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Check availability on Winchester Romantic Hotels

Our top choices for Winchester romantic hotels

Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,101 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is AED 387
AED 421 total
includes taxes & fees
9 Jun - 10 Jun
Comfort Inn & Suites Winchester
Terrace/patio

Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV
3.0 star property
Martinsburg
9.8 out of 10, Exceptional, (553 reviews)
"Amazing hotel and staff. I will definitely return on my next vacation!"
Canada
Gary
The price is AED 434
AED 490 total
includes taxes & fees
31 May - 1 Jun
Home2 Suites by Hilton Martinsburg, WV
Free daily buffet breakfast

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,273 reviews)
"Friendly staff, clean spacious rooms, plenty of parking and a great breakfast. We enjoyed our stay here for sure!!"
United States
Natalie
The price is AED 426
AED 463 total
includes taxes & fees
24 May - 25 May
La Quinta Inn & Suites by Wyndham Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,024 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is AED 294
AED 333 total
includes taxes & fees
31 May - 1 Jun
Spark by Hilton Winchester
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (862 reviews)
"I'd vouch for them as if it was my Hotel, Very nice place to stay."
United States
Jhoan
The price is AED 389
AED 423 total
includes taxes & fees
2 Jun - 3 Jun
TRU By Hilton Winchester
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (858 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is AED 340
AED 370 total
includes taxes & fees
21 May - 22 May
Fairfield Inn & Suites by Marriott Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,463 reviews)
"This was my first stay at a Microtel and i was very impressed wirh the design and how well sound was controlled. I'll definitely stay again. "
United States
Carol
The price is AED 353
AED 384 total
includes taxes & fees
25 May - 26 May
Microtel Inn & Suites by Wyndham Winchester
Rooftop terrace

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,002 reviews)
"Definitely a nice place to stay"
United States
Shannon
The price is AED 448
AED 506 total
includes taxes & fees
28 May - 29 May
Holiday Inn Express Charles Town by IHG
Buffet

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.4 out of 10, Exceptional, (790 reviews)
"Excellent location"
United States
Ricardo
The price is AED 404
AED 452 total
includes taxes & fees
31 May - 1 Jun
Hilton Garden Inn Martinsburg
Exterior

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,004 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is AED 344
AED 374 total
includes taxes & fees
8 Jun - 9 Jun
Country Inn & Suites by Radisson, Winchester, 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

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

8/10 Good
"This is a beautiful old hotel. The grounds are so well maintained and beautiful. We stayed in the Theodore Roosevelt room, which was lovely with a sitting room. My only complaint was that the couch and chair were not usable. They were extremely uncomfortable., so we didnt really get to enjoy the sitting room."
Katherine 3-night trip
Posted 2 days ago
Mimslyn Inn Historic Hotels Of America

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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?
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 Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed 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 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.