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Check availability on Winchester Historic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Winchester Historic Hotels

The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (156)
"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "
The price is 5.008.327 ₫
5.434.035 ₫ total
includes taxes & fees
9 Oct - 10 Oct
The Carriage Barn Inn
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.
View all properties

Top Winchester Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "
Joycelyn 2-night trip
Posted 6 days ago
Latchis 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 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 Pisgah State Park, New England Sweetwater Farm & Distillery and Rhododendron State Park. A couple of additional sights to add to your itinerary are Ashuelot River and Conant Public Library.
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.