Find Historic Hotels in Winchester, IN

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Historic Hotels

Tonight
Jul 26 - Jul 27
Tomorrow
Jul 27 - Jul 28
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Top Winchester Historic Hotels

Top Winchester Hotel Reviews

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

10/10 Excellent
"Pleasant experience"
Joann 1-night trip
Posted 3 days ago
Best Western Plus Richmond Indiana I-70

Frequently asked questions

What should a history buff expect from a stay in Winchester?
Significant historical sites in Winchester are likely at the top of your sightseeing list. While you're in town, why not also enjoy the many sights including the golf courses?
What's the best hotel in Winchester to be near historical sites?
Based on our travel expertise, Randolph Inn and Suites is a top hotel on Expedia for those interested in history, and it features free breakfast and free WiFi.
How many historical hotels are there in Winchester?
In Winchester, there are 2 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical sites and other places to visit in Winchester?
Winchester is notable for landmarks like Historic Shopping & Dining District of Winchester, Indiana. A couple of additional sights to add to your agenda are Winchester Golf Club and Winchester Speedway.
What is a historic hotel like in Winchester?
When you choose a historic hotel, you'll sleep someplace that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of such hotels in Winchester, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and actual building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Winchester have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found in a hotel should be available at a historic hotel. When you book a historic hotel in Winchester, don't worry that you'll be staying at a place that's uncomfortable or rundown.