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

Woodford Mountain - Bennington, VT
9.7 23 reviews

Woodford Mountain

apartment, Woodford
This charming Vermont house is located in Woodford, offering stunning lake views and easy access to Route 9, Mount Snow ski resort, and Bennington College. The property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment has two bedrooms, two bathrooms, and a pull-out couch, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a front porch, and a new back deck, perfect for relaxing and enjoying the fresh Vermont air.
Two Brooks Lodge - Bennington, VT
No reviews

Two Brooks Lodge

house, Bennington
House. You will stay in Bennington.
Facilities and services include an iron, a terrace and a kitchen. Enjoy free parking with this accommodation in Bennington!
Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown - Bennington, VT
10 11 reviews

Vermont Downtown Oasis - Two Bedroom In Picturesque Downtown

apartment, Bennington
This Bennington apartment, situated above Haberdasher Wine and Provisions in the town centre, is within walking distance of restaurants, shops, and breweries, and a short drive from the Green Mountain National Forest and several ski resorts including Mount Snow.
The self-catering flat, occupying the entire second floor of a historic building on the state historic register, offers two bedrooms, one bathroom, and sleeps four, complete with a fully equipped kitchen including a fridge, microwave, and dishwasher, plus air conditioning, parking and internet access.
Love The Outdoors?  This Is The Place For You! - Bennington, VT
9.6 112 reviews

Love The Outdoors? This Is The Place For You!

apartment, Woodford
This charming cottage is situated in the Green Mountains, just 1.5km from Big Pond, 30km from Mount Snow and 5km from Prospect Mountain. The property has been consistently rated excellent for its location, cleanliness, and overall user experience.
The five-bedroom property comfortably sleeps up to 14 guests and includes a spacious living area, a front and back deck, a small yard, and a laundry room. Guests can enjoy a range of activities, including kayaking, canoeing, hiking, biking, and snowmobiling, as well as convenient amenities such as a charcoal grill, storage for bikes and kayaks, and a Jacuzzi.

Best Bennington, VT accommodations with a kitchen

Guest Cottage - Mountain Views, History & Hiking - Bennington, VT
10 94 reviews

Guest Cottage - Mountain Views, History & Hiking

house, Bennington
This renovated cottage is situated in Old Bennington, a short walk from the Bennington Monument, First Church, Robert Frost's grave, and the Bennington Museum, offering a peaceful and historic setting. The property has received excellent ratings for user experience, location, and cleanliness.
The cottage is a private and secluded dwelling with its own entrance, accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, parking, and internet access, along with sustainable practices and charming design features.
Walkable Modern 2br In Downtown - Right Unit - Bennington, VT
9.7 64 reviews

Walkable Modern 2br In Downtown - Right Unit

apartment, Bennington
This two-bedroom flat is situated in a central Bennington neighbourhood, just a short walk from Walmart, Hannaford, and other shops, making it a convenient base for exploring the area. The flat has consistently received excellent ratings for its location, cleanliness, and overall experience.
The flat comfortably sleeps up to six guests and features a well-equipped kitchen with a fridge and freezer. Amenities include air conditioning, a garden, parking, and free Wi-Fi, allowing you to relax and enjoy your stay.
"The Victorian" - Bennington, VT
9.9 178 reviews

"The Victorian"

apartment, Pownal
This charming apartment is situated at the crossroads of Routes 7 & 346 in Pownal, Vermont, making it a convenient base for exploring both Williams College and the many attractions of southern Vermont and western Massachusetts. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment offers a spacious layout with 5 bedrooms, 2 full bathrooms, kitchens, dining rooms, and living rooms, providing ample space for families or groups of friends. It is equipped with modern amenities like Wi-Fi and satellite TV, and guests have access to the entire house and property, including ample parking, a garden, and a historic charm.
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.

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 2 best ones with a pool

Seasonal Pool, Hot Tub / Fire Pit Year Round - Bennington, VT
9.4 367 reviews

Seasonal Pool, Hot Tub / Fire Pit Year Round

apartment, Pownal
This renovated dairy barn, located just a short drive from the Taconic Mountains and Lake Champlain, offers a unique and spacious living experience in the tiny village of Pownal Center. The property has received excellent ratings for its location, cleanliness and overall experience.
The 195 square meter dwelling features two bedrooms and one bathroom, and includes a separate guest apartment. Visitors can enjoy a chef's kitchen, a 30-foot lap pool, a hot tub, a fire pit, a large yard, a balcony, a garden, a spa, a charging station for electric cars and a terrace.
Artist Bunkhouse Southern Vermont - Bennington, VT
9.9 96 reviews

Artist Bunkhouse Southern Vermont

farm, Pownal
This Pownal, Vermont bunkhouse-style guesthouse, situated above a working pottery studio, offers four private bedrooms, a fully equipped kitchen, and a shared entrance with a full-time tenant, but completely private guest spaces (kitchen, bathroom).
Sleeping eight guests, this self-catering property boasts a swimming pool, garden, parking, and excellent user, location, and cleanliness ratings; guests can also enjoy private pottery classes from the owner.

Best Bennington, VT accommodations with a balcony

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
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.
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 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.
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