Find Hotels with a Pool in Winchester, VA

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Check availability on Winchester Hotels with a Pool

Tonight
Oct 31 - Nov 1
Tomorrow
Nov 1 - Nov 2
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Top Winchester Hotels with a Pool

Indoor pool
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
  • Indoor pool
9.2 out of 10, Wonderful, (2190)
Modern swimmers appreciate the immaculately maintained indoor pool, perfect for year-round enjoyment regardless of weather. The hotel complements aquatic recreation with a well-equipped fitness center, peaceful atmosphere, and complimentary breakfast buffet.
The price is NT$3,040
NT$3,307 total
includes taxes & fees
Dec 1 - Dec 2
La Quinta Inn & Suites by Wyndham Winchester
Indoor pool
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
  • Indoor pool
9.0 out of 10, Wonderful, (737)
Swimming enthusiasts savor the year-round indoor pool complementing a comprehensive health club experience. Clean, comfortable rooms and attentive service await after aquatic adventures, while free continental breakfast energizes guests for another day of splashing fun.
The price is NT$2,625
NT$2,856 total
includes taxes & fees
Dec 1 - Dec 2
TRU By Hilton Winchester
Indoor pool
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
  • Indoor pool
8.8 out of 10, Excellent, (1004)
Swimming awaits at the immaculate indoor pool, a peaceful retreat after exploring nearby Shenandoah University. Fitness enthusiasts appreciate the well-maintained workout center, while pet owners enjoy designated pet-friendly rooms and spacious grounds for walking companions.
The price is NT$2,793
NT$3,038 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
  • Indoor pool
9.2 out of 10, Wonderful, (1351)
Sparkling clean water welcomes swimmers to the indoor pool, accessible from 7:00 AM until 11:00 PM. Located near the Shenandoah Valley Museum, this peaceful hotel offers immaculate rooms and a fitness center for complete relaxation.
The price is NT$2,407
NT$2,619 total
includes taxes & fees
Nov 23 - Nov 24
Microtel Inn & Suites by Wyndham Winchester
Seasonal outdoor pool
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (1003)
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.
The price is NT$2,417
NT$2,629 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn Winchester
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
  • Pool loungers
8.2 out of 10, Very Good, (786)
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.
The price is NT$2,549
NT$2,773 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Winchester South-Stephens City by IHG
Indoor pool
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
  • Indoor pool
9.6 out of 10, Exceptional, (754)
Crystal-clear waters await in the immaculately maintained indoor pool, perfect for families seeking aquatic fun regardless of weather. Guests appreciate the convenient location near Winchester Medical Center, comfortable rooms with pillowtop mattresses, and exceptional breakfast variety.
The price is NT$3,427
NT$3,728 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott Winchester
Indoor pool
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
  • Indoor pool
9.0 out of 10, Wonderful, (1000)
Sparkling waters await in the pristine indoor pool, a refreshing retreat after exploring nearby Shenandoah University attractions. Complemented by a 24-hour fitness center, Kems Restaurant, and spotlessly clean accommodations praised by travelers.
The price is NT$2,272
NT$2,564 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Winchester Se-Historic Gateway by IHG
Outdoor pool
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester
3.0 star property
  • Outdoor pool
8.8 out of 10, Excellent, (468)
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.
The price is NT$3,277
NT$3,566 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott Winchester
Indoor pool
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
  • Indoor pool
9.0 out of 10, Wonderful, (781)
Splashing in the pristine indoor pool offers a welcome respite after exploring local trails. Beyond water delights, this Art Deco hotel features continental breakfast, a fitness center, and spacious rooms with plush, comfortable beds for perfect rest.
The price is NT$2,845
NT$3,095 total
includes taxes & fees
Nov 16 - Nov 17
Fairfield Inn & Suites by Marriott 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 Winchester Hotel Reviews

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"The room was lovely. "
Nancy 1-night trip
Posted 4 hours ago
Hampton Inn Winchester N/Conference Center, VA

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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 6 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?
La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Microtel Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. Hilton Garden Inn Winchester: Features a snack bar/deli, a pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool, and daily.
How many hotels with pools will I find in Winchester?
Expedia has 6 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 Nalls Farm Market. 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.