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Bennington, VT place to stay
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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

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

Sold. Not Taking Any Stays

apartment, 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.
Quiet Apartment Getaway - Bennington, VT
9.6 62 reviews

Quiet Apartment Getaway

apartment, Bennington
This Bennington apartment, ideally situated in southern Vermont, offers easy access to attractions in Vermont, New York, and Massachusetts.
The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen including a dishwasher, plus free parking and Wi-Fi; a unique birch forest wall feature adds character to this comfortable home-from-home.
Awesome 3 Bedroom Apartment Close To It All - Bennington, VT
10 60 reviews

Awesome 3 Bedroom Apartment Close To It All

apartment, Bennington
This three-bedroom apartment is located above The Elm Street Market in downtown Bennington, putting you within easy walking distance of restaurants, historical sights, and the town centre. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The flat has a spacious living room, a well-equipped kitchen, and a three-season porch, comfortably accommodating up to five guests. You'll have access to a range of modern amenities, including Wi-Fi, a smart TV, and a gourmet deli downstairs, offering everything from breakfast sandwiches to gourmet espresso.
Charming 2-bedroom Apartment In Superb Bennington With Wifi - Bennington, VT
9.8 7 reviews

Charming 2-bedroom Apartment In Superb Bennington With Wifi

apartment, Bennington
This Bennington apartment, ideally located near Bennington Potters Yard and Fiddlehead at Four Corners, offers easy access to Green Mountain National Forest and Lake Shaftsbury State Park, though precise distances aren't specified.
The 93 square metre (approx. 1000 sq ft) self-catering flat sleeps up to four guests comfortably in two bedrooms, with a queen, twin, and full bed, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus WiFi, a washing machine, and on-site parking.

Best Bennington, VT accommodations with a kitchen

Charming 3-bedroom Vermont House With Outdoor Sauna And Mountain Views - Bennington, VT
9.6 5 reviews

Charming 3-bedroom Vermont House With Outdoor Sauna And Mountain Views

apartment, Stamford
This renovated three-bedroom flat in Stamford offers an excellent user rating and is situated 48 kilometres from the ski slopes, with the North Adams Public Library and East Hoosac Quaker Meetinghouse within easy reach.
This accommodation, suitable for up to seven guests, features a sauna, internet, kitchen, and parking, and is conveniently located near North Adams Centre and North Adams Gateway Centre for shopping, as well as Hopkins Observatory and the 62 Centre for Theatre and Dance.
Brand-new, Private 3-bed Mountain Retreat W/ Hiking Trails, Hot Tub, Fire Pit! - Bennington, VT
10 5 reviews

Brand-new, Private 3-bed Mountain Retreat W/ Hiking Trails, Hot Tub, Fire Pit!

apartment, Pownal
This new mountain retreat in Pownal, Vermont, offers rural seclusion just a short drive from Williams College, the Williamstown Theatre Festival, and the Clark Art Institute.
This three-bedroom flat accommodates up to six guests and features a brand-new kitchen with state-of-the-art appliances, a hot tub, and is conveniently located 8 kilometres from Williams College, providing easy access to ski resorts and Bennington.
Lake Life At Woodford Cottage - Bennington, VT
9.6 15 reviews

Lake Life At Woodford Cottage

cottage, Woodford
This Bennington cottage is located just 1.4 miles from the Prospect Mountain Nordic Ski Center, with other attractions like the Prospect Mountain Cross-Country Ski Center and Harmen Hills Trail within easy reach. The cottage has received excellent ratings for its location, cleanliness and overall user experience.
The two-bedroom cottage has one bathroom and a comfortable living space. Guests can enjoy a garden, barbecue grills, a fireplace, a fully equipped kitchen and free WiFi.
Green Mountain Getaway - Bennington, VT
9.6 19 reviews

Green Mountain Getaway

apartment, Bennington
This Bennington apartment is situated less than 1.6km from Green Mountain National Forest, Bennington Potters Yard, and Fiddlehead at Four Corners, offering easy access to local attractions.
This three-bedroom property boasts 135 square metres of floor space, sleeping up to six guests and including a fully equipped kitchen, in-unit laundry, free parking, and complimentary Wi-Fi.

Frequently asked questions about accommodations in Bennington, VT

  • What are the must-see attractions in Bennington, Vermont?

    Bennington boasts several key attractions. The Old First Church, a historic landmark, is a must-see, as is the Bennington Battle Monument, offering panoramic views. The Robert Hull Fleming Museum at the University of Vermont houses a diverse collection, and the Bennington Museum showcases regional art and history. For a taste of local culture, exploring the downtown area with its unique shops and galleries is recommended.
  • Are there any seasonal events or cultural festivals in Bennington, Vermont?

    Bennington has a vibrant events calendar. The Bennington Battle Day Parade, held annually on 16 August, commemorates a significant historical event. The town also hosts various smaller farmers' markets and craft fairs throughout the year, often linked to seasonal harvests. Specific dates for these events vary, so checking local listings closer to your travel dates is advisable.
  • What are the most characteristic landscapes and terrains found in Bennington, Vermont?

    Bennington's landscape is characterised by rolling hills and picturesque Vermont countryside. The Green Mountains provide a stunning backdrop, with forests, meadows, and farmland dominating the scenery. The area around the Walloomsac River offers flatter terrain, contrasting with the steeper slopes found in the mountain regions. Expect a mix of rural charm and natural beauty.
  • What are the best outdoor activities in Bennington, Vermont?

