Photo by Stephanie Sutton

Search Hotels with Pool in Middletown

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with Pool

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Middletown Hotels with Pool

Country Inn & Suites by Radisson, Winchester, VA
Relax by the pool with a refreshing view, surrounded by comfortable lounge chairs and a convenient table.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Clean, quiet and a nice breakfast. A great find!"
The price is Rp1.566.611
Rp1.704.474 total
includes taxes & fees
7 Aug - 8 Aug
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn Winchester
Relax by the pool surrounded by comfortable lounge chairs and umbrellas.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is Rp1.249.208
Rp1.359.139 total
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Winchester
Fairfield Inn & Suites by Marriott Winchester
Relax by the pool surrounded by comfortable lounge chairs and a small table.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (744)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is Rp1.594.586
Rp1.734.909 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
Swimmers can enjoy a refreshing dip in the rectangular pool surrounded by a tiled deck.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (670)
"Great breakfast! "
The price is Rp1.910.542
Rp2.078.670 total
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites by Marriott Winchester
Sleep Inn & Suites Winchester near University
Relax by the pool, where you can swim and enjoy the views.

Sleep Inn & Suites Winchester near University

2.5 star property
8.0 out of 10, Very good, (1001)
"Great stay offered a haven on a long trip!"
The price is Rp1.179.028
Rp1.282.782 total
includes taxes & fees
31 Aug - 1 Sept
Sleep Inn & Suites Winchester near University
TRU By Hilton Winchester
Swimmers can enjoy a rectangular pool with clear lane markings and a shallow end.

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (688)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is Rp1.560.479
Rp1.697.800 total
includes taxes & fees
18 Aug - 19 Aug
TRU By Hilton Winchester
Hampton Inn Winchester N/Conference Center, VA
Relax by the pool surrounded by comfortable seating and lush greenery.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (786)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is Rp1.810.650
Rp2.051.466 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Front Royal
Classic hotel exterior with a symmetrical facade, large windows, and a prominent entrance.

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay!"
The price is Rp1.829.310
Rp2.036.022 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal
Courtyard by Marriott Winchester
Work out in style with a fully equipped gym featuring a treadmill, elliptical trainer, and bench press station, offering a view of the outdoor pool.

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (851)
"Nice hotel! "
The price is Rp1.760.792
Rp1.915.741 total
includes taxes & fees
10 Aug - 11 Aug
Courtyard by Marriott Winchester
Quality Inn Stephens City - Winchester South
Relax by the pool surrounded by a secure, fenced area and enjoy refreshments at the nearby table.

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (594)
"Great stay!"
The price is Rp1.167.139
Rp1.269.848 total
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Stephens City - Winchester South
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.

Top Middletown Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"The hotel and room met our expectations. We didn't eat at Denny's but Wawa across the street has great food to go. The front desk associate (Hannah maybe) was very professional, nice and helpful."
Kelli 1-night trip
Posted 5 days ago
Quality Inn

Frequently asked questions

What are some accommodation options with pools in Middletown?
Wayside Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. La Quinta Inn & Suites by Wyndham Winchester: Provides daily, an indoor pool and free self parking. Microtel Inn & Suites by Wyndham Winchester: Offers a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Travelodge by Wyndham Winchester: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Winchester Se-Historic Gateway by IHG: Features daily, an indoor pool and free self parking.
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 with an outdoor swimming pool if you'll be visiting Middletown in the warmest months of July, August or June, when the average temp is 22°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 2°C.