Find Historic Hotels in Winchester, NH

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Check availability on Winchester Historic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Winchester Historic Hotels

Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is SAR 478
SAR 519 total
includes taxes & fees
5 Jan - 6 January 2026
The Carriage Barn Inn
Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough
9.8 out of 10, Exceptional, (29)
"I had a great stay at Mary Anne and Ben’s place in Peterborough. The apartment was clean and comfortable, and the location cannot be beat."
United States
Joseph K.
The price is SAR 236
SAR 542 total
includes taxes & fees
6 Dec - 7 Dec
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

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

Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is SAR 768
SAR 939 total
includes taxes & fees
7 Dec - 8 Dec
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior detail
Entire Farmhouse with lots of open space 15 min north of Keene

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

Walpole
10.0 out of 10, Exceptional, (38)
"Lovely place would definitely book again"
United States
Sean M.
The price is SAR 896
SAR 1,098 total
includes taxes & fees
7 Dec - 8 Dec
Entire Farmhouse with lots of open space 15 min north of Keene
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The customer service at this hotel is consistently exceptional. Every staff member is friendly, professional, and welcoming, creating an atmosphere that feels truly comfortable. The property is impeccably clean, and the breakfast offerings are always enjoyable. I have had an excellent experience during each of my visits, and I highly recommend this hotel to others"
qader 2-night trip
Posted 5 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

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Frequently asked questions

What can a history buff expect from a stay in Winchester?
The historical sites in Winchester are probably a big part of your travel plans. Why not appreciate the lakeside during your visit?
How many historically relevant hotels will I find in Winchester?
In Winchester, you'll find 6 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Winchester?
Favorite places to visit include Birch Point, Pisgah State Park, and New England Sweetwater Farm & Distillery. A couple of additional sights to add to your agenda are Winchester Speedpark and Bennett Gorge.
What is a historic hotel like in Winchester?
Historic hotels give guests the opportunity to stay in a building that has been officially recognized with a national historic designation. Historic hotels throughout the world can take the form of stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Winchester often preserve authentic characteristics like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to place more significance on the architecture and building. A heritage hotel draws meaning mainly from the cultural value and how it influenced the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, while interiors have safety features and modern conveniences. Visitors can expect the amenities from a contemporary hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Winchester, it doesn't mean you're choosing a place that's rundown or uncomfortable for guests.