Winchester Hotel Guide - Historic Hotels in Winchester, New Hampshire

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Check availability on Winchester Historic Hotels

Our top choices for Winchester historic hotels

Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is €119
includes taxes & fees
11 Jan - 12 Jan
The Carriage Barn Inn
Exterior detail
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.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (31 reviews)
"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"
United States
Mark
The price is €136
includes taxes & fees
11 Jan - 12 Jan
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

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is €220
includes taxes & fees
11 Jan - 12 Jan
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Property grounds
Entire Farmhouse with lots of open space 15 min north of Keene

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 reviews)
"Lovely place would definitely book again"
United States
Sean M.
The price is €275
includes taxes & fees
11 Jan - 12 Jan
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Great staff"
Daniel 3-night trip
Posted 5 days ago
Comfort Inn & Suites Brattleboro I-91

Frequently asked questions

What can a history buff expect from a stay in Winchester?
The historical sites in Winchester are likely at the top of your sightseeing list. Why not appreciate the lakeside during your visit?
How many historically relevant hotels are located in Winchester?
In Winchester, you'll find 8 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical sites and other places to visit in Winchester?
Favourite places to visit include New England Sweetwater Farm & Distillery, Bennett Gorge and Pisgah State Park. A couple of additional sights to add to your itinerary are Cass Pond and Barden State Wildlife Management Area.
What is a historic hotel like in Winchester?
Historic hotels give guests a chance to stay in a building that has been officially recognised with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces, grand homes or even old police stations, pubs, lodges or skyscrapers — as long as it's of special interest. These types of hotels in Winchester typically preserve authentic elements like traditional architecture and period features in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. "Historic hotel" is a term often used in the US, while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the architecture and actual building. Mainly heritage hotels draw meaning from the cultural value and how it inspired the community.
Do historic hotels in Winchester have modern facilities?
Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi and more. Booking a historic hotel in Winchester doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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