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

Awesome 3 Bedroom Apartment Close To It All - Bennington, VT
10 60 reviews

Awesome 3 Bedroom Apartment Close To It All

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.
Mountains, Pond, Old Barn, Hiking Trails- Quintessential Vermont - Bennington, VT
9.5 193 reviews

Mountains, Pond, Old Barn, Hiking Trails- Quintessential Vermont

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.
Private 1800s Family Farmhouse, Lush Rolling Hills - Bennington, VT
9.9 59 reviews

Private 1800s Family Farmhouse, Lush Rolling Hills

gîte, Bennington
This renovated farmhouse, located just two miles from three local breweries and a 45-minute walk from Bennington College, offers a tranquil escape in a rural setting near Bennington, Vermont. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay for visitors.
The farmhouse, suitable for up to 13 guests, features five bedrooms and three bathrooms, making it ideal for families or groups. Enjoy modern amenities such as a fully equipped kitchen, under-floor heating, high-speed Wi-Fi, and a gas fireplace, while also experiencing the charm of a historic property with stunning views of Mt. Anthony and opportunities for wildlife viewing.
Two Brooks Lodge - Bennington, VT
9.1 193 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.

Best Bennington, VT accommodations with a kitchen

Cozy 1-bedroom In Historic Bennington - Bennington, VT
No reviews

Cozy 1-bedroom In Historic Bennington

apartment, Bennington
This one-bedroom flat is centrally located in Bennington's historic Jefferson Heights district, just 320 metres from the Southern Vermont Medical Centre and a short drive from Prospect, Bromley, Mount Snow, Magic Mountain, and Stratton ski resorts, offering convenient access to local amenities and outdoor pursuits.
This pet-friendly accommodation for up to four guests includes air conditioning, Wi-Fi, and a kitchen with fridge and freezer, making it an ideal base for exploring the region's hiking trails and attractions.
White Rock Farm - Bennington, VT
10 140 reviews

White Rock Farm

gîte, Bennington
This family-friendly farmhouse is situated just 4.7km from Bennington Potters Yard and within 10km of several other attractions including Fiddlehead at Four Corners, Howard Park, Robert Frost Stone House Museum, and the Bennington Museum. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious farmhouse spans 223 square metres, comfortably accommodating up to 12 guests across five bedrooms and three bathrooms. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, and parking, as well as a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
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.
Charming 3-bedroom Lakefront Cottage In Woodford Vt With Wifi Access - Bennington, VT
8.0 7 reviews

Charming 3-bedroom Lakefront Cottage In Woodford Vt With Wifi Access

cottage, Woodford
This three-bedroom Woodford cottage, near Bennington, Vermont, offers waterfront access with mountain views and proximity to attractions such as the Robert Frost Stone House Museum and Bennington Museum.
Sleeping five guests, the property includes a microwave, WiFi, parking, and is excellently rated, providing easy access to local shops like Fiddlehead at Four Corners and Bennington Potters Yard, plus winter sports opportunities.

Frequently asked questions about accommodations in Bennington, VT

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

    Bennington's landscape is characterised by rolling hills, typical of Vermont's Green Mountains. Expect to see lush forests, picturesque farmland, and the dramatic presence of Mount Anthony, offering stunning views of the surrounding area. The terrain is generally hilly, so be prepared for some inclines if you plan on exploring on foot or by bicycle.
  • 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 mountain biking trails abound around Mount Anthony. There are also opportunities for scenic drives along the many country roads, offering breathtaking views. Exploring the numerous hiking trails in the Green Mountain National Forest, which borders Bennington, is another popular outdoor activity.
  • 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 to August) offers the warmest weather, ideal for outdoor activities like hiking and exploring the town. Autumn (September to October) provides stunning foliage, creating a picturesque backdrop for family outings and scenic drives. However, be aware that some attractions may have limited hours outside of peak season.
  • 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 local customs to be aware of in Bennington, Vermont?

    Bennington is a friendly and welcoming town. There aren't any specific unusual local customs to be overly concerned about. However, as with any small town, a polite and respectful attitude towards residents and their surroundings 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?

    Visiting local businesses, such as the many independent shops and restaurants in the town centre, is a great way to interact with residents. Attending local events, like the Bennington Battle Day Parade, provides an opportunity to engage with the community and experience the town's spirit. Striking up conversations with people at local establishments is generally well-received.
  • 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 Monument Hill area, while not entirely unknown, is often overlooked. It offers lovely walking trails and a quieter, more secluded experience compared to the more prominent attractions. Exploring the smaller, independent shops and art galleries dotted around the town can also uncover some unexpected gems.
  • 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?

    Vermont is known for its maple syrup, so trying pancakes or waffles drenched in local maple syrup is a must. Many restaurants in Bennington serve classic New England fare, including hearty stews and locally sourced meats. Look for restaurants featuring Vermont cheddar cheese in their dishes – it's a local favourite.

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

A Cozy Home Nestled In The Green Mountains Of Vermont! - Bennington, VT
9.0 4 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.
Farm-to-table Eating, Good Hot Tub Soak, S'mores Around Fire Pit, Seasonal Pool! - Bennington, VT
9.2 91 reviews

Farm-to-table Eating, Good Hot Tub Soak, S'mores Around Fire Pit, Seasonal Pool!

apartment, Pownal
This apartment is situated in Pownal, Vermont, a rural mountain town just 6 miles from both Williamstown, Massachusetts and Bennington, Vermont. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is a spacious one-bedroom property with a 93 square metre floor area, comfortably accommodating up to 6 guests. It offers a range of amenities, including a private courtyard, a hot tub, a seasonal pool, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

Best Bennington, VT accommodations with a balcony

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins To Williamstown - Bennington, VT
10 38 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.
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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