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Guesthouses in Bennington You’ll Love

Top-Rated Bennington Guesthouses for Every Budget and Style!

Looking for a guesthouse in Bennington (Vermont)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Bennington – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $68.04 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Bennington today.

We found 9 Guest-houses in Bennington and the surrounding area (within 50 miles)

Bennington Motor Inn in Bennington, USA

Bennington Motor Inn

Motel in Bennington, Vermont , 143 West Main Street
The Bennington Motor Inn attracts its guests with an appealing country-inn atmosphere.
  • Parking

Good 185 Reviews 7.5

from $107.91 Show details »

Catamount Motel in Bennington, USA

Catamount Motel

Motel in Bennington, Vermont , 500 South Street
This motel is located 2 miles from the Bennington Battle Monument and Bennington Museum.
  • Parking
  • Pets allowed

Superb 150 Reviews 9.2

from $107.91 Show details »

Best Western Bennington in Bennington, USA

Best Western Bennington

Motel in Bennington, Vermont , 220 Northside Drive
Best Western Bennington hotel offers free Wi-Fi and traditionally decorated rooms equipped with a microwave and refrigerator.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 232 Reviews 7.0

from $106.14 Show details »

Starlight Inn in Bennington, USA

Starlight Inn

Motel in Bennington, Vermont , 357 US Route 7 South
This Bennington motel features an on-site fitness center and offers rooms with a TV.
  • Parking
  • Pets allowed

Pleasant 113 Reviews 6.9

from $103.55 Show details »

The Hotel Vervana at Bennington in Bennington, USA

The Hotel Vervana at Bennington

Motel in Bennington, Vermont , 141 West Main
Featuring an outdoor pool, tennis, shuffleboard, pickleball courts and a restaurant, The Hotel Vervana at Bennington is located in Bennington and offe...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 208 Reviews 7.6

from $91.72 Show details »

Knotty Pine Motel in Bennington, USA

Knotty Pine Motel

Motel in Bennington, Vermont , 130 Northside Drive
Offering an outdoor swimming pool, Knotty Pine Motel is located in Bennington.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 232 Reviews 7.9

from $119.90 Show details »

Harwood Hill Motel in Bennington, USA

Harwood Hill Motel

Motel in Bennington, Vermont , 864 Harwood Hill Road
Located in Bennington, within 4 miles of Bennington Battle Monument and 31 miles of Rensselaer Polytechnic Institute, Harwood Hill Motel has accommoda...
  • Parking
  • Pets allowed
  • Allergy-free room

Fabulous 248 Reviews 9.0

from $141.70 Show details »

South Shire in Bennington, USA

South Shire

B&B in Bennington, Vermont , 124 Elm Street
South Shire features a hot tub and wellness packages, as well as air-conditioned accommodations in Bennington, 2 miles from Bennington Battle Monument...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Fabulous 163 Reviews 8.6

from $163.11 Show details »

Four Chimneys Inn in Bennington, USA

Four Chimneys Inn

Inn in Bennington, Vermont , 21 West Road, Vermont Route 9-W
Located in Bennington, a 16-minute walk from Bennington Battle Monument, Four Chimneys Inn has accommodations with a garden, free private parking, a t...
  • Parking
  • Bar

Superb 63 Reviews 9.2

from $271.41 Show details »

Number of Guesthouses in Bennington 9
Number of guest ratings 1,756
Average price per night $145.00
Lowest price per night $68,04
Highest price per night $276,86

Guesthouses in Bennington (Vermont), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Bennington offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Bennington for your needs

When looking for the best guesthouse for your next stay in Bennington, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Bennington for your next vacation and enjoy a memorable and comfortable stay.

Accommodation data and pictures provided by Booking.com