Places to stay in Bennington, VT

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

Best family friendly Bennington, VT lodging

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

Suite Sunset
311 Rice Lane
Bennington Vt - Bennington, VT
9.9 109 reviews
Bennington, VT
13/08 – 22/08
SG$238/nighttotal: SG$2142 (9 )

Suite Sunset 311 Rice Lane Bennington Vt

1 3
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.
Awesome 3 Bedroom Apartment Close To It All - Bennington, VT
10 59 reviews
Bennington, VT
13/08 – 22/08
SG$454/nighttotal: SG$4086 (9 )

Awesome 3 Bedroom Apartment Close To It All

1 3
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.
Two Brooks Lodge - Bennington, VT
9.0 172 reviews
Bennington, VT
15/10 – 26/10
SG$302/nighttotal: SG$3322 (11 )

Two Brooks Lodge

1 2
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.
1920's Bennington Vermont Guest Barn - Bennington, VT
9.6 201 reviews
Bennington, VT
13/08 – 22/08
SG$317/nighttotal: SG$2853 (9 )

1920's Bennington Vermont Guest Barn

1 3
apartment , Bennington
This spacious apartment is situated in a peaceful rural setting just outside Bennington, Vermont, within easy reach of the Bennington Museum and Robert Frost Museum, and a short drive from popular ski resorts. It enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bedrooms and one bathroom, spanning 90 square metres and comfortably accommodating up to seven guests. It comes equipped with a range of modern amenities, including a fully equipped kitchen, a private terrace and garden, and a spa, offering everything you need for a relaxing and enjoyable stay.

Best Bennington, VT accommodations with a kitchen

1 Bedroom Guest House On Dead-end Rd - Bennington, VT
9.6 127 reviews
Bennington, VT
01/07 – 08/07
SG$175/nighttotal: SG$1225 (7 )

1 Bedroom Guest House On Dead-end Rd

1 1
apartment , Bennington
This one-bedroom flat is situated in a peaceful residential area in Bennington, just 5km from the Southwestern VT Medical Center, 40km from Mount Snow, 25km from MassMoca, and a 15-minute walk from the town centre. Guests consistently rate the apartment highly for its cleanliness, location, and overall experience.
The self-contained flat has a private patio and can accommodate up to two guests. Amenities include a fully equipped kitchen, on-site parking, and easy access to a range of attractions in the surrounding area.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.9 95 reviews
Bennington, VT
01/07 – 08/07
SG$172/nighttotal: SG$1204 (7 )

Cozy Loft Steps From Vt Downtown

1 1
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.
< 1 Mi To Historic District! Retreat In Bennington - Bennington, VT
9.4 7 reviews
Bennington, VT
12/10 – 23/10
SG$233/nighttotal: SG$2563 (11 )

< 1 Mi To Historic District! Retreat In Bennington

1 2
apartment , Bennington
This holiday home in Bennington, Vermont is conveniently located just a short drive from the Bennington Museum, the Robert Frost Trailhead, and the Bradford Putnam Wetlands. Enjoy the peace and quiet of the surrounding area, with easy access to local attractions.
The property has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the well-equipped kitchen, dedicated workspace, mountain views, and outdoor seating, perfect for a relaxing stay.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.6 5 reviews
Bennington, VT
12/10 – 23/10
SG$215/nighttotal: SG$2365 (11 )

Cozy Loft Steps From Vt Downtown

1 2
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 50 accommodations in Bennington, VT, here are the 1 best ones with a pool

Sold. Not Taking Any Stays - Bennington, VT
9.3 21 reviews
Bennington, VT
12/10 – 23/10
SG$314/nighttotal: SG$3454 (11 )

Sold. Not Taking Any Stays

5 2
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.

Best Bennington, VT accommodations with a balcony

Two Brooks Lodge - Bennington, VT
9.0 172 reviews
Bennington, VT
15/10 – 26/10
SG$302/nighttotal: SG$3322 (11 )

Two Brooks Lodge

1 2
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.
Cozy Loft Steps From Vt Downtown - Bennington, VT
9.6 5 reviews
Bennington, VT
12/10 – 23/10
SG$215/nighttotal: SG$2365 (11 )

Cozy Loft Steps From Vt Downtown

1 2
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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