Photo by Donny Campos

Find Historic Hotels in Winchester, NH

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Historic Hotels

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Winchester Historic Hotels

Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (163)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is AED 664
AED 721 total
includes taxes & fees
20 Nov - 21 Nov
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.
9.8 out of 10, Exceptional, (27)
"My stay was what I wanted – quiet and time to study and pray. The town has many beautiful brick buildings and quaint shops for shopping. I thoroughly enjoyed my stay."
United States
Betty D.
The price is AED 314
AED 620 total
includes taxes & fees
3 Nov - 4 Nov
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
10.0 out of 10, Exceptional, (8)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
United States
Evan C.
The price is AED 752
AED 919 total
includes taxes & fees
29 Oct - 30 Oct
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
10.0 out of 10, Exceptional, (38)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
United States
Evan T.
The price is AED 877
AED 1,071 total
includes taxes & fees
29 Oct - 30 Oct
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.
View all properties

Top Winchester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Best value in New England! Staff is supportive and site is super clean. Decor is nice. Comfy beds. Subpar breakfast but who cares?! Free coffee, and the food is a bonus... and again, you can't beat the value!"
Travis 1-night trip
Posted 18 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Explore a world of travel with Expedia

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 Pisgah State Park, New England Sweetwater Farm & Distillery, and Rhododendron State Park. A couple of additional sights to add to your agenda are Ashuelot River and Conant Public Library.
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.