Find Hotels with a Pool in Winchester, VA

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (961 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is SAR 290
SAR 320 total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton Winchester
Seasonal outdoor pool

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, (900 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is SAR 428
SAR 485 total
includes taxes & fees
23 Jun - 24 Jun
Hampton Inn Winchester N/Conference Center, VA
Indoor pool

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, (1,002 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is SAR 459
SAR 520 total
includes taxes & fees
16 Jul - 17 Jul
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

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, (1,000 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
The price is SAR 357
SAR 388 total
includes taxes & fees
8 Jul - 9 Jul
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

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, (1,000 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is SAR 364
SAR 407 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,475 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
The price is SAR 354
SAR 385 total
includes taxes & fees
5 Jul - 6 Jul
Microtel Inn & Suites by Wyndham Winchester
Seasonal outdoor pool

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is SAR 360
SAR 392 total
includes taxes & fees
12 Jul - 13 Jul
Quality Inn Winchester
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (878 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is SAR 348
SAR 378 total
includes taxes & fees
22 Jun - 23 Jun
Fairfield Inn & Suites by Marriott Winchester
Indoor pool

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (997 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
The price is SAR 380
SAR 413 total
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Winchester
Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (859 reviews)
  • cleanliness
    Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
The price is SAR 402
SAR 437 total
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Express Winchester South-Stephens City by IHG
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Hotels with pools and free breakfast in Winchester

Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (961)
The price is SAR 290
SAR 320 total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton 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 Winchester Hotel Reviews

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"The staff was helpful and courteous."
Leo 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Winchester

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Frequently asked questions

What's it like visiting Winchester?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out historic Winchester, which offers 7 places to stay with pools. While you're here, you can explore sights such as Bright Box Theater and Shenandoah Valley Discovery Museum, and then unwind poolside at one of the accommodations in Winchester that guests like for their pools.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester: Features daily, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Winchester: Offers buffet, an indoor pool, and complimentary wired internet access. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Features a snack bar/deli, a pool, and daily. Country Inn & Suites by Radisson, Winchester, VA: Offers buffet, an indoor pool, and complimentary wired internet access.
How many hotels with pools will I find in Winchester?
Expedia has 7 hotels in Winchester for your poolside break.
What is there to see and do in Winchester?
Make a point to visit attractions like Shenandoah Valley Discovery Museum and Rocking S Ranch. During your stay, check out sights such as Bright Box Theater, Winchester Little Theater, and Patsy Cline Historic House. Winchester appeals to visitors with its array of dining options, interesting historical sites, and major shopping area.
When is the best time to book a hotel with a pool in Winchester?
You may want to think about an accommodation with an outdoor swimming pool if you will be visiting Winchester in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F.