Hotels with Swimming Pool in Winchester, Virginia

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Swimming Pool

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Our top choices for Winchester hotels with a pool

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)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is P5,290
P5,756 total
includes taxes & fees
Mar 24 - Mar 25
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (820 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is P5,374
P5,847 total
includes taxes & fees
Feb 24 - Feb 25
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, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is P7,087
P8,030 total
includes taxes & fees
Mar 23 - Mar 24
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

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, (2,269 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is P6,117
P6,655 total
includes taxes & fees
Feb 26 - Feb 27
La Quinta Inn & Suites by Wyndham Winchester
Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

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, (823 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is P4,304
P4,682 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Express Winchester South-Stephens City by IHG
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is P5,675
P6,316 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Front Royal
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, (1,002 reviews)
"Awesome hotel, highly recommend. Great staff!"
United States
WILLIAM
The price is P4,536
P5,110 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Winchester Se-Historic Gateway by IHG
Seasonal outdoor pool

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, as usual"
United States
Mary
The price is P4,881
P5,311 total
includes taxes & fees
Feb 27 - Feb 28
Quality Inn Winchester
Indoor pool

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, (1,000 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is P5,660
P6,243 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (935 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is P6,207
P6,753 total
includes taxes & fees
Feb 28 - Mar 1
Courtyard by Marriott 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.
View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Hotels with pools and free breakfast in Winchester

Free breakfast
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (816)
The price is P5,769
P6,277 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Express Hotel & Suites Winchester by IHG
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.
View all properties

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean convient and quiet"
Al-Sharif 1-night trip
Posted 21 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

What's it like visiting Winchester?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out 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 accommodations 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 wired internet access. Microtel Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Features a snack bar/deli, a pool, and daily. Hilton Garden Inn Winchester: Offers a snack bar/deli, a pool, and complimentary wired internet access.
How many hotels with pools will I 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 like Shenandoah Valley Discovery Museum and Nalls Farm Market. During your stay, check out sights such as Bright Box Theater, Patsy Cline Historic House, and Museum of the Shenandoah Valley. 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 an accommodation with an outdoor swimming pool if you will be visiting Winchester in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F.

Explore a world of travel with Expedia