced ingredients in their dishes. Look for places highlighting the region's agricultural bounty.
  • What are the best bed and breakfasts with a jacuzzi in Bennington, VT?

  • What kinds of terrain and natural landscapes does Bennington, Vermont offer?

    Bennington boasts rolling hills, mountains (Mount Anthony is prominent), forests, and farmland. The landscape is a mix of rural charm and mountainous terrain, offering diverse outdoor recreation opportunities.
  • What are the best bed and breakfasts for families and kids in Bennington, VT?

    The best B&Bs for families and kids in Bennington, VT are The Four Chimneys Inn, South Shire and A Real Farm Vacation.

  • Are there family-friendly hiking trails in Bennington, Vermont?

    Yes, there are several. The trails around Mount Anthony offer various lengths and difficulty levels, suitable for families with different fitness levels. Look for shorter, less steep trails for younger children. Always check trail conditions before heading out.
  • What are the best pet friendly bed and breakfasts in Bennington, VT?

    The best pet friendly B&Bs in Bennington, VT are South Shire, The Farm Cottage and E And E’s B And B Queen Bed Rm+ Pool & Hot Tub.

  • Are there any safety tips for women traveling solo in Bennington, Vermont?

    Bennington is generally a safe town, but standard precautions are always wise. Let someone know your itinerary, stick to well-lit areas at night, and be aware of your surroundings. Trust your instincts—if a situation feels unsafe, remove yourself from it.
  • What are the best bed and breakfasts with parking in Bennington, VT?

    The Four Chimneys Inn, Leslie’s Bright & Cozy: Queen Room and South Shire are the best B&Bs with parking in Bennington, VT.

  • What is the perfect week-long itinerary for Bennington, Vermont?

    A week could include exploring the Bennington Battle Monument, visiting the Bennington Museum, hiking in Mount Anthony State Park, checking out the shops and restaurants downtown, and perhaps taking a day trip to Manchester or Brattleboro for more shopping and sightseeing. Consider a visit to the Hildene, the Lincoln Family Home, for a historical perspective.
  • Are there any one-of-a-kind cultural experiences or workshops to try in Bennington, Vermont?

    The Bennington Museum's exhibits and programs are unique to the region, focusing on Vermont's history and art. Look for artist workshops or classes offered through the museum or local studios. The Oldcastle Theatre Company provides a unique cultural experience through live performances.
  • What are some great opportunities to engage with locals and explore the culture of Bennington, Vermont?

    Visit local farmers' markets to meet producers and sample regional products. Spend time in the downtown area, engaging with shop owners and staff. Attend local events or festivals (if scheduled during your visit) to interact with residents. Dining at local restaurants is another great way to experience the culture and meet people.

Nearby regions

Best Bennington, VT bed and breakfasts with parking

Travel With Friends! - Bennington, VT
9.7 7 reviews

Travel With Friends!

B&B, Shaftsbury
This historic guest house is located in Shaftsbury's preserved historical district, offering direct access to local points of interest and a tranquil setting away from main roads.
The accommodation provides a unique experience with 1800s woodwork, a garden, air conditioning, internet, a kitchen, and three bathrooms, suitable for two guests seeking a glimpse into a bygone era.
Knotty Pine Motel - King Suite W/kitchenette - Bennington, VT
No reviews

Knotty Pine Motel - King Suite W/kitchenette

B&B, Bennington
This guest house in Bennington offers a peaceful retreat, located just 800 meters from the town centre, providing convenient access to local amenities and historical sites.
The property features one bedroom and one bathroom, accommodating up to two guests, with amenities including air conditioning, Wi-Fi, a kitchen, and a swimming pool, ideal for a comfortable stay.
E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 139 reviews

E And Es B And B Queen Bed Rm+ Pool & Hot Tub

B&B, Bennington
This charming bed and breakfast is situated on East Street in Bennington, Vermont, just a few minutes from Route 7 and Route 9 and within a 48km drive of Mass MoCA, Williams College, and the Observatory. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features a kitchen, a lounge, and a seasonal patio deck, providing multiple dining options for guests. The bed and breakfast can accommodate up to two guests and offers a range of amenities, including a swimming pool, a hot tub, a garden, and modern conveniences like air conditioning, internet access, and USB phone plug-ins.
Private 1800s Family Farmhouse, Lush Rolling Hills - Bennington, VT
9.9 59 reviews

Private 1800s Family Farmhouse, Lush Rolling Hills

gîte, Bennington
This renovated farmhouse, located just two miles from three local breweries and a 45-minute walk from Bennington College, offers a tranquil escape in a rural setting near Bennington, Vermont. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay for visitors.
The farmhouse, suitable for up to 13 guests, features five bedrooms and three bathrooms, making it ideal for families or groups. Enjoy modern amenities such as a fully equipped kitchen, under-floor heating, high-speed Wi-Fi, and a gas fireplace, while also experiencing the charm of a historic property with stunning views of Mt. Anthony and opportunities for wildlife viewing.

Best Bennington, VT bed and breakfasts with a garden

A Charming 1800s Home In True Vermont Style. - Bennington, VT
10 3 reviews

A Charming 1800s Home In True Vermont Style.

B&B, Shaftsbury
This historic 1850s guesthouse in Shaftsbury offers refined wood craftsmanship and is conveniently located approximately 160 kilometres from Albany, and 48 kilometres from both Manchester and Wilmington, with three ski resorts within a 160-kilometre radius.
This Bed and Breakfast provides three guest rooms with air conditioning, internet access, a kitchen, and parking, accommodating up to two guests, and is ideal for those seeking ski breaks or exploring the surrounding areas.
E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 139 reviews

E And Es B And B Queen Bed Rm+ Pool & Hot Tub

B&B, Bennington
This charming bed and breakfast is situated on East Street in Bennington, Vermont, just a few minutes from Route 7 and Route 9 and within a 48km drive of Mass MoCA, Williams College, and the Observatory. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features a kitchen, a lounge, and a seasonal patio deck, providing multiple dining options for guests. The bed and breakfast can accommodate up to two guests and offers a range of amenities, including a swimming pool, a hot tub, a garden, and modern conveniences like air conditioning, internet access, and USB phone plug-ins.
Travel With Friends! - Bennington, VT
9.7 7 reviews

Travel With Friends!

B&B, Shaftsbury
This historic guest house is located in Shaftsbury's preserved historical district, offering direct access to local points of interest and a tranquil setting away from main roads.
The accommodation provides a unique experience with 1800s woodwork, a garden, air conditioning, internet, a kitchen, and three bathrooms, suitable for two guests seeking a glimpse into a bygone era.
Private 1800s Family Farmhouse, Lush Rolling Hills - Bennington, VT
9.9 59 reviews

Private 1800s Family Farmhouse, Lush Rolling Hills

gîte, Bennington
This renovated farmhouse, located just two miles from three local breweries and a 45-minute walk from Bennington College, offers a tranquil escape in a rural setting near Bennington, Vermont. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay for visitors.
The farmhouse, suitable for up to 13 guests, features five bedrooms and three bathrooms, making it ideal for families or groups. Enjoy modern amenities such as a fully equipped kitchen, under-floor heating, high-speed Wi-Fi, and a gas fireplace, while also experiencing the charm of a historic property with stunning views of Mt. Anthony and opportunities for wildlife viewing.
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