Find Hotels with a Pool in Middletown, VA

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Check availability on Middletown Hotels with a Pool

Tonight
7 May - 8 May
Tomorrow
8 May - 9 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Middletown hotels with a pool

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, (888 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
"Our room was first floor; very clean and welcoming. The pool area was very well maintained as were the public areas used for breakfast, etc. McDonald’s, Subway, and Dunkin’ Donuts as well as a gas station border the property so if you are interested in resting after a long trip, you don’t necessarily have to get right back into the car to get some sustenance. "
United States
Diane
The price is AED 395
AED 447 total
includes taxes & fees
18 May - 19 May
Hampton Inn Winchester N/Conference Center, VA
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, (851 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
"My kids loved the pool and gym they offer."
United States
Samantha
The price is AED 340
AED 370 total
includes taxes & fees
12 May - 13 May
Fairfield Inn & Suites by Marriott 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, (1,007 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
"Nice hotel room, cool pool and jacuzzi, nice part of Winchester, awesome shops right near the hotel within walking distance."
United States
Philip
The price is AED 479
AED 543 total
includes taxes & fees
18 May - 19 May
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

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, (1,002 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
"Nice pool."
United States
Barbara
The price is AED 349
AED 380 total
includes taxes & fees
31 May - 1 Jun
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (972 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
"The pool was nice"
United States
Annalise
The price is AED 393
AED 428 total
includes taxes & fees
20 May - 21 May
Courtyard by Marriott Winchester
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, (946 reviews)
  • cleanliness
    Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
"Decent hotel for the price, good breakfast & a nice pool."
United States
Tenelle
The price is AED 247
AED 275 total
includes taxes & fees
20 May - 21 May
Baymont by Wyndham Front Royal Near Shenandoah National Park
Seasonal outdoor pool

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
"Pool area is great to sit and read or swim."
United States
Margaret
The price is AED 330
AED 359 total
includes taxes & fees
25 May - 26 May
Quality Inn Winchester
Indoor pool

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, (1,010 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
"The pool is clean"
United States
Tong
The price is AED 353
AED 395 total
includes taxes & fees
24 May - 25 May
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
9.2 out of 10, Wonderful, (1,452 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
"The pool was clean and I had it all to myself ."
United States
Barbara
The price is AED 344
AED 374 total
includes taxes & fees
24 May - 25 May
Microtel Inn & Suites by Wyndham Winchester
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (552 reviews)
  • cleanliness
    Discover a restful retreat with a pristine seasonal outdoor pool near Shenandoah National Park at this immaculately clean motel.
"Beautiful flowers and a sparkling pool."
United States
Cheryl
The price is AED 309
AED 343 total
includes taxes & fees
17 May - 18 May
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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Choose what matters most at hotels with a pool in Middletown

Breakfast included
4 stars

Top Middletown Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Clean, comfortable room. Friendly, helpful staff. Good continental breakfast and coffee. Easy parking, location close to restaurants and shops but set apart enough that one doesn’t hear much noise coming from outside their hotel room."
Matthew 1-night trip
Posted 6 hours ago
Spark by Hilton Winchester

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Frequently asked questions

What are some accommodations with pools in Middletown?
Wayside Inn: Features 2 restaurants, an indoor pool, and a full-service spa. Spark by Hilton Winchester: Offers daily, an indoor pool, and free self parking. Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!: Features a snack bar/deli, an indoor pool, and complimentary wired internet access. The George Washington Hotel, A Wyndham Grand Hotel: Offers buffet, an indoor pool, and complimentary wired internet access. Microtel Inn & Suites by Wyndham Winchester: Features daily, a seasonal outdoor 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.