Places to stay in Bennington, VT

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Bennington, VT place to stay
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80 Best places to stay in Bennington, VT

Best family friendly Bennington, VT lodging

Among the 80 accommodations in Bennington, VT, here are the 4 best for families

Sold. Not Taking Any Stays - Bennington, VT
9.3 21 reviews

Sold. Not Taking Any Stays

house, Bennington
This five-bedroom home is located in a friendly neighbourhood in Bennington, just a short drive from the town centre and the Bennington Museum. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
This spacious house can comfortably accommodate up to seven guests and features a large living area, a well-equipped kitchen, a charming three-season porch and a large deck with a barbecue grill. Guests can enjoy access to a shared garden, a fitness centre, parking and a wood-burning stove.
"The Chambers" - Bennington, VT
9.8 112 reviews

"The Chambers"

apartment, Pownal
This charming apartment is located in Pownal, Vermont, just a short distance from Williamstown, Massachusetts, home to Williams College, the Williamstown Theatre Festival, and the Clark Art Museum. The apartment enjoys excellent ratings for location, cleanliness, and overall user experience.
This second-floor flat offers a private entrance and features a unique curved staircase. Guests can enjoy a fully equipped kitchen, Wi-Fi, satellite TV, outdoor seating, a chiminea, and a BBQ area.
Vt Farmhouse Private, Peaceful And Beautiful - Bennington, VT
9.8 175 reviews

Vt Farmhouse Private, Peaceful And Beautiful

apartment, Shaftsbury
This charming gîte is situated in a peaceful rural setting just six miles from Arlington Town Forest, New Skete Monastery, and the Shaftsbury Historical Society Museum. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious two-bedroom holiday home can comfortably accommodate six guests and spans 209 square metres. The gîte features a fully equipped kitchen, a terrace, a garden, and parking, as well as air conditioning and internet access, making it ideal for families and groups looking for a relaxing and enjoyable stay.
Foliage Haven | Lake & Trails | Green Mountain - Bennington, VT
9.7 29 reviews

Foliage Haven | Lake & Trails | Green Mountain

apartment, Woodford
This charming cottage is located in Woodford, Vermont, just 3km from cross-country skiing trails and 14km from Bennington and Manchester for shopping and dining. The property has received excellent ratings for its cleanliness, location, and overall experience.
The cottage is perfect for families and groups of up to 10 guests, with a master bedroom, a full-bed room, a queen-bed room, and a bunk room. Guests can enjoy a private lake for swimming, paddle boating, paddle boarding, and kayaking, a fully equipped kitchen, a spacious living area, a washer and dryer, and a deck and yard.

Best Bennington, VT accommodations with a kitchen

White Rock Farm - Bennington, VT
10 140 reviews

White Rock Farm

gîte, Bennington
This family-friendly farmhouse is situated just 4.7km from Bennington Potters Yard and within 10km of several other attractions including Fiddlehead at Four Corners, Howard Park, Robert Frost Stone House Museum, and the Bennington Museum. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious farmhouse spans 223 square metres, comfortably accommodating up to 12 guests across five bedrooms and three bathrooms. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, and parking, as well as a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
1 Bedroom Guest House On Dead-end Rd - Bennington, VT
9.6 151 reviews

1 Bedroom Guest House On Dead-end Rd

apartment, Bennington
This one-bedroom flat is situated in a peaceful residential area in Bennington, just 5km from the Southwestern VT Medical Center, 40km from Mount Snow, 25km from MassMoca, and a 15-minute walk from the town centre. Guests consistently rate the apartment highly for its cleanliness, location, and overall experience.
The self-contained flat has a private patio and can accommodate up to two guests. Amenities include a fully equipped kitchen, on-site parking, and easy access to a range of attractions in the surrounding area.
New Log Cabin - Privacy, Views, Trails - Bennington, VT
10 1 review

New Log Cabin - Privacy, Views, Trails

cabin, Searsburg
This secluded mountain lodge in Searsburg, Vermont, offers breathtaking views and is situated 3 kilometres from the towns of Bennington and Wilmington, with close proximity to Woodford State Park and Molly Stark State Park.
This rustic yet modern lodge accommodates 16 guests, featuring 2 bathrooms, a cosy fireplace with large windows, a spacious deck, and direct access to snowmobile trails, with nearby Nordic ski trails at Woodford State Park and opportunities for hiking, fishing, and swimming, as well as convenient access to Stratton and Mount Snow ski resorts.
Cozy Getaway In Woodford - Bennington, VT
10 6 reviews

Cozy Getaway In Woodford

cabin, Woodford
This Woodford lodge is located in a mountain setting, directly across Route 9 from Prospect Mountain for winter activities and 48 kilometres from Mount Snow for skiing.
Accommodating up to seven guests across three bedrooms, this family-friendly cottage offers a well-equipped kitchen, a spacious living area with a fireplace, and amenities including a washer, dryer, and Wi-Fi.

Frequently asked questions about accommodations in Bennington, VT

  • What are the most characteristic landscapes and terrains found in Bennington, Vermont?

    Bennington is characterised by its rolling hills, typical of Vermont's landscape. The Green Mountains provide a dramatic backdrop, and the area features a mix of forests, farmland, and charming villages. The Walloomsac River also winds its way through the area.
  • What are the best accommodations in Bennington, VT?

    Among the accommodations in Bennington, VT, Hampton Inn Bennington, Hotel Vervana - Trademark Collection By Wyndham and Harwood Hill Motel are the most popular ones.

