Winchester Hotel Guide - Hotels with Pool in Winchester, Virginia

    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 Winchester Hotels with Pool

Tonight
1 Aug - 2 Aug
Tomorrow
2 Aug - 3 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Winchester 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 €91
includes taxes & fees
10 Aug - 11 Aug
Country Inn & Suites by Radisson, Winchester, VA
Holiday Inn Express Winchester South-Stephens City by IHG
Relax by the pool surrounded by a brick wall and enjoy the views from the adjacent building with large windows.

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (762)
"Always great!"
The price is €76
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Winchester South-Stephens City by IHG
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 €73
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 €92
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Relax by the pool surrounded by comfortable lounge chairs and a beautifully tiled area.

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Staff was super nice when checking in!"
The price is €86
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (1000)
"Great stay!"
The price is €108
includes taxes & fees
14 Aug - 15 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, (850)
"Nice hotel! "
The price is €102
includes taxes & fees
11 Aug - 12 Aug
Courtyard 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, (667)
"Great breakfast! "
The price is €111
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester
Relax by the pool surrounded by a spacious deck and comfortable lounge chairs.

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (450)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is €102
includes taxes & fees
8 Aug - 9 Aug
TownePlace Suites by Marriott Winchester
La Quinta Inn & Suites by Wyndham Winchester
Enjoy a refreshing swim in our indoor pool with marked depth lines and comfortable seating areas.

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2099)
"Nice spacious room and they had a good breakfast. "
The price is €92
includes taxes & fees
1 Sept - 2 Sept
La Quinta 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.

Top Winchester Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Location was great. Friendky staff"
Susan 1-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester

Frequently asked questions

What's it like visiting Winchester?
If lounging by a pool is your idea of the perfect getaway, you may want to consider historic Winchester, which offers 6 places to stay with pools. While you're here, you can explore sights such as Bright Box Theater and Shenandoah Valley Discovery Museum, and then unwind poolside at one of the accommodation options in Winchester that guests like for their pools.
What are some hotels with pools in Winchester?
La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Courtyard by Marriott Winchester: Offers a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. TownePlace Suites by Marriott Winchester: Provides a snack bar/deli, a pool and daily. Microtel Inn & Suites by Wyndham Winchester: Features daily, an indoor pool and free self parking. Hilton Garden Inn Winchester: Offers a snack bar/deli, a pool and complimentary high-speed (wired) Internet access.
How many hotels with pools should I expect to find in Winchester?
Expedia has 6 hotels in Winchester for your poolside break.
What is there to see and do in Winchester?
Make a point to visit attractions such as Shenandoah Valley Discovery Museum and Nalls Farm Market. During your stay, visit sights such as Bright Box Theater, Winchester Little Theater and Patsy Cline Historic House. Winchester appeals to visitors with its array of dining options, interesting historical sites and major shopping area.
When is the best time to book a hotel with a pool in Winchester?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Winchester in the warmest months of July, August or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 2°C.