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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

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 is located in a peaceful rural setting near Bennington, Vermont, just 2 miles from local breweries and a short walk from Bennington College. The property boasts excellent ratings for user experience, location, and cleanliness.
This charming home features 5 bedrooms and 3 bathrooms, accommodating up to 13 guests. Enjoy modern amenities like a new kitchen, gas fireplace, under-floor heating, updated bathrooms, and a large southern-facing window gallery, as well as scenic views, wildlife viewing, and access to a working hemp farm.
Lake Life At Woodford Cottage - Bennington, VT
9.6 66 reviews

Lake Life At Woodford Cottage

cottage, Woodford
This Bennington cottage is located in the mountains, just a short drive from the Prospect Mountain Nordic Ski Center, the Prospect Mountain Cross-Country Ski Center, and Harmen Hills Trail. Guests have consistently rated the cottage excellent for its cleanliness, location, and overall experience.
The cottage has two bedrooms and one bathroom, making it a comfortable choice for families or small groups. It features a fully equipped kitchen, a cozy fireplace, a garden, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
!Charming Cabin, Great Views - Bennington, VT
9.5 193 reviews

!Charming Cabin, Great Views

cabin, Shaftsbury
This Shaftsbury cabin is located just 20-30 minutes from both Bennington and Manchester, offering a peaceful escape in the Vermont countryside. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 1150-square-foot cabin comfortably accommodates up to 7 guests with 2 bedrooms and 1 bathroom. Enjoy a range of amenities including a full kitchen, a fire pit, a porch swing, a hammock, and access to hiking trails, a pond, and a working farm with chickens, ducks, and goats.
Awesome 3 Bedroom Apartment Close To It All - Bennington, VT
10 60 reviews

Awesome 3 Bedroom Apartment Close To It All

apartment, Bennington
This Bennington apartment is located above a popular deli and gourmet market in the heart of downtown, putting you within walking distance of historic sights, restaurants, and a short drive to the ski mountains. The apartment has received excellent ratings for cleanliness, location, and user experience.
The apartment features three bedrooms and one bathroom, comfortably accommodating up to five guests. You will enjoy a well-equipped kitchen, a three-season porch, a dedicated office/sitting room, a large living room, a washer/dryer, and a smart TV with WiFi.

Best Bennington, VT accommodation with a kitchen

Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington, VT
10 12 reviews

Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown

apartment, Bennington
This downtown Bennington apartment, located in a historic building on the state register, is steps from restaurants, shops, and breweries, and a short drive from Mt. Snow, Bromley, Stratton, and Prospect Mountain ski resorts.
The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, parking, and internet access; it offers complete privacy on the second floor above Haberdasher Wine and Provisions.
Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.8 57 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.
Charming 3-bedroom Lakefront Cottage In Woodford Vt With Wifi Access - Bennington, VT
8.0 7 reviews

Charming 3-bedroom Lakefront Cottage In Woodford Vt With Wifi Access

cottage, Woodford
This three-bedroom Woodford cottage, near Bennington, Vermont, offers waterfront access and proximity to the Robert Frost Stone House Museum and Bennington Museum.
The 3-bedroom, 1-bathroom house sleeps five, features a microwave, WiFi, and parking, and is close to winter sports and shopping at Fiddlehead at Four Corners and Bennington Potters Yard.
A Cozy Taste Of Vermont - Bennington, VT
10 16 reviews

A Cozy Taste Of Vermont

apartment, Bennington
This one-bedroom, one-bathroom apartment in Bennington provides easy access to downtown attractions and local amenities.
This rental offers a Vermont-themed decor, an in-unit gaming system, and accommodations designed for mid-size individuals, including considerations for doorway heights and commode accessibility, with parking and air conditioning included for up to two guests.

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 1 best ones with a pool

A Cozy Home Nestled In The Green Mountains Of Vermont! - Bennington, VT
9.0 4 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

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins To Williamstown - Bennington, VT
10 38 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
9.1 193 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.
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