Historic Hotels & Resorts in Winchester from NZ$120

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Historic Hotels

Next weekend
In two weeks

Best Winchester Historic Hotels

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is NZ$179
includes taxes & fees
27 July - 28 July
Wayside Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1009)
"Great location and clean hotel"
The price is NZ$238
includes taxes & fees
27 July - 28 July
The George Washington Hotel, A Wyndham Grand Hotel

Hotel Strasburg

3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (741)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NZ$175
includes taxes & fees
7 Aug - 8 Aug
Fairfield Inn & Suites by Marriott Winchester

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1006)
"Nice and close to sightseeing places."
The price is NZ$126
includes taxes & fees
27 July - 28 July
Red Roof Inn Winchester, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (784)
"Beautiful landscaping, very welcoming and kind staff, nice breakfast and sitting area, great option of room with full size refrigerator!"
The price is NZ$206
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Winchester N/Conference Center, VA

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (479)
"This is a great location! "
The price is NZ$120
includes taxes & fees
27 July - 28 July
Motel 6 Front Royal, VA

Clarion Inn & Conference Center

2.5 star property
7.8 out of 10, Good, (952)
"Great location and staff... spacious and clean will definitely be back "
Clarion Inn & Conference Center

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Clean, friendly, comfortable bed and decent hot breakfast & fresh fruit. "
The price is NZ$206
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Winchester-University/Mall Area

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1003)
"Staff is friendly yet professional. I travel with my service dog and they make a big fuss over her with treats and kindness. Nothing better than having animal lovers run a clean, safe and affordable motel."
The price is NZ$120
includes taxes & fees
30 July - 31 July
Motel 6 Winchester, VA
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.

Top Winchester Hotel Reviews

Frequently asked questions

What should a history buff expect from a stay in Winchester?
Visitors love the significant historical sites they discover on a trip to Winchester. The major shopping area and top-notch restaurants are some of the places to visit while you're here. You can also discover the theatre scene during your holiday to this vibrant area.
What's the best accommodation in Winchester to absorb the local history?
Based on our travel expertise, Secret Gardens Carriage House is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. Patsy Cline Historic House is a short 4-minute drive away. If you're interested in local history, another option for your stay is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed.
How many historically relevant hotels are located in Winchester?
Winchester has 73 hotels bookable on Expedia, including 3 designated as historic hotels or close to historic sites.
What are the top historical sites and other places in Winchester?
Winchester is notable for landmarks like Patsy Cline Historic House, The Kernstown Battlefield and Stonewall Jackson's Headquarters. Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. A couple of additional sights to add to your itinerary are Shenandoah Valley Discovery Museum and Jim Barnett Park.
What is a historic hotel like in Winchester?
By choosing a historic hotel, you can sleep in a place that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
These terms are similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasise the architecture and building. Mainly a heritage hotel draws meaning from the place's cultural value and how it influenced the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Visitors should expect the popular 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 will stay in a place that's uncomfortable for guests or rundown.