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Bennington, VT accommodations
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80 Lodgings in Bennington, VT

Best family friendly Bennington, VT lodging

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

Karin's Place: Unique And Grand Guest House W/pool - Bennington, VT
9.8 51 reviews

Karin's Place: Unique And Grand Guest House W/pool

apartment, Pownal
Karin's Place is a spacious 8,000 square-foot estate located in the woods of Bennington, Vermont, just four miles from the town of Bennington and nine miles from Williamstown, Massachusetts. It has received excellent ratings for location, cleanliness, and user experience.
This large home can accommodate up to 12 guests and features a unique design with two separate living spaces. Karin's Place offers a variety of amenities, including a private pool, hot tub, sauna, playground, farm animals, and access to cross-country ski trails.
1769 Henry House/tavern / Near Manchester - Bennington, VT
10 78 reviews

1769 Henry House/tavern / Near Manchester

apartment, Bennington
The Henry House, a historic landmark built in 1769, sits on 25 acres of meadows and mountains near the Walloomsac River and the Burt Henry Covered Bridge in Bennington, Vermont. The property has received excellent ratings for location, cleanliness, and overall user experience.
This charming house offers five bathrooms and can accommodate up to 10 guests. The Henry House features a fully equipped kitchen, air conditioning, a garden, parking, and internet access, along with access to the entire house and surrounding outdoor space.
Woodford Mountain - Bennington, VT
9.7 23 reviews

Woodford Mountain

apartment, Woodford
This Vermont apartment is conveniently located near Route 9, Mount Snow, and Bennington College, offering easy access to the area's attractions and amenities. The apartment has received excellent ratings for cleanliness, location, and user experience.
The apartment features two bedrooms, two bathrooms, and a pull-out couch, accommodating up to six guests comfortably. The apartment includes a full kitchen, a front porch, a new back deck, and plenty of pillows and blankets, providing a comfortable and enjoyable stay.
Lakeview Cabin In The Mountains - Beautiful - Bennington, VT
9.8 160 reviews

Lakeview Cabin In The Mountains - Beautiful

cabin, Woodford
This cabin is situated directly across from Woodford Lake, offering stunning lake views and easy access to hiking trails and a state park. It consistently receives excellent ratings for user experience, location, and cleanliness.
The three-bedroom cabin comfortably accommodates up to six guests and features a spacious great room, a heated basement play area, a large deck, and a variety of outdoor activities including kayaking, canoeing, and swimming. The cabin also includes modern amenities like a fully equipped kitchen, laundry facilities, and Wi-Fi.

Best Bennington, VT accommodation with a kitchen

Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 52 reviews

Walkable Modern 2br In Downtown - Left Unit

apartment, Bennington
This modern apartment is located in central Bennington, within walking distance of Walmart, Hannaford, and various retail stores, making it a convenient base for exploring the town. The apartment is part of a two-family home, offering a sense of privacy while still being close to other guests, with a capacity of 6 people. The apartment features a fully equipped kitchen, air conditioning, and free parking, and is pet-friendly, making it a comfortable and convenient option for families and groups.
Studio Style Vintage Garden Bungalow - Bennington, VT
9.1 147 reviews

Studio Style Vintage Garden Bungalow

studio, Shaftsbury
This Shaftsbury Vermont studio guest house is located on a 22-acre farm near Lake Paran, the Arlington Covered Bridge, and several marble quarries, all within walking distance or a short drive.
The renovated unit, sleeping two, offers a kitchenette with microwave and refrigerator, a private bathroom, and access to on-site amenities including a gas grill, bikes (summer), farm-fresh eggs, and a shared barn available for rent for events.
Blue Heron Cottage - Bennington, VT
10 18 reviews

Blue Heron Cottage

house, Bennington
This Bennington cabin rental offers a peaceful retreat conveniently located near the Bennington Battle Monument, Oldcastle Theatre Company, and Bennington Museum, with proximity details unspecified.
The one-bedroom, one-bathroom cottage sleeps four guests and includes a kitchen, air conditioning, internet, and parking; specific interior design and square footage are undisclosed.
Vt Farmhouse Private, Peaceful And Beautiful - Bennington, VT
9.8 173 reviews

Vt Farmhouse Private, Peaceful And Beautiful

apartment, Shaftsbury
This family-friendly farm stay is located near Shaftsbury, Vermont, just 6 miles from Arlington Town Forest, New Skete Monastery, and the Shaftsbury Historical Society Museum. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
This 2,250 square foot vacation rental comfortably accommodates up to 6 guests in its 2 bedrooms and 2 bathrooms. Amenities include a fully equipped kitchen, air conditioning, a private terrace, a garden, and parking, perfect for enjoying the peace and quiet of the surrounding countryside.

Frequently Asked Questions about accommodations in Bennington, VT

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

    The landscape around Bennington is classic Vermont. Rolling hills, picturesque farmland, and dense forests are prevalent. The Green Mountains provide a dramatic backdrop, offering opportunities for hiking and scenic drives. You'll find a mix of open fields and wooded areas, typical of Vermont's rural character.
  • 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 and around Bennington, Vermont?

