A snow-covered town with a river running through it, surrounded by mountains and trees.

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

Exterior

Shelburne Springs

Shelburne Springs
2.0 star property
Shelburne
The price is €407
includes taxes & fees
20 Jul - 21 Jul
Shelburne Springs
Deluxe Room, 1 Queen Bed, Valley View

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.0 out of 10, Wonderful, (24 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is €119
includes taxes & fees
12 Jul - 13 Jul
Windmill Motel Restaurant
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (926 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is €124
includes taxes & fees
12 Jul - 13 Jul
Latchis Hotel
Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,013 reviews)
The price is €113
includes taxes & fees
20 Jul - 21 Jul
Keene Elm City Hotel, an Ascend Collection Hotel
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (2 reviews)
"A delightful stay at this beautiful, well-kept historic inn! The room and common areas were beautifully furnished and the cleanliness and amenities were comforting. The staff were knowledgeable, gracious, and helpful. We’ll be back!"
United States
Paula
The price is €279
includes taxes & fees
14 Jul - 15 Jul
Deerfield Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (356 reviews)
"Great breakfast!"
United States
Billie
The price is €152
includes taxes & fees
14 Jul - 15 Jul
Colonel Williams Inn
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (141 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is €156
includes taxes & fees
13 Jul - 14 Jul
Blooming Inn
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (173 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is €136
includes taxes & fees
19 Jul - 20 Jul
The Burrell House
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,007 reviews)
"A little overpriced but a good stay"
United States
David
The price is €123
includes taxes & fees
22 Jul - 23 Jul
Hampton Inn Brattleboro
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (376 reviews)
"Fantastic breakfast!"
United States
allisha
The price is €159
includes taxes & fees
23 Jul - 24 Jul
The Inn At Crumpin Fox
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
"Staff was very professional and friendly"
Ramica 4-night trip
Posted 14 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

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 7 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 Winchester Speedpark, New England Sweetwater Farm & Distillery and Conant Public Library. A couple of additional sights to add to your itinerary are Loring Field and Bennett Gorge.
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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