Find Hotels with a Pool in Middletown, VA

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Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Middletown hotels with a pool

A swimming pool with a tiled deck, chairs, and a sign indicating no lifeguard on duty.

1. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Immerse in the serene indoor pool with climate-controlled comfort after exploring Shenandoah Valley's natural beauty.
The price is AED 443
AED 493 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites Strasburg Shenandoah Valley
A rectangular swimming pool with a brick wall and trees in the background.

2. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (924 reviews)
  • cleanliness
    Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
The price is AED 309
AED 343 total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
A pool area with a table and chairs, a turquoise umbrella, and a building in the background.

3. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (724 reviews)
  • cleanliness
    Splash into serenity at this hotel's outdoor pool, where sun-soaked relaxation meets mountain country charm.
The price is AED 278
AED 309 total
includes taxes & fees
28 Nov - 29 Nov
Quality Inn Stephens City - Winchester South
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
The price is AED 434
AED 478 total
includes taxes & fees
6 Dec - 7 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

5. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.
The price is AED 434
AED 483 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Front Royal
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.

6. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (617 reviews)
  • cleanliness
    Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
The price is AED 496
AED 554 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
A poolside area with lounge chairs and a stack of towels on a table.

7. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
The price is AED 314
AED 349 total
includes taxes & fees
6 Dec - 7 Dec
Country Inn & Suites by Radisson, Winchester, VA
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

8. 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, (2,264 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is AED 380
AED 423 total
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Winchester
A swimming pool with lounge chairs and a changing room.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is AED 349
AED 399 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
An indoor swimming pool with lounge chairs and a lifeguard chair.

10. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,441 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
The price is AED 294
AED 327 total
includes taxes & fees
9 Nov - 10 Nov
Microtel Inn & Suites by Wyndham 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

A swimming pool with a tiled deck, chairs, and a sign indicating no lifeguard on duty.
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg

10/10 Excellent

I had the great time, very comfortable. Just what I was looking for.
United States
Anonymous traveler
Reviewed September 27, 2017
Fairfield Inn & Suites Strasburg Shenandoah Valley

Frequently Asked Questions

What are some accommodations with pools in Middletown?

Wayside Inn: Offers 2 restaurants, an indoor pool, and a full-service spa. The George Washington Hotel, A Wyndham Grand Hotel: Features a health club, an indoor pool, and daily. Travelodge by Wyndham Winchester: Offers buffet, an indoor pool, and complimentary wired internet access. TRU By Hilton Winchester: Features daily, a seasonal outdoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking.

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.

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