Find Romantic Hotels in Winchester, VA

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Check availability on Winchester Romantic Hotels

Tonight
Jan 31 - Feb 1
Tomorrow
Feb 1 - Feb 2
Next weekend
Feb 6 - Feb 8
In two weeks
Feb 13 - Feb 15

Our top choices for Winchester romantic hotels

Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is ￥15,103
￥16,810 total
includes taxes & fees
Feb 15 - Feb 16
Hampton Inn Front Royal
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (805 reviews)
"Great stay!"
United States
Rene
The price is ￥16,402
￥17,845 total
includes taxes & fees
Mar 1 - Mar 2
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, (1,001 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is ￥14,944
￥16,484 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

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, (1,006 reviews)
"Great hotel!"
United States
CHARLES
The price is ￥19,396
￥21,975 total
includes taxes & fees
Feb 8 - Feb 9
The George Washington Hotel, A Wyndham Grand Hotel
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (421 reviews)
"Historic inn. "
United States
Anonymous traveler
The price is ￥11,027
￥13,692 total
includes taxes & fees
Feb 3 - Feb 4
Wayside Inn
Interior

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (517 reviews)
"Great hotel"
United States
DONNA D
The price is ￥14,623
￥16,568 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Winchester
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is ￥35,071
￥38,684 total
includes taxes & fees
Feb 5 - Feb 6
L'Auberge Provencale Inn & Restaurant
Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is ￥43,184
￥47,201 total
includes taxes & fees
Feb 18 - Feb 19
Glen Gordon Manor
Cookware/dishes/utensils

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (34 reviews)
"It was the perfect home away from home in a place that allowed our little family to take a breath of nature and just be. Close enough to many fun adventures. The amenities provided on the property also kept us very busy!"
United States
Brena H.
The price is ￥36,992
￥78,874 total
includes taxes & fees
Mar 3 - Mar 4
The Pond Cabin: Hot Tub & Stocked Pond
Restaurant

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, (858 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ￥16,200
￥18,354 total
includes taxes & fees
Feb 6 - Feb 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 Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Clean nice room Great location for restaurants "
Robert a. 1-night trip
Posted 3 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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?
Secret Gardens Carriage House is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a romantic stay include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed.
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 Patsy Cline Historic House 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.