4 Best Hotels in Bennington, Southern Vermont

Background Illustration for Hotels

We've compiled the best of the best in Bennington - browse our top choices for the top things to see or do during your stay.

Four Chimneys Inn

$$ | 21 West Rd., Bennington, VT, 05201, USA Fodor's Choice

This exquisite, three-story, neo-Georgian (circa 1915) looks out over a substantial lawn and a wonderful old stone wall. All rooms are light and bright, and several have bay windows, gas fireplaces, and jetted tubs; two cottages in back overlook a pond.

Pros

  • Walking distance to several Bennington sights
  • A complimentary full country breakfast
  • Extremely well kept

Cons

  • Dinner only served Wednesday through Saturday
  • No coffee or tea in rooms
  • A bit stuffy
21 West Rd., Bennington, VT, 05201, USA
802-447–3500
Hotel Details
11 rooms
Free Breakfast

Quick Facts

  • $$

Something incorrect in this review?

The Eddington House Inn

$ | 21 Main St., Bennington, VT, 05257, USA

In the heart of North Bennington, just around the corner from three covered bridges and Bennington College, this impeccably maintained, 18th-century three-bedroom house is a great value. One room has a four-poster bed, a double shower, and great light. Ask about the midweek dinner package, another excellent deal.

Pros

  • Budget prices for a great B&B
  • "endless desserts" in dining room 24 hours a day
  • Summer guest passes to Lake Paran

Cons

  • Slightly off usual tourist track
  • Only three rooms so it fills up fast
  • No front desk or after-hours reception
21 Main St., Bennington, VT, 05257, USA
802-442–1511
Hotel Details
3 suites
Free Breakfast

Quick Facts

  • $

Something incorrect in this review?

The Hardwood Hill

$ | 864 Harwood Hill Rd., Bennington, VT, 05201, USA

Built in 1937, this fully renovated roadside motel has been given a distinct artsy, boutique upgrade by a foursome of new owners, three of whom are working artists, which translates into a sculpture garden out front, regular workshops by a resident artist, and performances on the red stage on the vast, hammock-dappled back lawn. Rooms are constrained to historical dimensions, but feel fresh, modern, and modestly stylish.

Pros

  • Farmhouse suite with stunning views
  • Good value for cost
  • “arts package” includes tickets and discounts at local sights

Cons

  • Must drive to town
  • Rooms somewhat small
  • No restaurant or dining area
864 Harwood Hill Rd., Bennington, VT, 05201, USA
802-442–6278
Hotel Details
17 rooms
Free Breakfast

Quick Facts

  • $

Something incorrect in this review?

Recommended Fodor's Video

South Shire

$$ | 124 Elm St., Bennington, VT, 05201, USA

Originally built for banker Louis A. Graves, this beautiful Victorian is a cozy and intimate B&B that looks like a regular house from the outside. Grab a book from the library and read while relaxing on the couch by the fireplace in the winter, or enjoy the summer breeze on the porch with a nice cup of coffee in the morning. The bedrooms are filled with classic, old-school charm with vintage pieces and colorful wallpaper giving each room unique character.

Pros

  • Set back from crowds
  • Upscale Thai restaurant on-site
  • Plenty of character

Cons

  • Breakfast offered but not included
  • Not within walking distance of much
  • Small-scale property
124 Elm St., Bennington, VT, 05201, USA
802-447--3839
Hotel Details
9 rooms
Free Breakfast

Quick Facts

  • $$

Something incorrect in this review?

Not finding what you're looking for?

We've got a few suggestions for nearby spots.
$$ Arlington

West Mountain Inn13.6 miles away

144 W. Mountain Inn Rd., Arlington, Vermont, 05250, USA
We recommend 3 Hotels in Arlington
$ Arlington

The Arlington Inn & Spa13.7 miles away

3904 Rte. 7A, Arlington, Vermont, 05250, USA
We recommend 3 Hotels in Arlington
$$ Arlington Fodor's Choice

Hill Farm Inn16.4 miles away

458 Hill Farm Rd., Sunderland, Vermont, 05250, USA
We recommend 3 Hotels in Arlington
$$$ Wilmington

Grand Summit Resort16.5 miles away

39 Mt. Snow Rd., Wilmington, Vermont, 05356, USA
We recommend 2 Hotels in Wilmington
$$ Wilmington

Deerhill Inn18.2 miles away

14 Valley View Rd., Wilmington, Vermont, 05356, USA
We recommend 2 Hotels in Wilmington