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Bennington, VT accommodations
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50 Lodgings in Bennington, VT

Best family friendly Bennington, VT lodging

Among the 50 accommodations in Bennington, VT, here are the 4 best for families

New Vermont Getaway- 2 Blocks From Svmc, Downtown - Bennington, VT
10 12 reviews
Bennington, VT
10/15 – 10/26
$285/nighttotal: $3135 (11 )

New Vermont Getaway- 2 Blocks From Svmc, Downtown

1 2
apartment , Bennington
This three-bedroom, two-bathroom Bennington apartment rental is a short walk from downtown, offering easy access to Bennington's shops and restaurants.
The 3-bedroom home features a game room with an air hockey table, a large deck, fenced backyard, and accommodates up to nine guests, perfect for families or groups visiting Bennington.
White Rock Farm - Bennington, VT
10 131 reviews
Bennington, VT
07/01 – 07/08
$396/nighttotal: $2772 (7 )

White Rock Farm

1 1
gîte , Bennington
This family-friendly farmhouse is located just a short drive from Bennington, Vermont, offering easy access to attractions like Bennington Potters Yard, Fiddlehead at Four Corners, and Howard Park. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 2400 square foot farmhouse has five bedrooms, three bathrooms, and can accommodate up to 12 guests. Enjoy the riverfront location, outdoor amenities like the garden and barbecue grills, and the peacefulness of a quiet rural setting.
1920's Bennington Vermont Guest Barn - Bennington, VT
9.6 201 reviews
Bennington, VT
07/01 – 07/08
$196/nighttotal: $1372 (7 )

1920's Bennington Vermont Guest Barn

1 1
apartment , Bennington
This charming vacation home is located in a rural setting just a mile from the Robert Frost Museum and a short drive from Bennington's downtown attractions. The property enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travelers seeking a comfortable and convenient stay.
The 3-bedroom, 1-bathroom apartment spans 970 square feet and comfortably accommodates up to 7 guests. The apartment offers a fully equipped kitchen, a spacious living area with cable TV, a private patio with a barbecue grill, and access to a shared garden, spa, and fire pit.
Walkable Modern 2br In Downtown - Left Unit - Bennington, VT
9.7 49 reviews
Bennington, VT
07/01 – 07/08
$164/nighttotal: $1148 (7 )

Walkable Modern 2br In Downtown - Left Unit

1 1
apartment , Bennington
This modern apartment is located in central Bennington, within walking distance of Walmart, Hannaford, and various retail stores, making it a convenient base for exploring the town. The apartment is part of a two-family home, offering a sense of privacy while still being close to other guests, with a capacity of 6 people. The apartment features a fully equipped kitchen, air conditioning, and free parking, and is pet-friendly, making it a comfortable and convenient option for families and groups.

Best Bennington, VT accommodation with a kitchen

A Cozy Taste Of Vermont - Bennington, VT
10 6 reviews
Bennington, VT
07/01 – 07/08
$112/nighttotal: $784 (7 )

A Cozy Taste Of Vermont

1 1
apartment , Bennington
This one-bedroom, one-bathroom apartment in Bennington provides easy access to downtown attractions and local amenities.
This rental offers a Vermont-themed decor, an in-unit gaming system, and accommodations designed for mid-size individuals, including considerations for doorway heights and commode accessibility, with parking and air conditioning included for up to two guests.
Historic Downtown Apartment Near Skatepark - Bennington, VT
8.5 27 reviews
Bennington, VT
07/01 – 07/08
$149/nighttotal: $1043 (7 )

Historic Downtown Apartment Near Skatepark

1 1
apartment , Bennington
This upstairs apartment is located in downtown Bennington, just off the New Walking Trail, which leads to North Bennington and is within walking distance of Main Street and its local restaurants. The apartment is situated in an older historic building, adding a unique character to the experience.
The apartment features a living room, three bedrooms, a kitchen, a bathroom, and a laundry/breezeway area, providing ample space for up to six guests. The apartment offers amenities such as a fridge, microwave, internet, air conditioning, parking, and laundry facilities, making it a convenient and comfortable stay for travelers.
< 1 Mi To Historic District! Retreat In Bennington - Bennington, VT
8.0 2 reviews
Bennington, VT
08/13 – 08/22
$206/nighttotal: $1854 (9 )

< 1 Mi To Historic District! Retreat In Bennington

1 3
cottage , Bennington
This Bennington vacation home offers convenient access to Green Mountain National Forest (a 5-minute walk), the Hemmings Motor News Car Lover's Convenience Store & Vehicle Display (a 5-minute walk), and Fiddlehead at Four Corners and Harmon Hill (within a 10-minute drive).
The fully equipped kitchen includes an oven, stovetop, microwave, and dishwasher; free Wi-Fi is available in public areas, and free on-site parking is provided.
Bennington Gem W/ Smart Tv Near Historic District! - Bennington, VT
Bennington, VT
07/01 – 07/08
$209/nighttotal: $1463 (7 )

Bennington Gem W/ Smart Tv Near Historic District!

1 1
, Bennington
This Bennington cottage offers contactless check-in/out and is within walking distance of downtown Bennington, near Hemmings Motor News, Harmon Hill, and the Bennington Arts Guild Gallery.
The 2-guest cottage features a kitchen with a fridge, microwave, and dishwasher, one bathroom, free on-site parking, and Wi-Fi.

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 50 accommodations in Bennington, VT, here are the 1 best ones with a pool

Green Mountain Getaway - Bennington, VT
9.8 52 reviews
Bennington, VT
10/15 – 10/26
$244/nighttotal: $2684 (11 )

Green Mountain Getaway

1 2
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.

Best Bennington, VT accommodation with a balcony

Cozy Loft Steps From Vt Downtown - Bennington, VT
9.6 5 reviews
Bennington, VT
10/15 – 10/26
$162/nighttotal: $1782 (11 )

Cozy Loft Steps From Vt Downtown

1 2
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.
Two Brooks Lodge - Bennington, VT
9.0 172 reviews
Bennington, VT
10/12 – 10/23
$209/nighttotal: $2299 (11 )

Two Brooks Lodge

1 2
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.
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