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Check availability on Charles Town Romantic Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Charles Town Romantic Hotels

Restaurant
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, (517)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is ₹10,798
₹12,994 total
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is ₹15,945
₹20,108 total
includes taxes & fees
8 Dec - 9 Dec
Hillbrook Inn
Pillow-top beds, desk, laptop workspace, blackout curtains
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (773)
"Clean room, courteous and professional staff. Great breakfast selections"
United States
Lauris
The price is ₹9,638
₹10,486 total
includes taxes & fees
14 Dec - 15 Dec
SpringHill Suites by Marriott Winchester
2 restaurants, breakfast, lunch, dinner served; American cuisine
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, (1006)
"Wonderful stay - staff was friendly and knowledgeable about the goings on in town for the holidays which helped plan our trip can’t wait to go back"
United States
Jeanette
The price is ₹11,398
₹12,913 total
includes taxes & fees
14 Dec - 15 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Snack bar
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)
"Great place to stay. Super clean and comfortable beds."
United States
Roy Allen
The price is ₹9,287
₹10,522 total
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn Winchester N/Conference Center, VA
In-room safe, desk, iron/ironing board, rollaway beds
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, (1004)
"Great stay! The king suite was spacious and clean! Would definitely stay at this location again. "
United States
Kaitlin
The price is ₹8,729
₹10,039 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Free daily buffet breakfast
Clarion Hotel & Conference Center Leesburg

Clarion Hotel & Conference Center Leesburg

2.5 star property
Leesburg
6.6 out of 10, (1001)
"Nice staff, easy access to area sights. Rooms are clean and comfortable."
United States
Aileen
The price is ₹7,573
₹8,709 total
includes taxes & fees
4 Jan - 5 Jan 2026
Clarion Hotel & Conference Center Leesburg
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (507)
"Great hotel"
United States
DONNA D
The price is ₹8,592
₹9,735 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Winchester
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 Charles Town Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great hotel and staff"
Kirk 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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Frequently asked questions

Searching for romantic hotels in Charles Town?
If you're in need a romantic escape, we'd like to help you plan for it. 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'd like to stay close to a particular destination, you can sort by neighbourhood or distance to top sights, 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, take a look at these details about year-round temperatures in Charles Town: The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Charles Town is 1198 mm.
What is there to do in Charles Town?
There's nothing better than experiencing 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 in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 10.7 mi (17.2 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.