Find Historic Hotels in Winchester, VA

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Check availability on Winchester Historic Hotels

Check prices for these dates

Tonight
Jul 12 - Jul 13
Tomorrow
Jul 13 - Jul 14
Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

Top Winchester Historic Hotels

Wayside Inn
Serves dinner and happy hour

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. "
$107 nightly
The price is $118
Jul 20 - Jul 21
Total includes taxes and fees
Wayside Inn
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Great location and clean hotel"
$127 nightly
The price is $144
Jul 20 - Jul 21
Total includes taxes and fees
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
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (734)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
$97 nightly
The price is $105
Jul 17 - Jul 18
Total includes taxes and fees
Fairfield Inn & Suites by Marriott Winchester
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1003)
"Nice and close to sightseeing places."
$70 nightly
The price is $76
Jul 13 - Jul 14
Total includes taxes and fees
Red Roof Inn Winchester, VA
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (780)
"Well kept, clean, good breakfast."
$118 nightly
The price is $134
Jul 19 - Jul 20
Total includes taxes and fees
Hampton Inn Winchester N/Conference Center, VA
Motel 6 Front Royal, VA
Lobby

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (476)
"This is a great location! "
$65 nightly
The price is $72
Jul 13 - Jul 14
Total includes taxes and fees
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
Porch

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. "
$99 nightly
The price is $112
Jul 27 - Jul 28
Total includes taxes and fees
Hampton Inn Winchester-University/Mall Area
Motel 6 Winchester, VA
Coffee service

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1004)
"Great for an overnight stay. Clean room. Needs comfortable chairs."
$64 nightly
The price is $73
Jul 16 - Jul 17
Total includes taxes and fees
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.

Frequently asked questions

What should I expect on my historical trip to Winchester?
Visitors love the fascinating history they can explore on a trip to Winchester. The array of shops and top-notch restaurants are some of the places to visit while you're here. You can also discover the theater scene during your vacation in this vibrant area.
What's the best hotel in Winchester to be near historical sites?
Based on our travel expertise, Secret Gardens Carriage House is a top guesthouse on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. The Kernstown Battlefield is a short 3-minute drive away. If you're interested in local history, another option for your trip is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed.
How many historically relevant hotels will I find in Winchester?
In Winchester, you'll find 73 hotel accommodations 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, Museum of the Shenandoah Valley, and Winchester Little Theater. A couple of additional sights to add to your agenda are Shenandoah Valley Discovery Museum and Jim Barnett Park.
What is a historic hotel like in Winchester?
Guests who choose a historic hotel can stay someplace that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to place more significance on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value and how it shaped the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Winchester, it doesn't mean you will stay in a place that's rundown or uncomfortable for guests.