Find Historic Hotels in Winchester, VA

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Top 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 AED 366
AED 441 total
includes taxes & fees
27 Jul - 28 Jul
Wayside Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Great location and clean hotel"
The price is AED 465
AED 527 total
includes taxes & fees
27 Jul - 28 Jul
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, (740)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is AED 356
AED 387 total
includes taxes & fees
31 Jul - 1 Aug
Fairfield Inn & Suites by Marriott Winchester

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1005)
"Nice and close to sightseeing places."
The price is AED 257
AED 280 total
includes taxes & fees
27 Jul - 28 Jul
Red Roof Inn Winchester, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (783)
"Beautiful landscaping, very welcoming and kind staff, nice breakfast and sitting area, great option of room with full size refrigerator!"
The price is AED 434
AED 492 total
includes taxes & fees
29 Jul - 30 Jul
Hampton Inn Winchester N/Conference Center, VA

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (478)
"This is a great location! "
The price is AED 239
AED 266 total
includes taxes & fees
27 Jul - 28 Jul
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, (1001)
"Clean, friendly, comfortable bed and decent hot breakfast & fresh fruit. "
The price is AED 402
AED 456 total
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 AED 235
AED 266 total
includes taxes & fees
27 Jul - 28 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

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. Patsy Cline Historic House is a short 4-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, Winchester Little Theater, and Museum of the Shenandoah Valley. 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.