Bennington, VT B&Bcozycozy

Bed and Breakfast and Inn in Bennington, VT

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16 Bed and Breakfast and Inn in Bennington, VT

Welcome To Woodford Rest Suite 5! - Bennington, VT
10 5 reviews
Bennington, VT
2 2
782 ﺩ.ﺇ/nightfor 1 night

Welcome To Woodford Rest Suite 5!

B&B - Woodford
Woodford Rest is a private suite located in Woodford, 1.6 kilometres from Prospect Mountain Ski Area and 3.2 kilometres from the Appalachian Trail and Long Trail, with direct access to snowmobile routes within the national forest.
This accommodation for up to five guests offers air conditioning, internet access, a kitchen, and one bathroom, with additional space for toy haulers and opportunities for outdoor fires.
Harwood Hill Motel - Deluxe Two Queens - Bennington, VT
10 19 reviews
Bennington, VT
2 1
983 ﺩ.ﺇ/nighttotal: 1966 ﺩ.ﺇ (2 )

Harwood Hill Motel - Deluxe Two Queens

B&B - Bennington
The Harwood Hill B&B is situated just 6 kilometres from Bennington's restaurants, galleries, and museums in the Southern Vermont countryside, offering a peaceful retreat surrounded by apple orchards and mountains. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The guest house has one bedroom and one bathroom and can accommodate up to five guests. Amenities include a garden, parking, internet, air conditioning, a continental breakfast on weekends, and a fire ring for evening gatherings.
E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 140 reviews
Bennington, VT
2 1
655 ﺩ.ﺇ/nightfor 1 night

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
Bennington, VT
2 1
778 ﺩ.ﺇ/nighttotal: 1556 ﺩ.ﺇ (2 )

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.
South Shire - Bennington, VT
9.0 346 reviews
Bennington, VT
2 1
1163 ﺩ.ﺇ/nightfor 1 night

South Shire

B&B - Bennington
South Shire is a charming bed and breakfast in Bennington, Vermont, located just two miles from the Bennington Battle Monument. The property enjoys excellent ratings for cleanliness, location, and overall experience.
The guest house offers one bedroom and bathroom, perfect for a couple or solo traveller. Guests can enjoy a range of amenities including a spa, fitness centre, bar, and garden, as well as access to a terrace, jacuzzi, and free parking.
Travel With Friends! - Bennington, VT
9.7 7 reviews
Bennington, VT
2 1
586 ﺩ.ﺇ/nighttotal: 1172 ﺩ.ﺇ (2 )

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.
A Charming 1800s Home In True Vermont Style. - Bennington, VT
10 3 reviews
Bennington, VT
2 1
465 ﺩ.ﺇ/nightfor 1 night

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.
Relax And Escape! - Bennington, VT
10 2 reviews
Bennington, VT
2 1
753 ﺩ.ﺇ/nightfor 1 night

Relax And Escape!

B&B - Shaftsbury
This B&B is located in a pleasant district of Shaftsbury, offering convenient access to local landmarks.
The Georgiana room at this bed and breakfast features a private bathroom with a claw foot tub and hand-held shower, alongside access to a shared standard shower, with air conditioning, internet, and a garden available for guests.

Best Bennington, VT bed and breakfasts with breakfast included

Travel With Friends! - Bennington, VT
9.7 7 reviews
Bennington, VT
2 1
586 ﺩ.ﺇ/nighttotal: 1172 ﺩ.ﺇ (2 )

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.

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

Knotty Pine Motel - King Suite W/kitchenette - Bennington, VT
Bennington, VT
2 1
778 ﺩ.ﺇ/nighttotal: 1556 ﺩ.ﺇ (2 )

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
10 140 reviews
Bennington, VT
2 1
655 ﺩ.ﺇ/nightfor 1 night

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.

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?

    E And E’s B And B Queen Bed Rm+ Pool & Hot Tub, E & E’s B & B King Bed Rm + Pool And Hot Tub and Basic Economy Room are the best B&Bs 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?

    The best B&Bs with a jacuzzi in Bennington, VT are South Shire, E And E’s B And B Queen Bed Rm+ Pool & Hot Tub and E & E’s B & B King Bed Rm + Pool And Hot Tub.

  • 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
Bennington, VT
2 1
586 ﺩ.ﺇ/nighttotal: 1172 ﺩ.ﺇ (2 )

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.
Relax And Escape! - Bennington, VT
10 2 reviews
Bennington, VT
2 1
753 ﺩ.ﺇ/nightfor 1 night

Relax And Escape!

B&B - Shaftsbury
This B&B is located in a pleasant district of Shaftsbury, offering convenient access to local landmarks.
The Georgiana room at this bed and breakfast features a private bathroom with a claw foot tub and hand-held shower, alongside access to a shared standard shower, with air conditioning, internet, and a garden available for guests.
E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 140 reviews
Bennington, VT
2 1
655 ﺩ.ﺇ/nightfor 1 night

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.
Welcome To Woodford Rest Suite 5! - Bennington, VT
10 5 reviews
Bennington, VT
2 2
782 ﺩ.ﺇ/nightfor 1 night

Welcome To Woodford Rest Suite 5!

B&B - Woodford
Woodford Rest is a private suite located in Woodford, 1.6 kilometres from Prospect Mountain Ski Area and 3.2 kilometres from the Appalachian Trail and Long Trail, with direct access to snowmobile routes within the national forest.
This accommodation for up to five guests offers air conditioning, internet access, a kitchen, and one bathroom, with additional space for toy haulers and opportunities for outdoor fires.

Best Bennington, VT bed and breakfasts with a garden

South Shire - Bennington, VT
9.0 346 reviews
Bennington, VT
2 1
1163 ﺩ.ﺇ/nightfor 1 night

South Shire

B&B - Bennington
South Shire is a charming bed and breakfast in Bennington, Vermont, located just two miles from the Bennington Battle Monument. The property enjoys excellent ratings for cleanliness, location, and overall experience.
The guest house offers one bedroom and bathroom, perfect for a couple or solo traveller. Guests can enjoy a range of amenities including a spa, fitness centre, bar, and garden, as well as access to a terrace, jacuzzi, and free parking.
E And Es B And B Queen Bed Rm+ Pool & Hot Tub - Bennington, VT
10 140 reviews
Bennington, VT
2 1
655 ﺩ.ﺇ/nightfor 1 night

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.
A Charming 1800s Home In True Vermont Style. - Bennington, VT
10 3 reviews
Bennington, VT
2 1
465 ﺩ.ﺇ/nightfor 1 night

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.
Relax And Escape! - Bennington, VT
10 2 reviews
Bennington, VT
2 1
753 ﺩ.ﺇ/nightfor 1 night

Relax And Escape!

B&B - Shaftsbury
This B&B is located in a pleasant district of Shaftsbury, offering convenient access to local landmarks.
The Georgiana room at this bed and breakfast features a private bathroom with a claw foot tub and hand-held shower, alongside access to a shared standard shower, with air conditioning, internet, and a garden available for guests.
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