Hotels with Swimming Pool in Winchester, Virginia

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Check availability on Winchester Hotels with Swimming Pool

Top Winchester Hotels with Swimming Pool

Indoor pool
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
  • Indoor pool
9.2 out of 10, Wonderful, (2227)
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 P5,471
P5,953 total
includes taxes & fees
Dec 10 - Dec 11
La Quinta Inn & Suites by Wyndham Winchester
Indoor pool
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
  • 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 P4,431
P4,998 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (755)
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 P4,667
P5,078 total
includes taxes & fees
Dec 2 - Dec 3
TRU By Hilton Winchester
Indoor pool
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
  • Indoor pool
9.2 out of 10, Wonderful, (1359)
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 P4,384
P4,770 total
includes taxes & fees
Dec 14 - Dec 15
Microtel Inn & Suites by Wyndham Winchester
Seasonal outdoor pool
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (1002)
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 P4,458
P4,850 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Winchester
Outdoor pool
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
Winchester
  • Outdoor pool
8.8 out of 10, Excellent, (476)
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 P6,311
P6,867 total
includes taxes & fees
Nov 22 - Nov 23
TownePlace Suites by Marriott Winchester
Indoor pool
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
  • Indoor pool
9.4 out of 10, Exceptional, (764)
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 P6,311
P6,867 total
includes taxes & fees
Dec 7 - Dec 8
SpringHill Suites by Marriott Winchester
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
Sparkling pool waters await after exploring nearby national parks. Guests consistently praise the spotless facilities, comfortable rooms with modern furnishings, and exceptionally friendly staff who go above and beyond at this peaceful mountain retreat.
The price is P5,846
P6,506 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Front Royal
Indoor pool
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (793)
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 P5,460
P5,940 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & Suites 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
  • Pool loungers
8.2 out of 10, Very Good, (797)
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 P4,667
P5,078 total
includes taxes & fees
Nov 23 - Nov 24
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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Top Winchester Hotel Reviews

Motel 6 Winchester, VA

Motel 6 Winchester, VA

10/10 Excellent
"Great room at a great price. Front desk staff went above and beyond to make it a great stay."
James 1-night trip
Posted 2 days ago
Motel 6 Winchester, 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. Hilton Garden Inn Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. Courtyard by Marriott 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 Rocking S Ranch. During your stay, check out sights such as Bright Box Theater, Patsy Cline Historic House, and Museum of the Shenandoah Valley. 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.