The Best Hotels with a Pool in Charles Town, WV from ￥16,220 in 2026

Q: What are some hotels with pools in Charles Town?

The Inn at Charles Town - Hollywood Casino : Hotel located near Hollywood Casino at Charles Town Races. Offers buffet, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Charles Town : Hotel, 14-minute walk from Hollywood Casino at Charles Town Races. Offers buffet, an outdoor pool, and free self parking. Hillbrook Inn : Hotel located near Hollywood Casino at Charles Town Races. Features daily, a pool, and complimentary wired internet access. Days Inn by Wyndham Charles Town/Harpers Ferry : Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Holiday Inn Express Charles Town by IHG : Features a health club, an indoor pool, and daily.

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Our top choices for Charles Town hotels with a pool

Holiday Inn Express Charles Town by IHG

Charles Town

Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.

￥18,942 total

includes taxes & fees

Jun 29 - Jun 30

Hampton Inn & Suites Charles Town

Charles Town

Take a dip in the pristine indoor pool at this Charles Town retreat, where aquatic relaxation meets comfortable luxury.

￥21,796 total

includes taxes & fees

Jun 21 - Jun 22

Home2 Suites by Hilton Charles Town

Charles Town

Splash into comfort at this Charles Town hotel with an inviting indoor pool and 24-hour fitness center.

￥23,313 total

includes taxes & fees

Jun 29 - Jun 30

Hampton Inn Winchester N/Conference Center, VA

Winchester

Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.

￥19,385 total

includes taxes & fees

Jun 14 - Jun 15

The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.

￥23,583 total

includes taxes & fees

Jun 16 - Jun 17

Courtyard by Marriott Winchester

Winchester

Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.

￥18,542 total

includes taxes & fees

Jun 22 - Jun 23

Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Scenic indoor pool provides year-round escape for travelers seeking relaxation after park adventures.

￥16,566 total

includes taxes & fees

Jul 2 - Jul 3

TRU By Hilton Winchester

Winchester

Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.

￥19,816 total

includes taxes & fees

Jun 14 - Jun 15

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Choose what matters most at hotels with a pool in Charles Town

Breakfast included

Hot tub

Top Charles Town Hotel Reviews

Travelodge by Wyndham Winchester

10/10 Excellent

"Good place in Winchester"

The George Washington Hotel, A Wyndham Grand Hotel

8/10 Good

"It may have been the number one hotel in town 30 years ago. Today, however, the balance between price and quality has shifted heavily toward the price, while the quality has unfortunately fallen behind. We stayed in a suite directly under the roof, and throughout our entire stay there was a loud banging noise every 35–45 minutes. The hotel was unable to eliminate the problem, which meant we were woken up repeatedly during the night. Not exactly ideal when attending a large family event and trying to get proper rest. It might be a good idea for the hotel to hire a professional to properly repair the issue instead of relying solely on the hotel handyman. I m not a typically complainer, but if you pay the monthly cost of a midclass car leasingrate per hotel night, you might expect, at least to have and undisturbed sleep."

Frequently asked questions

What are some hotels with pools in Charles Town?

The Inn at Charles Town - Hollywood Casino: Hotel located near Hollywood Casino at Charles Town Races. Offers buffet, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Charles Town: Hotel, 14-minute walk from Hollywood Casino at Charles Town Races. Offers buffet, an outdoor pool, and free self parking. Hillbrook Inn: Hotel located near Hollywood Casino at Charles Town Races. Features daily, a pool, and complimentary wired internet access. Days Inn by Wyndham Charles Town/Harpers Ferry: Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Holiday Inn Express Charles Town by IHG: Features a health club, an indoor pool, and daily.

What is there to see and do in Charles Town?

Take in the natural beauty with a stop at Shenandoah River. During your stay, check out sights such as Old Opera House, Hollywood Casino at Charles Town Races, and Charles Town Library. Visitors have positive things to say about the top-notch casinos in Charles Town.

When is the best time to book a hotel with a pool in Charles Town?

You may want to consider an accommodation that offers an outdoor pool if you plan to visit Charles Town in the warmest months of July, August, or June when the average temperature is 73°F. Lodging with 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 37°F.

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