Find Hotels with a Pool in Old Town Winchester, VA

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Check availability on Old Town Winchester Hotels with a Pool

Tonight
Nov 30 - Dec 1
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Dec 1 - Dec 2
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Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Old Town Winchester Hotels with a Pool

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
  • Indoor pool
  • Full-service spa
9.4 out of 10, Exceptional, (1007)
Swimming enthusiasts revel in the refreshing indoor pool, a serene oasis within this Georgian-style landmark. After invigorating laps, guests explore nearby hiking trails or pamper themselves with professional massage treatments at the on-site spa.
The price is NT$3,976
NT$4,505 total
includes taxes & fees
Dec 1 - Dec 2
The George Washington Hotel, A Wyndham Grand Hotel
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, (2240)
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$2,988
NT$3,251 total
includes taxes & fees
Dec 14 - Dec 15
La Quinta Inn & Suites by Wyndham 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, (1372)
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$2,260
NT$2,459 total
includes taxes & fees
Dec 15 - Dec 16
Microtel Inn & Suites by Wyndham 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, (770)
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$3,175
NT$3,455 total
includes taxes & fees
Dec 7 - Dec 8
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
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (1004)
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$2,361
NT$2,663 total
includes taxes & fees
Dec 8 - Dec 9
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, (758)
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$2,486
NT$2,705 total
includes taxes & fees
Dec 10 - Dec 11
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
  • 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.
The price is NT$3,240
NT$3,670 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Winchester N/Conference Center, VA
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, (796)
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$2,908
NT$3,164 total
includes taxes & fees
Dec 2 - Dec 3
Fairfield Inn & Suites by Marriott Winchester
Indoor pool
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (1006)
Sparkling waters await in the pristine indoor pool where relaxation flows naturally into the adjacent hot tub. Beyond aquatic pleasures, this hotel offers an 18-hole golf course, 24-hour fitness center, and on-site dining at Houlihans Restaurant.
The price is NT$3,758
NT$4,239 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (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.
The price is NT$2,612
NT$2,842 total
includes taxes & fees
Dec 2 - Dec 3
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 Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"It was great"
Lisa 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Winchester

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Frequently asked questions

What are some hotels with pools in Old Town Winchester?
The George Washington Hotel, A Wyndham Grand Hotel: Features 2 restaurants, an indoor pool, and a full-service spa. Travelodge by Wyndham Winchester: Provides buffet, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. Comfort Inn & Suites Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Microtel Inn & Suites by Wyndham Winchester: Offers buffet, a seasonal outdoor pool, and complimentary wired internet access.
What is there to see and do in Old Town Winchester?
Make a point to visit attractions like Shenandoah Valley Discovery Museum. Discover sights such as Bright Box Theater, Old Court House Civil War Museum, and Handley Regional Library during your stay. Old Town Winchester appeals to visitors with its array of dining options and interesting historical sites.
When is the best time to book a hotel with a pool in Old Town Winchester?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 36°F.