Find Romantic Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Romantic Hotels

Tonight
Nov 30 - Dec 1
Tomorrow
Dec 1 - Dec 2
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Old Town Winchester Romantic Hotels

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1007)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is NT$3,976
NT$4,505 total
includes taxes & fees
Dec 1 - Dec 2
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1011)
"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."
United States
Dennis
The price is NT$3,114
NT$3,466 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Front Royal
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (770)
"Clean room, nice area, friendly staff "
United States
chad
The price is NT$3,175
NT$3,455 total
includes taxes & fees
Dec 7 - Dec 8
SpringHill Suites by Marriott Winchester
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1006)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NT$3,758
NT$4,239 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Restaurant
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (515)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is NT$3,767
NT$4,533 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Charles Town - Hollywood Casino
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is NT$5,619
NT$7,078 total
includes taxes & fees
Dec 3 - Dec 4
Hillbrook Inn
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (506)
"Great hotel"
United States
DONNA D
The price is NT$2,997
NT$3,396 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Winchester
Terrace/patio
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
The price is NT$9,386
NT$10,353 total
includes taxes & fees
Dec 2 - Dec 3
L'Auberge Provencale Inn & Restaurant
Bar (on property)
Wayside Inn

Wayside Inn

3.5 star property
Middletown
9.2 out of 10, Wonderful, (416)
"Historic inn. "
United States
David
The price is NT$3,574
NT$4,256 total
includes taxes & fees
Dec 1 - Dec 2
Wayside Inn
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
9.2 out of 10, Wonderful, (842)
"The hotel was clean, and the staff was friendly. "
United States
Brett
The price is NT$3,240
NT$3,670 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Winchester N/Conference Center, 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.
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Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"It was great"
Lisa 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Winchester

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Frequently asked questions

Searching for romantic hotels in Old Town Winchester?
Are you looking for a romantic vacation? Our guests also love Old Town Winchester for its array of dining options and interesting historical sites. If you'd like to explore some of the area's notable sights, you might make a stop by Bright Box Theater, Shenandoah Valley Discovery Museum, or Old Court House Civil War Museum. If you'd like to stay close to a particular destination, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Old Town Winchester?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Old Town Winchester has to offer. Couples looking for a little of everything will enjoy Old Town Winchester for its restaurants, bars, and shopping. If you want to spend a day exploring, you might consider a stop at Bright Box Theater, Shenandoah Valley Discovery Museum, or Old Court House Civil War Museum.