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.

Bennington, VT B&B, Guest Houses and Inns

10 2 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.

No reviews

Deluxe King | Hotel Vervana | Jetted Tub

B&B, Bennington

This mid-century modern guesthouse in southern Vermont, conveniently situated near US-7 and VT-9, offers direct access to the Bennington Museum and Battle Monument, placing guests approximately 1.6 kilometres from these historical sites.
This B&B provides a deluxe room for two guests, featuring a jetted tub, complimentary toiletries, a 42-inch HD TV, air conditioning, and Wi-Fi, with on-site pickleball courts and a year-round outdoor pool complemented by 24/7 access to a shared fitness centre and free parking.

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.

10 221 reviews

Peaceful Get Away At Birds Of A Feather

B&B, Shaftsbury

This studio apartment is located in Shaftsbury, Vermont, just a short drive from the town centre and surrounded by beautiful countryside. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The self-contained unit covers 37 square metres and comfortably sleeps up to four guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a jacuzzi, a sauna, and a spa, ensuring a relaxing and enjoyable stay.

10 2 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.

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.

No reviews

King | Hotel Vervana | Outdoor Pool

B&B, Bennington

This guest house in southern Vermont is located off US-7 and VT-9, offering convenient access to Mount Snow (approx. 27 km away), Prospect Mountain (approx. 16 km away), MASS MoCA, and the historic Bennington Battle Monument.
This pet-friendly establishment provides one bedroom and one bathroom for two guests, featuring air conditioning, Wi-Fi, a shared outdoor swimming pool, pickleball courts, and a complimentary daily breakfast, with a fitness centre accessible 24/7.

No reviews

Balcony Queen | Hotel Vervana | Pickleball

B&B, Bennington

This Bennington guesthouse is situated a short distance from the Bennington Museum, Battle Monument, and local covered bridges, offering convenient access to the area's historical sites.
This accommodation provides a private balcony, a 42-inch HD TV with cable, complimentary toiletries, and on-site pickleball courts, with pets welcome for an additional charge.

No reviews

Victorian Mansions Coach Room With Breakfast

B&B, Bennington

This Bennington guesthouse is situated on a mountainside, less than 0.8 kilometres from the Green Mountain National Forest, Fiddlehead at Four Corners, and the Bennington Arts Guild Gallery, with Harmon Hill and a car enthusiast's store within a 1.6-kilometre radius.
The 30-square-metre property features one bedroom, one bathroom, and accommodates one guest, offering amenities including a jacuzzi, terrace, garden, fitness centre, and complimentary breakfast, alongside concierge services.

10 2 reviews

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.

No reviews

Hotel Vervana | Deluxe King | Pickleball

B&B, Bennington

This mid-century modern guesthouse in southern Vermont, located just off US-7 and VT-9, offers convenient access within 500 meters of the Bennington Museum and Battle Monument.
This B&B provides a deluxe room for two guests, featuring a jetted tub, complimentary toiletries, a 42-inch HD TV with cable, air conditioning, and on-site pickleball courts, with a shared outdoor pool and fitness centre available year-round, and pets welcome for a nightly fee.

No reviews

Jetted King | Hotel Vervana | Sauna

B&B, Bennington

This mid-century modern guesthouse in Bennington is a convenient base, situated within 5 kilometres of Mount Snow and Prospect Mountain for ski trips, and a short distance to MASS MoCA for gallery visits.
The property offers a deluxe room for two guests, featuring a jetted tub and sauna, with amenities including complimentary toiletries, a 42-inch HD TV, and 24/7 access to a shared fitness centre and an outdoor swimming pool, plus pickleball courts and on-site parking, with pets welcome for an additional charge.

Best Bennington, VT bed and breakfasts with breakfast included

9.1 334 reviews

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.

Best Bennington, VT bed and breakfasts with a pool

Among the 16 accommodations in Bennington, VT, here are the 4 best b&b with a pool

No reviews

Hotel Vervana | Balcony Queen | Museum Weekend

B&B, Bennington

This Bennington guesthouse offers a convenient location, situated within 1 kilometre of the Bennington Museum, Battle Monument, and local covered bridges.
The property features mid-century modern styling, a swimming pool, fitness centre, and on-site pickleball courts, accommodating up to four guests across one bedroom and one bathroom, with a private balcony available in the two-queen room.

No reviews

Junior Suite | Hotel Vervana | Mountain Base

B&B, Bennington

This southern Vermont guesthouse is situated conveniently near the A30 and M4, offering easy access to the region's outdoor pursuits and cultural sites such as the Bennington Museum and Hildene.
This pet-friendly accommodation provides one bedroom and one bathroom for up to two guests, featuring year-round 24-hour access to an outdoor swimming pool, a fitness centre, and on-site pickleball courts, with complimentary breakfast served daily.

