Find Hotels with an Outdoor Pool in Charles Town, WV

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

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Charles Town Hotels with an Outdoor Pool

Next weekend
In two weeks

Top Charles Town Hotels with an Outdoor Pool

Holiday Inn Express Charles Town by IHG

2.5 star property
Charles Town
  • Outdoor pool
9.2 out of 10, Wonderful, (1012)
Sparkling waters await at the refreshing outdoor pool, open from 7 AM to 11 PM for extended swimming pleasure. Guests appreciate this quiet retreat while enjoying proximity to Hollywood Casino, accessible via the complimentary shuttle service.
$99 nightly
The price is $112
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Charles Town by IHG

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (842)
Poolside serenity awaits at the seasonal summer oasis, perfectly complementing days spent exploring nearby hiking trails or kayaking spots. Impeccably clean facilities, praised by guests, enhance this refreshing retreat after outdoor adventures.
$103 nightly
The price is $117
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA

Fairfield Inn & Suites by Marriott Martinsburg

2.5 star property
Martinsburg
  • Pool loungers
8.8 out of 10, Excellent, (560)
Dive into summer bliss at the seasonal outdoor pool, complete with sun loungers and shade umbrellas for ultimate relaxation. Guests appreciate the recently renovated hotel's exceptional cleanliness, friendly staff, and hearty breakfast offerings.
$93 nightly
The price is $105
Dec 7 - Dec 8
Total with taxes and fees
Fairfield Inn & Suites by Marriott Martinsburg

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
  • Pool loungers
8.2 out of 10, Very Good, (799)
Seasonal outdoor pool beckons from 9 AM to 10 PM between June and September, complete with comfortable sun loungers for lazy afternoon relaxation. This quiet, rural hotel complements poolside enjoyment with a hearty free breakfast buffet each morning.
$79 nightly
The price is $86
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

Quality Inn Winchester

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (1006)
Splash into the refreshing seasonal pool after exploring nearby attractions. Modern rooms with comfortable beds await after swimming, while the complimentary continental breakfast earns consistent praise from travelers for its variety and attentive service.
$76 nightly
The price is $82
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn Winchester

Comfort Inn Aikens Center

2.5 star property
Martinsburg
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (999)
Swimmers dive into vacation mode at the pristine seasonal outdoor pool, open May through September. Beyond aquatic enjoyment, the hotel delivers comfortable accommodations, a 24-hour fitness center, and bicycle rentals for exploring nearby Belle Boyd House.
$79 nightly
The price is $89
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn Aikens Center

Best Western Leesburg Hotel & Conference Center

2.5 star property
Leesburg
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.0 out of 10, Very Good, (1009)
Summer splendor graces the seasonal outdoor pool, creating a refreshing retreat after shopping excursions to nearby outlets. Comfortable rooms complement the 24-hour fitness center, while helpful staff ensure a peaceful, well-maintained atmosphere.
$79 nightly
The price is $91
Dec 21 - Dec 22
Total with taxes and fees
Best Western Leesburg Hotel & Conference Center

TownePlace Suites by Marriott Winchester

3.0 star property
Winchester
  • Outdoor pool
8.8 out of 10, Excellent, (478)
Swimmers refresh in the spacious outdoor pool open from 6 AM to 10 PM, with mountain adventures nearby. After aquatic relaxation, guests enjoy continental breakfast at the on-site café before heading out to local hiking trails.
$107 nightly
The price is $117
Dec 2 - Dec 3
Total with taxes and fees
TownePlace Suites by Marriott Winchester

Homewood Suites by Hilton Leesburg

3.0 star property
Leesburg
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (537)
Sparkling outdoor pool waters invite refreshment from 8 AM until 10 PM daily. Guests appreciate the clean facilities, quiet atmosphere, and helpful staff while enjoying complimentary breakfast before lounging in the sunshine.
$99 nightly
The price is $114
Dec 29 - Dec 30
Total with taxes and fees
Homewood Suites by Hilton Leesburg

