Find Hotels with a Pool in Middletown, VA

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Check availability on Middletown Hotels with a Pool

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Middletown hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (957 reviews)
  • cleanliness
    Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
The price is AED 219
AED 243 total
includes taxes & fees
7 Jul - 8 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
Seasonal outdoor pool

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (904 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is AED 419
AED 474 total
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn Winchester N/Conference Center, VA
Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (976 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is AED 256
AED 283 total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton Winchester
Seasonal outdoor pool

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1,006 reviews)
The price is AED 411
AED 462 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Indoor pool

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is AED 342
AED 383 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (878 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is AED 340
AED 370 total
includes taxes & fees
28 Jun - 29 Jun
Fairfield Inn & Suites by Marriott Winchester
Seasonal outdoor pool

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is AED 340
AED 370 total
includes taxes & fees
28 Jun - 29 Jun
Quality Inn Winchester
Indoor pool

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is AED 426
AED 464 total
includes taxes & fees
24 Jun - 25 Jun
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
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is AED 449
AED 508 total
includes taxes & fees
6 Jul - 7 Jul
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (998 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
The price is AED 372
AED 404 total
includes taxes & fees
28 Jun - 29 Jun
Courtyard 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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Choose what matters most at hotels with a pool in Middletown

Breakfast included
4 stars

Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"We stayed there for 5 nights in a row and it was excellent. Huge/clean rooms. Perfect location for us. Friendly staff and they allowed us to park our bikes on the front porch."
Jordi 5-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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Frequently asked questions

What are some accommodations with pools in Middletown?
Wayside Inn: Features a health club, an indoor pool, and daily. Econo Lodge Inn & Suites Middletown - Winchester South: Offers 2 restaurants, an indoor pool, and a full-service spa. Spark by Hilton Winchester: Provides daily, an indoor pool, and free self parking. TRU By Hilton Winchester: Features buffet, an indoor pool, and complimentary wired internet access. The George Washington Hotel, A Wyndham Grand Hotel: Offers 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 Shenandoah River and Cedar Creek and Belle Grove National Historical Park. Discover sights such as 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.