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Check availability on Winchester Historic Hotels

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Winchester Historic Hotels

Wayside Inn
Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.

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 £80
includes taxes & fees
3 Aug - 4 Aug
Wayside Inn
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1011)
"Great location and clean hotel"
The price is £107
includes taxes & fees
31 Jul - 1 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Hotel Strasburg
Building design

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
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (743)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is £78
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Winchester
Red Roof Inn Winchester, VA
Relax in a spacious room with a large bed, comfortable seating area, and convenient desk space.

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1008)
"Nice and close to sightseeing places."
The price is £57
includes taxes & fees
3 Aug - 4 Aug
Red Roof Inn Winchester, VA
Hampton Inn Winchester N/Conference Center, VA
Welcome to our reception area, featuring a central desk, a refrigerated display case, and a patterned rug.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (786)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is £93
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Winchester N/Conference Center, VA
Motel 6 Front Royal, VA
Step into the hotel lobby, featuring a high ceiling and a staircase leading to the upper level. The reception desk is centrally located, surrounded by comfortable seating and framed informational posters.

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (480)
"This is a great location! "
The price is £54
includes taxes & fees
30 Jul - 31 Jul
Motel 6 Front Royal, VA
Clarion Inn & Conference Center
Restaurant

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
Welcome to Hampton Inn, featuring a symmetrical design with a flat roof and large windows.

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 £98
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Winchester-University/Mall Area
Motel 6 Winchester, VA
Relax in a cozy seating area with a kitchenette, perfect for a home away from home.

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1004)
"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 £54
includes taxes & fees
30 Jul - 31 Jul
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

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Excellent service, very quick check in. I requested a room change when i got to the room because i wanted a bathtub. By the time i got back downstairs, they had the new keys ready. "
Mary 2-night trip
Posted 1 day ago
Holiday Inn Winchester Se-Historic Gateway by IHG

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.