Romantic Hotels in Winchester, VA
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Featured Winchester Romantic Getaways & Hotels

Celebration Retreat
440 Scenic Overlook Dr, Front Royal, VA
This vacation home features free WiFi in public areas, spa services, and a terrace. There's free parking, and an airport shuttle (available 24 hours) for USD 150.00 per vehicle roundtrip. Staff members are on hand to provide concierge services and luggage storage. Other amenities at this luxury vacation home include laundry facilities, a picnic area, and barbecue grills.

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
The price is $144 total per night
$144 total
per night
Aug 4 - Aug 5
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a business center.

Wayside Inn
7783 Main St, Middletown, VA
The price is $126 total per night
$126 total
per night
Aug 4 - Aug 5
Wayside Inn features free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. Additional amenities include a library, a terrace, and a reception hall.

Hotel Strasburg
213 S. Holliday Street, Strasburg, VA
Hotel Strasburg features free WiFi in public areas, conference space, and coffee in a common area. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Other amenities at this historic hotel include free newspapers, wedding services, and a TV in a common area.

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
The price is $105 total per night
$105 total
per night
Sep 1 - Sep 2
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a business center, and express check-out.

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
The price is $104 total per night
$104 total
per night
Aug 6 - Aug 7
At Country Inn & Suites by Radisson, Winchester, VA, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a 24-hour business center, and a library.

Hampton Inn Winchester N/Conference Center, VA
1204 Berryville Avenue, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
The price is $129 total per night
$129 total
per night
Aug 11 - Aug 12
At Hampton Inn Winchester N/Conference Center, VA, guests have access to a gym, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include a conference center, a 24-hour business center, and a seasonal outdoor pool.

Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
The price is $92 total per night
$92 total
per night
Sep 1 - Sep 2
At Hampton Inn Winchester-University/Mall Area, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive, Front Royal, VA
Free Cancellation
Reserve now, pay when you stay
The price is $133 total per night
$133 total
per night
Aug 10 - Aug 11
At DoubleTree by Hilton Front Royal Blue Ridge Shadows, guests enjoy a golf course, an indoor pool, and a 24-hour gym. Free parking is included with your stay. Multilingual staff at the 24-hour front desk can assist with securing valuables, concierge services, and luggage storage. Other amenities at this golf hotel include free WiFi in public areas, a hot tub, and a conference center.
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.
Couples getaways in Winchester
Time out with your partner in a fancy abode. Meals by candlelight and sparkling Champagne. Sounds like a dream, don't you think? If you're in the mood for a romantic break, organize your escape in Winchester. It's the perfect location for doting couples.
Romantic places to visit in WinchesterCan't wait to head out and make beautiful new memories with your loved one? Check out these romantic attractions that make for the perfect date:
- Looking to take your darling someplace new while you're in town? A trip to Twin Oaks Tavern Winery is bound to impress!
- Another place worth noting on your itinerary is Dickey Ridge Trail. Many lovebirds enjoy their time there together.
- Why not take a look around Cheester Gap Cellars while you're hanging out in the area? It's very popular with tourists and locals alike.
- Finally, if you've got some spare time, you and your loved one really ought to swing by 612 Vineyard.
Winchester hotels essential information
Accommodation | 1,994 hotels |
---|---|
Lowest Price | $92 |
Highest Price | $144 |
Popular hotels | Celebration Retreat, The George Washington Hotel, A Wyndham Grand Hotel, Wayside Inn, Hotel Strasburg, La Quinta Inn & Suites by Wyndham Winchester, Country Inn & Suites by Radisson, Winchester, VA, Hampton Inn Winchester N/Conference Center, VA, Hampton Inn Winchester-University/Mall Area, DoubleTree by Hilton Front Royal Blue Ridge Shadows |
Recent Romantic Getaways & Hotels Reviews

La Quinta Inn & Suites by Wyndham Winchester
5/5 Excellent
Great facility!
"Very comfortable room. Staff was great! "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
Posted 2 days ago
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