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Find Hotels with a Pool in Middletown, VA

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Check availability on Middletown Hotels with a Pool

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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.
A modern hotel dining area with a long table, multiple chairs, and a large window providing natural light.
A multi-story hotel with a prominent sign for Marriott.
A hotel lobby with a reception desk, seating area with a round table, and a bar.

1. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
  • Immerse in the serene indoor pool with climate-controlled comfort after exploring Shenandoah Valley's natural beauty.
NT$3,737
NT$4,159 total
includes taxes & fees
Oct 5 - Oct 6
Fairfield Inn & Suites Strasburg Shenandoah Valley
A rectangular swimming pool with a brick wall and trees in the background.
A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

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

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
  • Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
NT$2,699
NT$3,004 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Winchester South-Stephens City by IHG
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

3. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
  • Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
NT$3,620
NT$4,029 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Winchester
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.
A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror and sink.

4. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
  • Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
NT$4,414
NT$4,932 total
includes taxes & fees
Sep 27 - Sep 28
TownePlace Suites by Marriott Front Royal
A poolside area with lounge chairs and a stack of towels on a table.
A woman using a stationary bike in a gym with red walls and multiple exercise machines.
A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

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

Country Inn & Suites by Radisson, Winchester, VA
Winchester
  • Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
NT$3,145
NT$3,500 total
includes taxes & fees
Oct 19 - Oct 20
Country Inn & Suites by Radisson, Winchester, VA
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A terrace with tables set for a wedding, overlooking a golf course and a body of water.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.
A restaurant interior with a bar area, seating, and artwork on the walls.

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
  • Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
NT$3,878
NT$4,277 total
includes taxes & fees
Oct 5 - Oct 6
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An indoor swimming pool with clear blue water, surrounded by large windows offering views of greenery.
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.
A gym with weightlifting equipment, including dumbbells and a bench.

7. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
  • Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.
NT$4,055
NT$4,514 total
includes taxes & fees
Oct 5 - Oct 6
Hampton Inn Front Royal
A swimming pool with lounge chairs and a changing room.
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A hotel room with a bed, a desk with a computer, a chair, and a TV.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

8. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
  • Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
NT$3,334
NT$3,806 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Winchester Se-Historic Gateway by IHG
A pool area with a table and chairs, a turquoise umbrella, and a building in the background.
A hotel room with two beds, a desk, a television, and a window with curtains.
A bathroom with a granite countertop sink, a large mirror, and a towel rack with folded towels.
A reception area with a marble counter, a desk, and a framed picture on the wall.

9. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
  • Splash into serenity at this hotel's outdoor pool, where sun-soaked relaxation meets mountain country charm.
NT$2,672
NT$2,974 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Stephens City - Winchester South
An indoor swimming pool with lounge chairs and a lifeguard chair.
A modern lounge area with seating, a TV, and a children's play area.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

10. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
  • Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
NT$2,794
NT$3,110 total
includes taxes & fees
Sep 24 - Sep 25
Microtel Inn & Suites by Wyndham Winchester
View all properties

Choose what matters most at hotels with a pool in Middletown

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Middletown Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Location was very convenient and included inside access to 24hr Denny’s. Parking lot adjacent to an Exxon. Hot breakfast, hard boiled eggs, English"
Joanne 1-night trip
Posted 2 hours ago
Quality Inn Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Clean room and quiet"
Stephanie 1-night trip
Posted 1 day ago
Spark by Hilton Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Friendly, clean, what more can you ask?!"
Mitzi 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Great accommodations. Quiet , clean, and friendly environment. Setting is peaceful with mountain views."
Ruth 3-night trip
Posted 2 days ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Nice area. Very clean. Delicious and hot breakfast."
Rebekah 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

10/10 Excellent
"Very clean, extremely quiet, comfy bed, great breakfast."
Peggy 1-night trip
Posted 2 days ago
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

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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