Find Romantic Hotels in Winchester, VA

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Check availability on Winchester Romantic Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 26 - Sep 28
Next weekend
Oct 3 - Oct 5

Top Winchester Romantic Hotels

Celebration Retreat
Front of property

Celebration Retreat

5.0 star property
Celebration Retreat
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, (1013)
"Perfect location to visit for business or pleasure!"
The price is ￥18,695
￥21,181 total
includes taxes & fees
Oct 5 - Oct 6
The George Washington Hotel, A Wyndham Grand Hotel
Wayside Inn
Bar (on property)

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (406)
"Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. "
The price is ￥13,531
￥16,400 total
includes taxes & fees
Sep 28 - Sep 29
Wayside Inn
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
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2166)
"Would stay again if in the area. "
The price is ￥15,988
￥17,395 total
includes taxes & fees
Sep 28 - Sep 29
La Quinta Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1020)
"Great place to stay!"
The price is ￥13,827
￥15,045 total
includes taxes & fees
Sep 29 - Sep 30
Country Inn & Suites by Radisson, 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, (810)
"Very average property, great location."
The price is ￥16,185
￥18,338 total
includes taxes & fees
Oct 5 - Oct 6
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1011)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is ￥12,987
￥14,715 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Winchester-University/Mall Area
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Nice property and great location. "
The price is ￥17,899
￥20,186 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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.
View all properties

Top Winchester Hotel Reviews

Skyland

Skyland

10/10 Excellent
"Rustic on the outside and blends in with nature. Clean and tidy on the inside and looks to be recently renovated. Bathroom was clean and spacious. Beautiful view overlooking Luray at night. We plan to stay two nights next time. Front desk was efficient, polite and professional. "
Charles K 1-night trip
Posted 5 days ago
Skyland

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Frequently asked questions

Searching for romantic hotels in Winchester?
If you and your partner need a romantic escape, we'd like to help you plan for it. Couples choose Winchester for its scenic landscape and top-notch restaurants. If you're hoping to explore some cultural attractions while you're in town, Bright Box Theater or Winchester Little Theater make for a fun date night. Whether you'd like to get a couple's massage or watch the sunset from your balcony, there are 4 hotels and other accommodations in Winchester.
What's the best hotel for a couple visiting Winchester?
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a romantic stay include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic..
When is the best time of year for a romantic getaway to Winchester?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winchester: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What is there to do in Winchester?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. If you're hoping to see some of the area's cultural attractions, you and your partner will love Winchester for its interesting historical sites and major shopping area. You might think about stopping by Bright Box Theater, Shenandoah Valley Discovery Museum, or Winchester Little Theater while you're seeing the sights.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic trip get off to a smooth start: If you're looking to fly to Winchester, the closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 18 mi (28.9 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.