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Find Hotels with a Pool in Middletown, VA

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Check availability on Middletown Hotels with a Pool

Top Middletown Hotels with a Pool

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 NT$2,186
NT$2,472 total
includes taxes & fees
Dec 14 - Dec 15
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
  • Indoor pool
9.2 out of 10, Wonderful, (1358)
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$2,322
NT$2,526 total
includes taxes & fees
Dec 21 - Dec 22
Microtel Inn & Suites by Wyndham Winchester
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 NT$2,471
NT$2,689 total
includes taxes & fees
Dec 2 - Dec 3
TRU By Hilton Winchester
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, (2224)
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$2,893
NT$3,148 total
includes taxes & fees
Dec 10 - Dec 11
La Quinta Inn & Suites by Wyndham Winchester
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, (1004)
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$3,952
NT$4,478 total
includes taxes & fees
Dec 1 - Dec 2
The George Washington Hotel, A Wyndham Grand Hotel
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, (792)
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$2,891
NT$3,145 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & 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 NT$3,342
NT$3,636 total
includes taxes & fees
Dec 21 - Dec 22
SpringHill Suites by Marriott 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 NT$2,361
NT$2,568 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn 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 NT$2,971
NT$3,306 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Front Royal
Seasonal outdoor pool
Twi-Lite Inn

Twi-Lite Inn

2.0 star property
Front Royal
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.2 out of 10, Very Good, (537)
Splash into summer at the well-maintained seasonal pool, available from May through September after exploring nearby Shenandoah National Park. Sound-insulated rooms ensure peaceful nights, complemented by incredibly comfortable beds and attentive staff service.
The price is NT$2,028
NT$2,258 total
includes taxes & fees
Nov 23 - Nov 24
Twi-Lite Inn
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 Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The best hotel in Winchester! Had the most pleasant stay, everything was perfect. The room was super clean, as well as the other areas of the hotel. Had a delicious breakfast with lots of options. The front desk staff was very friendly and accommodating. Will stay again!"
Renee 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester

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Frequently asked questions

What are some accommodations with pools in Middletown?
Econo Lodge Inn & Suites: Features buffet, an indoor pool, and complimentary wired internet access. Wayside Inn: Features daily, an indoor pool, and free self parking. Travelodge by Wyndham Winchester: Offers buffet, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Winchester: Provides buffet, a seasonal outdoor pool, and complimentary wired internet access. Comfort Inn & Suites Winchester: Features a snack bar/deli, an indoor pool, and complimentary wired internet access.
What is there to see and do in Middletown?
Surround yourself with nature at Cedar Creek and Belle Grove National Historical Park and Shenandoah River. Discover sights such as Cedar Creek Battlefield Foundation, Belle Grove Plantation, and Wayside Theater during your stay. The bars, restaurants, and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Middletown?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Middletown in the warmest months of July, August, or June when the average temp 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.