The Best Historic Hotels in Brattleboro, VT from AED 1,339 in 2026

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Our top choices for Brattleboro historic hotels

Coffee/tea maker, fridge, microwave, oven

2 bedrooms, iron/ironing board, WiFi (free), bed sheets

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Eleanor D.

AED 624

AED 1,358 total

includes taxes & fees

31 Aug - 1 Sep

2. Entire Farmhouse with lots of open space 15 min north of Keene

Walpole

Sean M.

AED 1,251

AED 1,552 total

includes taxes & fees

30 Aug - 31 Aug

Shower, eco-friendly toiletries, hair dryer

3. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole

Kelly

AED 1,079

AED 1,339 total

includes taxes & fees

30 Aug - 31 Aug

4. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

AED 841

AED 1,781 total

includes taxes & fees

9 Sep - 10 Sep

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Top Brattleboro Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"it was great, breakfast was great, staff was great. We did not get to use the pool and/or the workout room due to length of our stay. We did ask for a later check out and were granted that so that was helpful"

Inn on Putney Road

10/10 Excellent

"Marie’s breakfast was amazing! I wish we could have stayed more than one night."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice place"

Hampton Inn Brattleboro

8/10 Good

"Very clean. Good full breakfast."

Best Western Plus Keene Hotel

8/10 Good

"Clean room breakfast was good"

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"It was good!"

Black Mountain Inn

10/10 Excellent

"Stayed here numerous times and always enjoyed and appreciated it. Thanks!"

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"As a single tired woman traveling, I was a little leery of Brattleboro, the gent who checked me in was very pleasant, the room was fine for a one nighter! My only “bummer” was that the coffee wasn’t working. But there was enough food all around the area to accommodate that !"

Colonial Motel

8/10 Good

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Frequently asked questions

What should I expect on my historical trip to Brattleboro?

You're likely already making plans to see the places with historical relevance during your trip to Brattleboro. Visit the ski slopes and shops while you're in town. You can also relish a trip to the top-notch restaurants.

How many historical hotels are located in Brattleboro?

In Brattleboro, there are 65 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.

What are the top historical places and other sights to visit in Brattleboro?

Brattleboro is notable for landmarks like Latchis Theatre, Epsilon Spires, and Creamery Covered Bridge. Cultural venues include The Stone Church, Brattleboro Museum & Art Center, and Hooker-Dunham Theater & Gallery. A couple of additional sights to add to your agenda are Brattleboro Common and Vermont Marketplace.

What is a historic hotel like in Brattleboro?

Guests who choose a historic hotel can spend a night or two someplace that has an officially recognized historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the communal spaces and guestrooms of such hotels in Brattleboro, giving a sense of history.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value and how it inspired the community.

Do historic hotels in Brattleboro have modern facilities?

Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Brattleboro, you won't be staying at a place that's uncomfortable or rundown.

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Find Historic Hotels in Brattleboro, VT

Change your mind

Treat yourself

Be picky

Check availability on Brattleboro Historic Hotels

Our top choices for Brattleboro historic hotels

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Entire Farmhouse with lots of open space 15 min north of Keene

3. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

4. A roomy remodeled retreat close to MassMoCA

Top Brattleboro Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Inn on Putney Road

Hotel Downstreet, an Ascend Collection Hotel

Hampton Inn Brattleboro

Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Black Mountain Inn

Travelodge by Wyndham Brattleboro VT

Colonial Motel

Frequently asked questions

Explore a world of travel with Expedia