No reviews

Hotel Vervana | Jetted King | Ski Weekend

B&B, Bennington

This mid-century modern guesthouse in Bennington is conveniently located for ski trips to Mount Snow and Prospect Mountain, and for visiting the MASS MoCA art museum, with the latter being approximately 12.9 kilometres away.
This one-bedroom guesthouse accommodates two guests and features a jetted tub and sauna, with amenities including air conditioning, Wi-Fi, a swimming pool, garden, fitness centre, and free on-site parking.

No reviews

Hotel Vervana | King | Near Mount Snow

B&B, Bennington

This Bennington guesthouse is located in southern Vermont, just off US-7 and VT-9, offering convenient access to Mount Snow and Prospect Mountain for skiing, and cultural sites such as MASS MoCA and the Bennington Battle Monument.
This one-bedroom, one-bathroom bed and breakfast accommodates two guests and features air conditioning, Wi-Fi, an outdoor swimming pool, a garden, pickleball courts, complimentary toiletries, a 42-inch HD television, and 24/7 access to a public fitness centre, with pet-friendly options available for an additional nightly fee and restrictions.

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

10 1 review

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.

No reviews

Hotel Vervana | Junior Suite | Outdoor Pool

B&B, Bennington

This southern Vermont junior suite offers convenient access to US-7 and VT-9, placing you within easy reach of the Bennington Museum and Hildene for cultural exploration, and ideal for accessing skiing and hiking routes.
This B&B provides accommodation for two guests with one bedroom and one bathroom, featuring complimentary toiletries, a 42-inch HD TV with cable, 24/7 access to a shared fitness centre, year-round use of an outdoor pool, and welcomes pets for an additional charge.

10 248 reviews

The Farm Cottage- Quiet 1br On Hobby Farm

gîte, Bennington

This gîte is situated in rural Bennington, Vermont, just 56 kilometres from Manchester, Vermont, and close to Bennington College, several restaurants, and the Robert Frost house. This charming cottage offers a fully equipped kitchen, a modern bathroom, and a private garden, perfect for a relaxing retreat for two.

No reviews

South Shire

B&B, Bennington

South Shire is conveniently located in the centre of Bennington, within walking distance of the Bennington Arts Guild Gallery, Harmon Hill, and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display. The bed and breakfast offers a charming and comfortable stay in the heart of this historic town.
The guest house has a single bathroom and provides a restaurant on-site, free Wi-Fi, parking, air conditioning, and concierge services. Guests can enjoy a pet-friendly atmosphere, press services, and the option to arrange transfers through the hotel staff.

Best Bennington, VT bed and breakfasts with a garden

No reviews

Hotel Vervana | Balcony Queen | Museum Weekend

B&B, Bennington

No reviews

Deluxe King | Hotel Vervana | Jetted Tub

B&B, Bennington

9.9 59 reviews

Private 1800s Family Farmhouse, Lush Rolling Hills

gîte, Bennington

No reviews

Hotel Vervana | Deluxe King | Pickleball

B&B, Bennington

Bed and Breakfast and Inn in Bennington, VT

16 Bed and Breakfast and Inn in Bennington, VT

Travel With Friends!

Deluxe King | Hotel Vervana | Jetted Tub

Knotty Pine Motel - King Suite W/kitchenette

Peaceful Get Away At Birds Of A Feather

A Charming 1800s Home In True Vermont Style.

Private 1800s Family Farmhouse, Lush Rolling Hills

King | Hotel Vervana | Outdoor Pool

Balcony Queen | Hotel Vervana | Pickleball

Victorian Mansions Coach Room With Breakfast

Welcome To Woodford Rest Suite 5!

Hotel Vervana | Deluxe King | Pickleball

Jetted King | Hotel Vervana | Sauna

Best Bennington, VT bed and breakfasts with breakfast included

South Shire

Best Bennington, VT bed and breakfasts with a pool

Hotel Vervana | Balcony Queen | Museum Weekend

Junior Suite | Hotel Vervana | Mountain Base

Hotel Vervana | Jetted King | Ski Weekend

Hotel Vervana | King | Near Mount Snow

Frequently Asked Questions about bed and breakfast in Bennington, VT

Nearby regions

Best Bennington, VT bed and breakfasts with parking

Relax And Escape!

Hotel Vervana | Junior Suite | Outdoor Pool

The Farm Cottage- Quiet 1br On Hobby Farm

South Shire

Best Bennington, VT bed and breakfasts with a garden

Hotel Vervana | Balcony Queen | Museum Weekend

Deluxe King | Hotel Vervana | Jetted Tub

Private 1800s Family Farmhouse, Lush Rolling Hills

Hotel Vervana | Deluxe King | Pickleball