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.
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.
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.
Farm-to-table Eating, Good Hot Tub Soak, S'mores Around Fire Pit, Seasonal Pool! - Bennington, VT
9.4 88 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 kitchen

Meme's High Mountain Lake House - Bennington, VT
9.8 100 reviews

Meme's High Mountain Lake House

apartment, Woodford
Meme's lake house is a mountaintop retreat in Vermont, located just 48 kilometres from Mount Snow and 24 kilometres from the town of Wilmington. The property has consistently received excellent user ratings for its location, cleanliness, and overall experience.
This spacious three-bedroom, two-bathroom holiday home can accommodate up to nine guests and spans 158 square metres. It offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and a private lakefront with a sandy beach and a screened-in gazebo.
Mountain Sanctuary Dome Rustic Solitude 5br - Bennington, VT
9.8 11 reviews

Mountain Sanctuary Dome Rustic Solitude 5br

apartment, Bennington
This five-bedroom Pownal house, perfect for large groups, is situated near Green Mountain National Forest, with Taconic Ridge State Forest and Southern Vermont College within 9.6km.
Sleeping up to 12 guests, this property boasts two bathrooms, a fully equipped kitchen including a fridge and stovetop, free Wi-Fi, a terrace, garden, parking, and on-site barbecue grills; enjoy the in-house fireplace and proximity to outdoor activities.
Modern Rustic Hideaway In Town - Bennington, VT
10 97 reviews

Modern Rustic Hideaway In Town

apartment, Bennington
This one-bedroom flat is located in the centre of Bennington, just a 0.8km walk from the town's main attractions and amenities. It has received excellent ratings for its location, cleanliness and overall experience.
The flat has a modern kitchen, a comfortable living space and can accommodate up to two guests. It includes a range of amenities such as air conditioning, a fitness centre, parking, and laundry facilities.
Two Brooks Lodge - Bennington, VT
No reviews

Two Brooks Lodge

house, Bennington
Holiday house rental. You will be in Bennington.
Services and facilities: a fridge, free parking and air conditioning. This house also has a terrace!

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 4 best ones with a pool

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.
Vermont Vacation Villagrapevine Getaway - Bennington, VT
9.8 8 reviews

Vermont Vacation Villagrapevine Getaway

house, Pownal
This Pownal villa, situated minutes from Route 7 and close to the Williamstown Historical Museum and Hopkins Observatory, offers easy access to Massachusetts, New York, and other parts of Vermont.
Sleeping up to 14 guests in six bedrooms and one bathroom, this six-acre property boasts a swimming pool, jacuzzi, and outdoor patio with hot tub and six-burner grill; further amenities include a fully equipped kitchen with fridge, microwave, and dishwasher.
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.
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

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.
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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