Find Romantic Hotels in Charles Town, WV

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Check availability on Charles Town Romantic Hotels

Our top choices for Charles Town romantic hotels

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is NT$4,960
NT$6,335 total
includes taxes & fees
Dec 16 - Dec 17
Hillbrook Inn

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
Charles Town
8.6 out of 10, Excellent, (523)
"Friendly staff, comfortable bed, convenient location "
United States
Kourtney
The price is NT$4,055
NT$4,853 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Charles Town - Hollywood Casino

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (782)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is NT$3,341
NT$3,635 total
includes taxes & fees
Dec 21 - Dec 22
SpringHill Suites by Marriott Winchester

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, (846)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is NT$3,219
NT$3,647 total
includes taxes & fees
Dec 22 - Dec 23
Hampton Inn Winchester N/Conference Center, VA

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, (1010)
"Great hotel!"
United States
CHARLES
The price is NT$3,951
NT$4,476 total
includes taxes & fees
Dec 22 - Dec 23
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG
2.5 star property
Leesburg
9.0 out of 10, Wonderful, (1002)
"Great stay! The king suite was spacious and clean! Would definitely stay at this location again. "
United States
Kaitlin
The price is NT$3,275
NT$3,767 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Leesburg - Historic District by IHG

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (510)
"Great hotel"
United States
DONNA D
The price is NT$2,978
NT$3,375 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Winchester

Clarion Hotel & Conference Center Leesburg

Clarion Hotel & Conference Center Leesburg
2.5 star property
Leesburg
6.6 out of 10, (1002)
"The rooms and whole facility was immaculately clean. Upon check in the gentleman was extremely nice and helpful Everyone was Awesome from the desk clerk to the cleaning staff! I would definitely recommend if anywhere near this hotel!!10/10"
United States
Lonnie
The price is NT$2,678
NT$3,080 total
includes taxes & fees
Jan 4 - 2026/1/5
Clarion Hotel & Conference Center Leesburg
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.

Top Charles Town Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Charles Town?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Charles Town for its casinos and historic landmarks. If you'd like to explore some of the area's notable sights, you might make a stop by Hollywood Casino at Charles Town Races, Locust Hill Golf Course, or Sleepy Hollow Country Club. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Charles Town?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Charles Town: The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Charles Town is 47 inches.
What is there to do in Charles Town?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Charles Town has to offer. Couples looking to explore some cultural attractions will enjoy Charles Town for its casinos and historic landmarks. You might think about stopping by Hollywood Casino at Charles Town Races, Locust Hill Golf Course, or Sleepy Hollow Country Club while you're seeing the sights.
What's the best way to get to Charles Town and around town during my romantic getaway?
These transportation options in Charles Town might help your romantic trip go off without a hitch: If you're looking to fly to Charles Town, the closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 10.7 mi (17.2 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.