2 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?

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?