Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Jul 5 - Jul 6
Next weekend Jul 10 - Jul 12

Top Winchester Romantic Getaways & Hotels

Get Rates
Smithfield Farm Bed and Breakfast

Smithfield Farm Bed and Breakfast

3.0 out of 5.0 568 Smithfield Lane, Berryville, VA
5/5
(1 Reviews)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a terrace, and a garden are also offered.
$89
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5.0 103 E Piccadilly St, Winchester, VA
4.1/5
(15 Reviews)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 5 conference rooms, as well as the business center and free WiFi in public areas. You'll appreciate the 24-hour fitness center, bar/lounge, and laundry facilities.
Get Rates
Celebration Retreat

Celebration Retreat

5.0 out of 5.0 440 Scenic Overlook Dr, Front Royal, VA
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. You'll appreciate the area shuttle, terrace, and garden.

Hotels in Winchester with Hot Tubs

$93
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 out of 5.0 141 Kernstown Commons Blvd, Winchester, VA
4.6/5
(34 Reviews)
Situated in Winchester, this hotel is 1.7 mi (2.7 km) from The Kernstown Battlefield and within 6 mi (10 km) of Shenandoah University and Rock Harbor Golf Course. Shenandoah Valley Discovery Museum and Bright Box Theater are also within 6 mi (10 km).
$96
Holiday Inn & Suites Front Royal Blue Ridge Shadows

Holiday Inn & Suites Front Royal Blue Ridge Shadows

3.0 out of 5.0 111 Hospitality Drive, Front Royal, VA
4.5/5
(20 Reviews)
Situated in Front Royal, this golf hotel is 0.6 mi (1 km) from Blue Ridge Shadows Golf Club and within 6 mi (10 km) of Jackson's Chase Golf Course and Bing Crosby Stadium. Warren Rifles Confederate Museum and Belle Boyd Cottage are also within 6 mi (10 km).
$89
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5.0 103 E Piccadilly St, Winchester, VA
4.1/5
(15 Reviews)
Located in the heart of Winchester, this spa hotel is within a 10-minute walk of Handley Regional Library and Shenandoah Valley Discovery Museum. Winchester Little Theater and Patsy Cline Historic House are also within 15 minutes.
Map

Recent Winchester Hotel Reviews By Fellow Wanderers

Winchester Romantic Hotels

Is your anniversary quickly approaching? Maybe you’re looking for the perfect honeymoon getaway? Or, has it just been too long since you and yours had some quality alone time away from the hectic schedule of everyday life? Take a steamy trip and stay at one of the most romantic hotels in Winchester.

Remember the feeling of first meeting your significant other? You were nervous and excited. It felt like talking to your first crush on the playground. Re-ignite those feelings with an unforgettable stay to one of the Winchester romantic hotels. Treat your loved one to a perfect day with breakfast in bed, a day at the spa and then a sultry dinner at a top restaurant in Winchester. After dinner, take a moonlit walk through one of the city’s beautiful parks, because nothing says romance like a stroll under the stars. Whether you have been together for a few weeks or 50 years, the romantic hotels in Winchester are the perfect weekend getaway for you and your loved one. 

You’ll also be feeling affectionate toward Travelocity when you browse our vast selection of accommodations that cater to couples. We have unbelievable deals on the best romantic hotels in Winchester, so you don’t have to worry about breaking the bank for your trip. Book now and let the honeymoon begin.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.