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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

Summer Fun, Greenmt. Trails, 5-br Home Central Air - Bennington, VT
9.7 28 reviews

Summer Fun, Greenmt. Trails, 5-br Home Central Air

apartment, Woodford
This charming cottage is located just 18 miles from the Mt. Snow ski resort, in a tranquil rural area near Woodford, Vermont, with easy access to the Appalachian Trail and VAST snowmobile trails. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience.
The cottage comfortably accommodates up to 10 guests in its multiple bedrooms with various bed configurations. Enjoy the convenience of a fully equipped kitchen, a private lake for swimming and paddle sports, a spacious yard for outdoor gatherings, and a washer and dryer for added comfort.
Two Brooks Lodge - Bennington, VT
No reviews

Two Brooks Lodge

house, Bennington
House rental listing. This accommodation is based in Bennington.
Services and facilities include an iron, air conditioning and a jacuzzi. Take advantage of the terrace in this house!
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.
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington, VT
10 11 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.

Best Bennington, VT accommodation with a kitchen

Green Mountain Getaway - Bennington, VT
9.9 57 reviews

Green Mountain Getaway

apartment, Bennington
The Green Mountain Getaway is a three-bedroom, one-bathroom house in Bennington, Vermont, offering easy access to attractions like the Bennington Battle Monument and Oldcastle Theatre Company.
This Bennington vacation rental sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, in-unit laundry, air conditioning, and a garden with parking; high-speed internet is also available.
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.
Walkable Modern 2br In Downtown - Right Unit - Bennington, VT
9.7 64 reviews

Walkable Modern 2br In Downtown - Right Unit

apartment, Bennington
This Bennington apartment is conveniently located in the heart of town, just a short walk from Walmart and Hannaford, with easy access to nearby ski areas, mountains, hiking trails, and lakes. The apartment has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travelers.
This comfortable rental features two bedrooms and one bathroom, comfortably accommodating up to six guests. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a shared garden, and parking, ensuring a pleasant and convenient stay.
Woodford Lake Chalet - Bennington, VT
10 1 review

Woodford Lake Chalet

apartment, Woodford
This family-friendly apartment in Woodford offers a peaceful retreat with convenient access to local attractions.
This 1200 sq. ft. residence accommodates up to 8 guests, featuring a fully equipped kitchen, a 1-acre yard, smart TVs, high-speed WiFi, kayaks, and outdoor games, though note the main floor requires stair access.

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 4 best ones with a pool

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.
Artist Bunkhouse Southern Vermont - Bennington, VT
9.9 96 reviews

Artist Bunkhouse Southern Vermont

farm, Pownal
This Pownal farm stay, a unique bunkhouse-style guesthouse above a working pottery studio, offers four private bedrooms, a full kitchen, and a bathroom, all within easy reach of unspecified local Pownal landmarks.
The 8-guest property features a swimming pool, air conditioning, and a peaceful setting, plus the option of private pottery classes from the owner.
Vermont Vacation Villagrapevine Getaway - Bennington, VT
9.9 93 reviews

Vermont Vacation Villagrapevine Getaway

house, Pownal
This villa is located in the picturesque countryside of Pownal, Vermont, a short drive from Bennington and its historic attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home can accommodate up to 14 guests, offering ample space for large families or groups of friends. Enjoy a range of amenities including a private pool, a hot tub, a fully equipped kitchen, and a fitness center, perfect for relaxation and entertainment.
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.

Best Bennington, VT accommodation with a balcony

Cozy Loft Steps From Vt Downtown - Bennington, VT
9.8 7 reviews

Cozy Loft Steps From Vt Downtown

apartment, Bennington
This renovated Bennington loft apartment, located in downtown Bennington's historic district, offers easy walking access to Old Bennington's shops and restaurants, and is minutes from major highways and area ski resorts.
The one-bedroom, one-bathroom unit sleeps two guests and features high vaulted ceilings, skylights, a private balcony with Mount Anthony and Bennington Monument views, fiber Wi-Fi, Chromecast with YouTube TV, and proximity to the Bennington Museum and Robert Frost Stone House Museum.
Spacious Mountain Retreat With Hot Tub, Fire Pit & Hiking Trails - Bennington, VT
10 21 reviews

Spacious Mountain Retreat With Hot Tub, Fire Pit & Hiking Trails

apartment, Pownal
This Pownal mountainside home, less than two miles from the Green Mountain National Forest and under four miles from the Solomon Wright Public Library, offers stunning views and easy access to outdoor recreation and local resources.
This 2400-square-foot vacation rental boasts four bedrooms, two bathrooms, accommodates up to twelve guests, and includes a fully equipped kitchen, fitness center, hot tub, tennis court, and private parking.
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins To Williamstown - Bennington, VT
10 32 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.
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