  • What are the best outdoor activities in Bennington, Vermont?

    Hiking and biking trails abound in and around Bennington. The Green Mountain National Forest is nearby, offering many opportunities for exploring the wilderness. The area is also popular for scenic drives, offering beautiful views of the Vermont countryside. There are several parks within Bennington itself perfect for picnics and relaxing.
  • What are the best accommodations with a pool in Bennington, VT?

    Hampton Inn Bennington, Hotel Vervana - Trademark Collection By Wyndham and Best Western Bennington are the best accommodations with a pool in Bennington, VT.

  • What is the best time of year to visit Bennington, Vermont with kids?

    Summer (June-August) offers warm weather perfect for outdoor activities like hiking and exploring. Autumn (September-October) provides stunning foliage, creating a picturesque setting for family outings. However, both seasons can be busy, so consider shoulder seasons for a less crowded experience.
  • What are the best accommodations with a jacuzzi in Bennington, VT?

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

  • Are there any local customs to be aware of in Bennington, Vermont?

    Bennington is a friendly and welcoming community. A general politeness and respect for the environment are appreciated. Being mindful of the pace of life, which tends to be more relaxed than in larger cities, will contribute to a pleasant experience.
  • What are the best accommodations for families and kids in Bennington, VT?

    The best accommodations for families and kids in Bennington, VT are Four Chimneys Inn, South Shire and Knotty Pine Motel.

  • What are the best ways to interact with locals and learn about their culture in Bennington, Vermont?

    Visiting local businesses, such as independent shops and restaurants, provides opportunities to chat with residents. Attending local events and festivals offers a chance to engage with the community. The Bennington Museum can also provide insight into the local history and culture.
  • What are the best pet friendly accommodations in Bennington, VT?

    The best pet friendly accommodations in Bennington, VT are Hampton Inn Bennington, Hotel Vervana - Trademark Collection By Wyndham and Harwood Hill Motel.

  • What are some lesser-known attractions or hidden gems in Bennington, Vermont?

    The Park McCullough House is a beautiful example of Victorian architecture, offering guided tours. Exploring the smaller villages surrounding Bennington, such as Shaftsbury, can reveal charming shops and scenic landscapes. The Emerald Lake is a beautiful spot for a quiet walk.
  • What are the best accommodations with parking in Bennington, VT?

    Hampton Inn Bennington, Hotel Vervana - Trademark Collection By Wyndham and Harwood Hill Motel are the best accommodations with parking in Bennington, VT.

  • What are some must-try local dishes in Bennington, Vermont?

    Maple syrup features prominently in many Vermont dishes, from pancakes to ice cream. Local cheeses and craft beers are also must-tries. Many restaurants in Bennington showcase seasonal ingredients, offering fresh and delicious meals. Look for restaurants featuring locally sourced produce.

Nearby regions

Best Bennington, VT lodgings with a pool

Among the 80 accommodations in Bennington, VT, here are the 3 best ones with a pool

Private Indoor Heated Pool + Hot Tub + Fire Pit + Pond, On 35 Acres - Sleeps 20 - Bennington, VT
9.4 9 reviews

Private Indoor Heated Pool + Hot Tub + Fire Pit + Pond, On 35 Acres - Sleeps 20

apartment, Hoosick Falls
This six-bedroom property is situated in Hoosick Falls, a short drive from the Berkshires and Vermont Mountains, offering a peaceful escape in the scenic countryside. The property has received excellent reviews from previous guests.
The spacious home can accommodate up to 20 guests, making it perfect for large families or groups of friends. Guests can enjoy a range of amenities, including an indoor heated pool and hot tub, a game room, a fishing pond, and a fire pit, ensuring a comfortable and entertaining stay.
Artist Bunkhouse Southern Vermont - Bennington, VT
9.9 98 reviews

Artist Bunkhouse Southern Vermont

farm, Pownal
This Pownal, Vermont bunkhouse-style guesthouse, situated above a working pottery studio, offers four private bedrooms, a fully equipped kitchen, and a shared entrance with a full-time tenant, but completely private guest spaces (kitchen, bathroom).
Sleeping eight guests, this self-catering property boasts a swimming pool, garden, parking, and excellent user, location, and cleanliness ratings; guests can also enjoy private pottery classes from the owner.
Vt Hilltop Retreat, Views, Fireplace, Near Mt Snow - Bennington, VT
No reviews

Vt Hilltop Retreat, Views, Fireplace, Near Mt Snow

apartment, Stamford
This southern Vermont hilltop lodge offers panoramic Green Mountain views, situated 35 kilometres from Mount Snow and close to Stratton, hiking trails, and the Massachusetts Museum of Contemporary Art.
This 418 square metre holiday home features 3 bedrooms, a bonus sleeping room, and a capacity for 8 guests, with amenities including a private in-ground swimming pool, a floor-to-ceiling stone fireplace, a den with a bar, and fast WiFi.

Best Bennington, VT accommodations with a balcony

Two Brooks Lodge - Bennington, VT
9.1 193 reviews

Two Brooks Lodge

house, Bennington
Two Brooks Lodge is situated just 8.9 kilometres from the Bennington Battle Monument and 6.9 kilometres from the Bennington Museum, in a peaceful location ideal for exploring the area's history and attractions. The property has received consistently high ratings for its cleanliness, location, and overall experience.
This three-bedroom lodge offers 125 square metres of space, comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, a relaxing Jacuzzi, and a terrace with stunning river and mountain views, perfect for soaking up the Bennington atmosphere.
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