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

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Winchester historic hotels

TV, books
Shower, eco-friendly toiletries, hair dryer
3 bedrooms, WiFi
Coffee/tea maker, fridge, microwave, oven

1. 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
United States
Kelly
€288
includes taxes & fees
26 Aug - 27 Aug
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Property grounds
Interior
Dining
TV, books

2. 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
United States
Sean M.
€404
includes taxes & fees
8 Sept - 9 Sept
Entire Farmhouse with lots of open space 15 min north of Keene
View all properties

Top Winchester Hotel Reviews

Latchis Hotel

Latchis Hotel

8/10 Good
"The room was very clean and the staff was amazing but the proximity of the hotel makes it hard to sleep in the morning. It’s at a very busy intersection, and the train comes through and blasts its horn early in the morning.It is a great place to stay, but if you want to sleep in, it’s not the right place for you."
Michelle 2-night trip
Posted 11 hours ago
Latchis Hotel
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

8/10 Good
"Basic room. Felt a little dated. Breakfast was amazing."
Jessica 1-night trip
Posted 18 hours ago
Hampton Inn & Suites Greenfield
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"The room was clean and stocked with the amenities expected, including a fridge and a microwave. Staff was very helpful and kind on check in. Breakfast was a standard continental. Not the best food but there was an array of options."
Samantha 1-night trip
Posted 1 day ago
Keene Elm City Hotel, an Ascend Collection Hotel
Colonial Motel

Colonial Motel

8/10 Good
"X"
Steven 1-night trip
Posted 1 day ago
Colonial Motel
The Putney Inn

The Putney Inn

8/10 Good
"I would recommend the Putney inn"
Donna 1-night trip
Posted 2 days ago
The Putney Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Staff were extremely friendly. The whole place was clean. Hit tub was really a whirlpool..movement but no bubbles. So nice and warm though. Great stay!!"
Deborah 2-night trip
Posted 4 days ago
Hampton Inn Brattleboro
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

8/10 Good
"Clean room, very nice front desk staff. Breakfast was good - nice variety and the coffee machine delivered great fresh coffee. It was worth paying the extra cost for this hotel vs the others in the area that seemed a bit sketchy."
David 1-night trip
Posted 9 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"The front desk staff were friendly and engaged, the room was clean. That’s all we needed."
Morgan 1-night trip
Posted 11 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 6 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, Pisgah State Park and Birch Point. A couple of additional sights to add to your itinerary are Cass Pond and New England Sweetwater Farm & Distillery.
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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