Bed and Breakfast and Inn in Bennington, VT

16 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Bennington, VT B&B
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

16 Bed and Breakfasts and Inn in Bennington, VT

Best Bennington, VT bed and breakfasts with breakfast included

Deluxe King | Hotel Vervana | Jetted Tub - Bennington, VT
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.

Best Bennington, VT bed and breakfasts with a pool

Among the 16 accommodations in Bennington, VT, here are the 3 best b&b with a pool

King | Hotel Vervana | Outdoor Pool - Bennington, VT
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.
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.
Hotel Vervana | King | Near Mount Snow - Bennington, VT
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 most well-known festival is the Bennington Battle Day Parade and Celebration, held annually on August 16th to commemorate the Battle of Bennington. It's a big community event with a parade, historical reenactments, and various activities.
  • What are the best bed and breakfasts in Bennington, VT?

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

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

    The Bennington Museum offers rotating exhibits showcasing Vermont art and history, providing a unique cultural experience. They also sometimes host workshops. The Southern Vermont Arts Center offers various art classes and workshops throughout the year.
  • What are the best bed and breakfasts with a pool in Bennington, VT?

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

    You should definitely try some Vermont cheddar cheese – many local creameries produce award-winning varieties. Maple syrup is another must-try; numerous farms in the area offer tastings and sales. Look for local craft breweries and cideries as well; they often feature seasonal flavors.
  • What are the best bed and breakfasts with a jacuzzi in Bennington, VT?

  • What are some unique or less touristy places to visit in Bennington, Vermont?

    The Robert Hull Fleming Museum at the University of Vermont (a short drive from Bennington) offers a more off-the-beaten-path experience. Exploring the smaller towns surrounding Bennington, like Shaftsbury or Arlington, provides a glimpse into rural Vermont life. Hiking to a less-visited peak in the Green Mountains offers stunning views with fewer crowds.
  • 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 South Shire, A Real Farm Vacation and Private 1800s Family Farmhouse - Lush Rolling Hills.

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

    Bennington is situated in the foothills of the Green Mountains, offering a mix of rolling hills, forests, and mountain views. The area features a variety of hiking trails, from gentle walks to more challenging climbs. The landscape is characterized by its lush greenery, especially in the summer months.
  • 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 family-friendly hiking trails in Bennington, Vermont?

    Yes, there are several. The trails around Mount Anthony are popular, with options for various skill levels. Many state parks in the area also offer shorter, easier trails suitable for families with young children. Check local park websites for trail maps and difficulty ratings before you go.
  • What are the best bed and breakfasts with parking in Bennington, VT?

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

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

    Bennington is generally a safe place, but standard precautions are always advised. Let someone know your itinerary, stick to well-lit areas at night, and be aware of your surroundings. If hiking alone, tell someone where you're going and when you expect to be back.
  • What is the perfect week-long itinerary for Bennington, Vermont?

    A week-long itinerary could include exploring the Bennington Battle Monument, visiting the Bennington Museum, hiking in the Green Mountains (consider Mount Equinox), spending a day in Manchester for outlet shopping, and exploring local farms and creameries. Leave some time for relaxing and enjoying the scenery.
  • Are there any one-of-a-kind cultural experiences or workshops to try in Bennington, Vermont?

    The Southern Vermont Arts Center often hosts unique workshops, ranging from pottery to painting. Check their website for their schedule. Visiting a local maple syrup farm and participating in a sugaring demonstration is a distinctly Vermont experience.
  • What are some great opportunities to engage with locals and explore the culture of Bennington, Vermont?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Stopping at small, family-run businesses, such as restaurants or shops in the downtown area, allows for more personal interactions. Attending community events, like the Bennington Battle Day Celebration, offers opportunities to meet locals.

Nearby regions

Best Bennington, VT bed and breakfasts with parking

The Farm Cottage- Quiet 1br On Hobby Farm - Bennington, VT
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.
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

King | Hotel Vervana | Outdoor Pool - Bennington, VT
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.
Hotel Vervana | Deluxe King | Pickleball - Bennington, VT
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.
Deluxe King | Hotel Vervana | Jetted Tub - Bennington, VT
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.
Hotel Vervana | Balcony Queen | Museum Weekend - Bennington, VT
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.
©2026 cozycozy.com