    Hiking and mountain biking trails abound in the Green Mountains surrounding Bennington. The area offers opportunities for scenic drives and exploring the numerous parks and nature reserves. The Walloomsac River is suitable for leisurely walks and picnics. During winter, cross-country skiing and snowshoeing become popular activities.
  • What is the best time of year to visit Bennington, Vermont with kids?

    Summer (June-August) offers warm weather ideal for outdoor activities. Autumn (September-October) provides stunning foliage and a pleasant atmosphere for family walks and exploring the town's attractions. Spring and autumn often have fewer crowds than summer.
  • Are there any local customs to be aware of in Bennington, Vermont?

    Bennington is a friendly and welcoming town, with a strong sense of community. People generally appreciate a polite and respectful approach. There aren't any specific customs to be overly concerned about, but showing consideration for the environment and local businesses is always appreciated.
  • What are the best ways to interact with locals and learn about their culture in Bennington, Vermont?

    Striking up conversations in local shops and cafes is a great way to meet residents. Visiting the Bennington Museum offers insight into the area's history and culture. Attending local events or festivals provides opportunities to interact with the community and experience their traditions firsthand. Simply exploring the town and engaging with its unique atmosphere can offer a good feel for the local culture.
  • What are some lesser-known attractions or hidden gems in Bennington, Vermont?

    The Monument Hill and the views from the top are often overlooked. Exploring the smaller, independent shops and galleries throughout the town can reveal unique finds. Several smaller hiking trails offer stunning views without the crowds of the more popular routes. Looking beyond the main tourist attractions can lead to some pleasant surprises.
  • What are some must-try local dishes in Bennington, Vermont?

    Vermont is known for its maple products, so trying maple-flavoured treats is a must. Local cheese and craft beers are also popular choices. Many restaurants offer hearty New England-style meals, featuring locally sourced ingredients. Exploring the various restaurants and cafes in Bennington will reveal a range of culinary options.

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

Farm-to-table Eating, Good Hot Tub Soak, S'mores Around Fire Pit, Seasonal Pool! - Bennington, VT
9.4 88 reviews

Farm-to-table Eating, Good Hot Tub Soak, S'mores Around Fire Pit, Seasonal Pool!

apartment, Pownal
This apartment is situated in Pownal, Vermont, a rural mountain town just 6 miles from both Williamstown, Massachusetts and Bennington, Vermont. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is a spacious one-bedroom property with a 93 square metre floor area, comfortably accommodating up to 6 guests. It offers a range of amenities, including a private courtyard, a hot tub, a seasonal pool, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
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 expansive four-bedroom residence in Stamford offers a secluded hillside setting on 9.7 hectares with Green Mountain views, located 7 minutes from Mass MoCA and 32 kilometres from The Clark Art Institute and towns such as Wilmington and Williamstown.
This 418 square metre holiday home accommodates up to eight guests and features a swimming pool, terrace, fireplace, and bar area, providing an ideal base for outdoor pursuits including hiking, skiing at Mount Snow (35 kilometres) and Stratton (61 kilometres), and golf at Stamford Valley Golf Course.
Vermont Vacation Villagrapevine Getaway - Bennington, VT
9.8 8 reviews

Vermont Vacation Villagrapevine Getaway

house, Pownal
This Pownal villa, situated minutes from Route 7 and close to the Williamstown Historical Museum and Hopkins Observatory, offers easy access to Massachusetts, New York, and other parts of Vermont.
Sleeping up to 14 guests in six bedrooms and one bathroom, this six-acre property boasts a swimming pool, jacuzzi, and outdoor patio with hot tub and six-burner grill; further amenities include a fully equipped kitchen with fridge, microwave, and dishwasher.
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 four-bedroom apartment is situated in Pownal, a peaceful rural area just 10 kilometres from Williamstown, offering easy access to its attractions. The apartment has received excellent user ratings and is perfect for families or groups of up to seven people.
The property is comfortably furnished and includes a well-equipped kitchen, a fireplace, a garden, a terrace, and a swimming pool. Guests can enjoy a range of activities in the surrounding area, including hiking, skiing, and exploring local shops and restaurants.

Best Bennington, VT accommodations with a balcony

Two Brooks Lodge - Bennington, VT
9.1 188 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.
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
This three-bedroom apartment is situated in Pownal, Vermont, just five minutes from Williams College and a 27-kilometre drive to Jiminy Peak ski resort, offering a tranquil escape in the scenic countryside. This property has received excellent guest reviews, indicating a high standard of comfort and service.
The apartment spans 167 square metres and comfortably accommodates up to eight guests. It features a fully equipped kitchen, a fireplace, a Jacuzzi, a garden, parking, high-speed internet, and access to a private 45-acre estate with direct access to the Mountain Meadow Preserve, offering a range of outdoor activities such as swimming, fishing, hiking, and birdwatching.
Two Brooks Lodge - Bennington, VT
No reviews

Two Brooks Lodge

house, Bennington
House to rent. This accommodation is located in Bennington.
Services and facilities: an iron, a dish washer and air conditioning. Take advantage of the terrace in this house!
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, a 13-minute walk (approx. 2.1km) from Green Mountain National Forest and an 8-minute drive (approx. 6.4km) from Buxton Gardens, offers convenient access to local attractions. This four-bedroom, two-bathroom property sleeps seven guests and includes amenities such as Wi-Fi, parking, a fully equipped kitchen with dishwasher, and an outdoor barbecue.
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