Search Hotels with Pool in Charles Town

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Charles Town Hotels with Pool

Our top choices for Charles Town hotels with a pool

Indoor pool
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town
2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1003)
"Quick check in friendly staff"
United States
Thomas
The price is 2.672.791 ₫
2.993.525 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Charles Town
Outdoor pool
Holiday Inn Express Charles Town by IHG

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, (1003)
"Nice place to stay "
United States
Wendy
The price is 2.604.393 ₫
2.942.964 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Charles Town by IHG
Indoor pool
Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town
3.0 star property
Charles Town
9.6 out of 10, Exceptional, (805)
"It was very nice, clean, and convenient. Will stay there again "
United States
Melony
The price is 3.388.342 ₫
3.794.944 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Home2 Suites by Hilton Charles Town
Indoor pool
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (770)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is 1.873.058 ₫
2.037.887 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
TRU By Hilton Winchester
Indoor pool
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1381)
"Clean nice room with a hot breakfast, a lot nicer then other places in Winchester especially for the price. Highly recommend "
United States
Curtis
The price is 1.957.241 ₫
2.129.479 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Indoor pool
Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.2 out of 10, Wonderful, (747)
"Yes, excellent stay!"
United States
Joan
The price is 2.511.792 ₫
2.813.208 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Martinsburg
Indoor pool
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1005)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is 1.841.490 ₫
2.082.462 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool
Country Inn & Suites by Radisson, Winchester, VA

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, (1004)
"Have stayed here multiple times -always good"
United States
Robert
The price is 2.202.422 ₫
2.396.235 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Seasonal outdoor pool
Hampton Inn Martinsburg

Hampton Inn Martinsburg

Hampton Inn Martinsburg
2.5 star property
Martinsburg
8.6 out of 10, Excellent, (1014)
"amazing stay super clean and not super busy"
United States
Amber
The price is 2.188.742 ₫
2.473.279 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Martinsburg
Seasonal outdoor pool
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"Great stay"
United States
Jaron
The price is 1.990.125 ₫
2.165.255 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality 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.
View all properties

Top Charles Town Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What is there to see and do in Charles Town?
Take in the natural beauty with a stop at Shenandoah River. During your stay, visit sights such as Charles Town Library, Hollywood Casino at Charles Town Races and Locust Hill Golf Course. Visitors have positive things to say about the first-class casinos in Charles Town.
When is the best time to book a hotel with a pool in Charles Town?
You may want to think about accommodation that offers an outdoor pool if you're planning to visit Charles Town in the warmest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temp is 3°C.