Goodstone Inn & Restaurant

4.0 star property
Middleburg
  • Pool loungers
  • Hot tub
9.6 out of 10, Exceptional, (48)
Poolside relaxation awaits between hiking adventures and vineyard visits at this upscale countryside retreat. The seasonal outdoor pool offers refreshing dips from May through October, while the hot tub soothes year-round beneath the Virginia sky.
$457 nightly
The price is $521
Dec 8 - Dec 9
Total with taxes and fees
Goodstone Inn & Restaurant
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find out more about Charles Town

Discover top Charles Town attractions

In Charles Town, West Virginia, travelers seeking relaxation can enjoy a variety of activities that promise a rejuvenating experience. Start your day with a visit to the beautiful Harpers Ferry National Historical Park, just a short drive away, where you can take leisurely hikes with stunning views of the confluence of the Potomac and Shenandoah Rivers. After a day of exploration, unwind at the Charles Town Races and Slots, where you can enjoy live horse racing or try your luck at the slots in a laid-back atmosphere. For a serene afternoon, treat yourself to a wine tasting at the nearby Hillsborough Vineyards, where the picturesque landscape and exquisite wines create a perfect backdrop for relaxation. Families can embrace a fun-filled day at the Washington Heritage Museum, where interactive exhibits highlight the region's history, making it both educational and enjoyable for all ages. Finally, don't miss the chance to explore the local shops and cafes in the charming downtown area, where you can savor delicious local cuisine and find unique crafts. For accommodations, consider staying at hotels near the downtown area, where you can enjoy properties featuring inviting pools, perfect for a refreshing dip after a day of activities. Many hotels here offer attentive service and spacious rooms, allowing you to unwind and recharge in style.

Find the best hotels with an outdoor pool in Charles Town

For travelers seeking a refreshing stay in Charles Town, West Virginia, these hotels offer inviting outdoor pools that make the perfect backdrop for relaxation and fun. Enjoy a splash in the sun with these top picks!

Home2 Suites by Hilton Charles Town

  • Why it's great for poolside lounging: Home2 Suites by Hilton Charles Town stands out as a fantastic option for travelers who enjoy outdoor pools, an impressive review rating of 9.4. Guests can relax in the accessible outdoor pool, making it a great spot to unwind and soak up the sun after a busy day. The hotel also offers a complimentary breakfast, providing a delightful start to the day for all guests.
  • Other amenities: This all-suite hotel features spacious rooms with kitchens, perfect for longer stays. Guests can enjoy 24-hour fitness facilities, a terrace for relaxing outdoors, and free parking. Additional amenities include a dishwasher in each suite, complimentary toiletries, and a daily housekeeping service. The hotel also offers an indoor pool for those who prefer a swim in a climate-controlled environment.
  • Nearby attractions: Hollywood Casino at Charles Town Races - 0.89 miles, Charles Town Library - 1.29 miles, Zion Episcopal Church Cemetery - 1.19 miles

Holiday Inn Express Charles Town by IHG

  • Why it's great for poolside lounging: The Holiday Inn Express Charles Town is an excellent choice for guests looking to enjoy an outdoor pool experience. With an excellent review rating of 9.0, travelers appreciate the accessible outdoor pool, ideal for a refreshing dip after a day of exploring. The hotel also features a complimentary buffet breakfast, ensuring guests start their day off right before heading out for adventure.
  • Other amenities: In addition to the inviting outdoor pool, this hotel offers comfortable rooms equipped with a sofa bed and separate living areas for added space. Guests can take advantage of free self-parking, daily housekeeping, and complimentary toiletries. The hotel also provides accessible parking and facilities, making it a convenient choice for all travelers.
  • Nearby attractions: Hollywood Casino at Charles Town Races - 0.76 miles, Charles Town Library - 1.57 miles

Top Charles Town Hotel Reviews

Explore a world of travel with Expedia