    Hiking and biking trails abound in the Green Mountains surrounding Bennington. Mount Equinox offers challenging climbs and breathtaking views. There are also opportunities for fishing in local streams and rivers. For a more relaxed experience, explore the many scenic drives and country roads in the area.
  • 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 and early fall are generally ideal for families visiting Bennington. The weather is pleasant for outdoor activities, and many events and festivals take place during these seasons. Fall offers spectacular foliage.
  • 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 town. There aren't any unusual customs to be overly concerned about. However, as with any small town, being respectful of the local community and environment is always appreciated.
  • 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?

    Strike up conversations with people at local shops, restaurants, and events. Many residents are happy to share information about the area's history and culture. Visiting the Bennington Museum is another great way to learn about the local heritage.
  • 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 and around Bennington, Vermont?

    The Woodford State Park offers beautiful hiking trails and scenic overlooks, often less crowded than Mount Equinox. Exploring the smaller towns and villages surrounding Bennington can reveal charming local shops and historical sites. Look for antique shops and local craft stores for a unique experience.
  • 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?

    Bennington boasts several excellent restaurants. Look for local maple syrup products, featured in many breakfast dishes. Vermont cheddar cheese is another regional specialty. Many restaurants offer locally sourced ingredients, showcasing Vermont's agricultural bounty. Try a classic New England clam chowder for a taste of the region.

Nearby regions

Best Bennington, VT lodging with a pool

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

Vermont Vacation Villagrapevine Getaway - Bennington, VT
9.8 8 reviews

Vermont Vacation Villagrapevine Getaway

house, Pownal
This Vermont villa, located in Pownal near Route 7, offers easy access to the Williamstown Historical Museum and Hopkins Observatory.
This six-bedroom, one-bathroom house sleeps fourteen guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher; a six-burner grill and eight-person hot tub are also available on the six-acre property.
24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views - Bennington, VT
10 1 review

24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views

apartment, Stamford
This secluded hillside residence in Stamford, Vermont, sits on 24 private acres with Green Mountain views, located 7 minutes from Mass MoCA and 20 minutes from The Clark Art Institute.
This 4500 sq ft home accommodates up to 8 guests with 4 bedrooms, 3 bathrooms, a bonus sleeping room, a stone fireplace, a bar area, and a private in-ground swimming pool, with nearby access to hiking, skiing at Mount Snow (22 miles) and Stratton Mountain (38 miles), and golf.
A Cozy Home Nestled In The Green Mountains Of Vermont! - Bennington, VT
8.8 3 reviews

A Cozy Home Nestled In The Green Mountains Of Vermont!

apartment, Pownal
This Williamstown vacation rental is located in the peaceful countryside of Pownal, just a short drive from the town's museums and attractions. It's received excellent guest ratings, making it a popular choice for travelers.
The apartment has four bedrooms and two bathrooms, accommodating up to seven guests comfortably. Enjoy the amenities like a swimming pool, a terrace, and a garden, as well as activities like hiking, biking, and skiing in the surrounding area.

Best Bennington, VT accommodation with a balcony

Mid Century Modern  4 Bedroom Home With Sweeping Mountain Views In Williamstown - Bennington, VT
10 12 reviews

Mid Century Modern 4 Bedroom Home With Sweeping Mountain Views In Williamstown

apartment, Williamstown
This Williamstown apartment rental, located on Northwest Hill Road, is three miles from the town center and adjacent to the 200-acre Hopkins Forest, offering easy access to Williams College, the Williamstown Historical Museum, and area golf courses.
This four-bedroom, two-bathroom house comfortably sleeps seven guests and includes a fully equipped kitchen with microwave and dishwasher, in-unit laundry, air conditioning, parking, and Wi-Fi; enjoy sweeping mountain views from the renovated deck.
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins To Williamstown - Bennington, VT
10 34 reviews

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins To Williamstown

apartment, Pownal
The Cottage At Mountain Meadow is a secluded year-round home with a private woodland setting in Pownal, just 5 minutes from Williams College and 13 minutes from MASS MoCA. Guests have rated this accommodation as excellent.
The Cottage At Mountain Meadow offers 3 bedrooms, 2 full baths, and a pine-paneled loft with additional sleeping options for up to 8 guests. This 1800 square feet home features an open kitchen, a spacious great room with a floor-to-ceiling fieldstone fireplace and skylights, a large stocked spring-fed pond, a fire pit, and high-speed fiber optic internet.
Two Brooks Lodge - Bennington, VT
9.1 188 reviews

Two Brooks Lodge

house, Bennington
Two Brooks Lodge is located in a peaceful rural area near Bennington, Vermont, just a short drive from attractions like the Bennington Battle Monument and the Bennington Museum. The property has received very good ratings for cleanliness, user experience, and location.
This 3-bedroom home, with a total floor area of 1350 square feet, comfortably sleeps up to 8 guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a private terrace with views of the river and surrounding mountains.
Cozy A-frame With Loft Views! - Bennington, VT
No reviews

Cozy A-frame With Loft Views!

cabin, Pownal
This secluded A-frame lodge in Pownal, Vermont, offers an "off-the-grid" feel on 2.5 acres of timberland at the end of a quiet mountain road, with the Clark Art Institute in Williamstown, MA, just a short drive away.
Accommodating up to 5 guests, this 2-bedroom, 1-bathroom cabin features a Great Room with forest views, a partial wrap-around deck, a coffee bar, and is conveniently located next to a golf course, providing access to year-round outdoor activities in the Green Mountains.
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