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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
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (752)
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.
$79 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
TRU By Hilton 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.
$73 nightly
The price is $79
Nov 16 - Nov 17
Total with taxes and fees
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, (1350)
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.
$78 nightly
The price is $84
Nov 23 - Nov 24
Total with taxes and fees
Microtel 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.
$127 nightly
The price is $143
Nov 18 - Nov 19
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
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, (762)
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.
$107 nightly
The price is $117
Dec 7 - Dec 8
Total with taxes and fees
SpringHill Suites by Marriott 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, (2210)
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.
$105 nightly
The price is $115
Dec 10 - Dec 11
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
Fitness facility
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
Winchester
  • Indoor pool
8.8 out of 10, Excellent, (898)
Swimmers delight in the pristine indoor pool available from 7:00 AM to 11 PM daily, complementing workouts at the 24-hour fitness center. Clean, comfortable rooms with premium bedding await after a refreshing dip in this peaceful sanctuary.
$107 nightly
The price is $116
Nov 18 - Nov 19
Total with taxes and fees
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
  • Pool loungers
8.2 out of 10, Very Good, (792)
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.
$87 nightly
The price is $95
Nov 21 - Nov 22
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
Outdoor pool, sun loungers
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1002)
Splashing amid sunlight, the seasonal outdoor pool beckons with comfortable loungers from May through September. Beyond aquatic pleasures, this Winchester hotel delights with fitness facilities, a generous breakfast buffet, and proximity to Shenandoah University.
$103 nightly
The price is $117
Nov 18 - Nov 19
Total with taxes and fees
Hampton Inn Winchester-University/Mall Area
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, (1000)
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.
$109 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

10/10 Excellent
"Clean, great design, nice staff"
Steven 1-night trip
Posted 2 days ago
Hampton Inn Winchester-University/Mall Area

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 buffet, an indoor pool, and complimentary wired internet access. Travelodge by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. 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 Jackson's Chase Golf Course 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.

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