Places to stay in Bennington, VT

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Bennington, VT place to stay
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80 Best places to stay in Bennington, VT

Best family friendly Bennington, VT lodging

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

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.
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.
Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 52 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.
Vt Farmhouse Private, Peaceful And Beautiful - Bennington, VT
9.8 173 reviews

Vt Farmhouse Private, Peaceful And Beautiful

apartment, Shaftsbury
This charming gîte is situated in a peaceful rural setting just six miles from Arlington Town Forest, New Skete Monastery, and the Shaftsbury Historical Society Museum. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious two-bedroom holiday home can comfortably accommodate six guests and spans 209 square metres. The gîte features a fully equipped kitchen, a terrace, a garden, and parking, as well as air conditioning and internet access, making it ideal for families and groups looking for a relaxing and enjoyable stay.

Best Bennington, VT accommodations with a kitchen

Escape The City- Vermont Studio - Bennington, VT
9.9 214 reviews

Escape The City- Vermont Studio

apartment, Bennington
This studio apartment is situated in the Green Mountain National Forest, just a short walk from the Mile Around Woods and a few kilometres from Bennington College. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering studio has one bedroom and one bathroom and can accommodate up to two guests. It comes equipped with a kitchen, modern appliances, a private deck, and a range of amenities including high-speed Wi-Fi, a slack line, and a mini smoothie blender.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.9 98 reviews

Cozy Loft Steps From Vt Downtown

apartment, Bennington
This one-bedroom loft apartment in Bennington is located within walking distance of the historic Old Bennington district, offering easy access to shops, restaurants, and historical landmarks. The apartment features a private balcony with views of Mount Anthony and the Bennington Monument, as well as a spacious living area with high vaulted ceilings and a large bay window.
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.
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.

Frequently asked questions about accommodations in Bennington, VT

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

    Bennington is characterised by its rolling hills, typical of Vermont's landscape. The Green Mountains provide a dramatic backdrop, and the area features a mix of forests, farmland, and charming villages. The Walloomsac River also winds its way through the area.
  • 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 Bennington, Vermont?

    Hiking and biking trails abound in and around Bennington. The Green Mountain National Forest is nearby, offering many opportunities for exploring the wilderness. The area is also popular for scenic drives, offering beautiful views of the Vermont countryside. There are several parks within Bennington itself perfect for picnics and relaxing.
  • 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 (June-August) offers warm weather perfect for outdoor activities like hiking and exploring. Autumn (September-October) provides stunning foliage, creating a picturesque setting for family outings. However, both seasons can be busy, so consider shoulder seasons for a less crowded experience.
  • 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 community. A general politeness and respect for the environment are appreciated. Being mindful of the pace of life, which tends to be more relaxed than in larger cities, will contribute to a pleasant experience.
  • 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?

    Visiting local businesses, such as independent shops and restaurants, provides opportunities to chat with residents. Attending local events and festivals offers a chance to engage with the community. The Bennington Museum can also provide insight into the local history and culture.
  • 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 Bennington, Vermont?

    The Park McCullough House is a beautiful example of Victorian architecture, offering guided tours. Exploring the smaller villages surrounding Bennington, such as Shaftsbury, can reveal charming shops and scenic landscapes. The Emerald Lake is a beautiful spot for a quiet walk.
  • 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?

    Maple syrup features prominently in many Vermont dishes, from pancakes to ice cream. Local cheeses and craft beers are also must-tries. Many restaurants in Bennington showcase seasonal ingredients, offering fresh and delicious meals. Look for restaurants featuring locally sourced produce.

Nearby regions

Best Bennington, VT lodgings with a pool

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

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
This charming apartment is situated in Bennington, Vermont, just 6.5 kilometres from the town of Bennington and 14.5 kilometres from Williamstown, Massachusetts, offering a peaceful retreat in the Vermont countryside. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The spacious home can comfortably accommodate up to 12 guests in its four bedrooms and two bathrooms. Enjoy a range of amenities including a private pool, hot tub, sauna, a pirate ship playground, a fireplace, and a large backyard, perfect for relaxing and entertaining.
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.
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
No reviews

Two Brooks Lodge

house, Bennington
House listing. Your accommodation will be located in Bennington.
Facilities and services include free parking, an iron and a dish washer.
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' experience at the end of a private dirt road, situated approximately 9.6 kilometres from the Clark Art Institute in Williamstown, Massachusetts, and Hoosick Falls, New York.
This family-friendly accommodation for up to five guests boasts two bedrooms, one bathroom, a full kitchen, air conditioning, Wi-Fi, and a garden, with easy access to hiking, skiing, and other Green Mountain activities.
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.
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.
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