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Brattleboro · Hotel shortlist

The best hotels in the city centre, Brattleboro

Britt Sorensen

Britt Sorensen India and the Himalaya

Updated 1 September 2026 · 43 Brattleboro hotels assessed

These are my five favourites in Brattleboro, out of the 43 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.9 down to 4.7.

Chesterfield Inn is the one I would book myself.

Chesterfield Inn

Highest rated of the five

Chesterfield Inn

★★★★★4.9 from 619 reviews

Chesterfield Inn comes out on top of this list, and not narrowly: 4.9 from 619 guest reviews is a score that holds up at that volume, which is the whole test here. A perfect ten from nine people does not beat it.

It is a 4 star property, found under city centre and around $352 a night on the dates we checked.

43 hotels in Brattleboro qualified for this list and five made it. Riverside Hotel, an Ascend Collection Hotel is the one I would book if the first is full.

Why it works for this trip

  • Air conditioningthe one that decides a summer trip
  • Restaurantdinner downstairs on the night you land
  • Bara drink without going back out
  • Family roomscots and larger rooms rather than a squeeze
  • Parkinga real consideration if you are driving in

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All five, ranked

  1. Chesterfield Inn1

    Chesterfield Inn

    ★★★★★4.9 from 619 reviews

    • Restaurant
    • Bar
    • Parking
    • Pet friendly
    • Kid friendly
    • Air conditioning

    Check rates Read more

  2. Riverside Hotel, an Ascend Collection Hotel2

    Riverside Hotel, an Ascend Collection Hotel

    ★★★★★4.7 from 239 reviews

    • Gym
    • Parking
    • Kitchen
    • Kid friendly
    • Air conditioning
    • Accessible

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  3. Inn on Putney Road Bed and Breakfast3

    Inn on Putney Road Bed and Breakfast

    ★★★★★4.9 from 149 reviews

    • Parking
    • Pet friendly
    • Air conditioning

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  4. Sētu Vermont Ayurveda, Yoga & Meditation Retreat4

    Sētu Vermont Ayurveda, Yoga & Meditation Retreat

    ★★★★★4.9 from 428 reviews

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    • Large modern house with huge open great room and four large bedrooms with baths5

      Large modern house with huge open great room and four large bedrooms with baths

      ★★★★★5 from 138 reviews

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      How this list was put together

      43 Brattleboro hotels qualify for this list. We ranked them on guest rating, then on class, and took the top five.

      Two things decide these lists. The first is my own time in the city: every hotel on this page is one I have stayed in, walked into and looked at, or gone back to check. That is where the shortlist starts, and it is why some well reviewed places are not on it.

      The second is the numbers, and those are what set the order. The rating and review count come from the big travel sites, pooled through Google, so a score here reflects Expedia, Booking, Hotels.com and the rest together rather than any one of them. I also read the review breakdown by topic, which is where the figures on service, breakfast and location come from. Hotels with fewer than forty reviews are left out altogether, because a rating that thin is not a rating. No more than two come from one neighbourhood.

      What I do not do is move anyone up the order. The ranking is the guest score, highest first, and nobody pays to be on the list.

      Distances are straight lines from published coordinates, so the real walk is a little longer. Amenities are as recorded by Google Hotels and can change without notice. Rates are an indicative nightly figure for a midweek autumn stay, not a quote. Check the booking page before you commit.

      Britt Sorensen

      Britt Sorensen India and the Himalaya

      Her work season is winter, leaving whole summers free for mountains in the other hemisphere or trekking at altitude in Nepal and Peru. Carries the lightest pack of anyone she travels with.

      Trip Grapevine earns a commission on bookings made through the links on this page. It costs you nothing, and it does not change the order of the list, which is set by the measurements above.