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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

!Charming Cabin,  Great Views - Bennington, VT
9.5 191 reviews

!Charming Cabin, Great Views

cabin, Shaftsbury
This charming cabin is situated in Shaftsbury, Vermont, just 20-30 kilometres from Bennington and Manchester, offering a peaceful retreat in a rural setting. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The property spans 107 square metres and comfortably accommodates up to seven guests in its two bedrooms and one bathroom. Enjoy the modern conveniences, farm animal encounters, and outdoor activities, including hiking trails, a pond, and a fire pit.
"The Chambers" - Bennington, VT
9.8 110 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.
Suite Sunset
311 Rice Lane
Bennington Vt - Bennington, VT
9.9 112 reviews

Suite Sunset 311 Rice Lane Bennington Vt

apartment, Bennington
This Bennington apartment is situated on a private 50-acre property, less than 1.6 kilometres from Bennington College and close to the town centre.
The self-contained apartment offers a private entrance, spacious living areas, and a fully equipped kitchen, comfortably accommodating up to three guests.
3-bedroom Country  Home With Mountain Views - Bennington, VT
10 67 reviews

3-bedroom Country Home With Mountain Views

apartment, Shaftsbury
This three-bedroom Shaftsbury apartment, ideal for families, enjoys a peaceful countryside setting near mountains perfect for hiking and skiing, with nearby lakes for boating and streams for fishing, all within easy reach of local golf courses, museums and shops.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen (fridge, microwave), air conditioning, a garden, parking, and excellent guest reviews; enjoy the tranquil atmosphere and scenic farm views.

Best Bennington, VT accommodations with a kitchen

Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 54 reviews

Walkable Modern 2br In Downtown - Left Unit

apartment, Bennington
This Bennington apartment is conveniently located just a short distance from supermarkets like Walmart and Hannaford, as well as a range of shops, making it easy to pick up essentials and explore the local area. The surrounding area also offers opportunities for outdoor recreation, with ski areas, mountains, hiking trails and lakes all within easy reach.
This comfortable self-catering property is ideal for families or groups of up to six people. The apartment has a kitchen with a fridge, freezer and microwave oven, as well as air conditioning, parking, and internet access.
Modern Rustic Hideaway In Town - Bennington, VT
10 100 reviews

Modern Rustic Hideaway In Town

apartment, Bennington
This one-bedroom flat is located in the centre of Bennington, just a 0.8km walk from the town's main attractions and amenities. It has received excellent ratings for its location, cleanliness and overall experience.
The flat has a modern kitchen, a comfortable living space and can accommodate up to two guests. It includes a range of amenities such as air conditioning, a fitness centre, parking, and laundry facilities.
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.
Spacious Mountain Retreat With Hot Tub, Fire Pit & Hiking Trails - Bennington, VT
10 24 reviews

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

apartment, Pownal
This Pownal holiday home boasts a mountainside location, situated within 3.2km of the Green Mountain National Forest and 3.9km from the Solomon Wright Public Library.
The 223 square metre property sleeps 12 guests in four bedrooms and two bathrooms, offering a fitness centre, tennis court, Jacuzzi, and a fully equipped kitchen alongside free Wi-Fi; enjoy stunning views and easy access to outdoor activities.

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 1 best ones with a pool

24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views - Bennington, VT
9.0 2 reviews

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.

Best Bennington, VT accommodations 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, situated in the town centre, offers easy walking access to Historic Old Bennington and its amenities, with major highways and nearby ski resorts also conveniently accessible.
The third-floor flat features a high-vaulted ceiling, a private balcony with Mount Anthony and the Bennington Monument views, accommodating two guests with one bedroom, one bathroom, fiber Wi-Fi, and Chromecast with YouTube TV.
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