Find Romantic Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Romantic Hotels

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, (1006)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is AED 465
AED 527 total
includes taxes & fees
19 Nov - 20 Nov
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, (1005)
"Well located and very clean!"
United States
Odile
The price is AED 364
AED 406 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Front Royal
1 bedroom, pillowtop beds, desk, laptop workspace
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (763)
"Clean room, nice area, friendly staff "
United States
chad
The price is AED 393
AED 428 total
includes taxes & fees
7 Dec - 8 Dec
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, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is AED 389
AED 440 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had an amazing day at the Hillbrook Inn. I recommend this to anybody who would like a quiet serene stay. Staff is wonderful and the food is amazing. "
United States
Karley
The price is AED 618
AED 784 total
includes taxes & fees
14 Dec - 15 Dec
Hillbrook Inn
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, (508)
"Fun trip "
United States
Arthur
The price is AED 712
AED 835 total
includes taxes & fees
14 Nov - 15 Nov
The Inn at Charles Town - Hollywood Casino
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (502)
"Good stay"
United States
Keishun
The price is AED 351
AED 397 total
includes taxes & fees
23 Nov - 24 Nov
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, (172)
"Wonderful staff and service!"
United States
Eliel Constantine
The price is AED 1,087
AED 1,199 total
includes taxes & fees
16 Nov - 17 Nov
L'Auberge Provencale Inn & Restaurant
Bar (on property)
Wayside Inn

Wayside Inn

3.5 star property
Middletown
9.2 out of 10, Wonderful, (412)
"Historic inn. "
United States
David
The price is AED 418
AED 498 total
includes taxes & fees
23 Nov - 24 Nov
Wayside Inn
Terrace/patio
Large Glamper w/ Hot Tub and full bathroom-sleep 6

Large Glamper w/ Hot Tub and full bathroom-sleep 6

Capon Bridge
9.8 out of 10, Exceptional, (24)
"Had a great stsy. My only gripe would be the combination’s to the locks were reversed but we figured it out! Would definitely recommend!!"
United States
Joseph V.
The price is AED 313
AED 774 total
includes taxes & fees
20 Nov - 21 Nov
Large Glamper w/ Hot Tub and full bathroom-sleep 6
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
"Nice place "
Phillip 2-night trip
Posted 1 day 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.