Hotels with Swimming Pools in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

    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 Pools

Top Hotels with Swimming Pools in Winchester

Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1016)
"Our third stay here. Very nice and convenient to 81. "
The price is S$129
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Winchester, VA
Holiday Inn Express Winchester South-Stephens City by IHG
Seasonal outdoor pool, open 9 AM to 10 PM, pool loungers

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (774)
"Great stay!"
The price is S$117
includes taxes & fees
7 Nov - 8 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
La Quinta Inn & Suites by Wyndham Winchester
Indoor pool

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2185)
"Great location."
The price is S$145
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Winchester
Courtyard by Marriott Winchester
Fitness facility

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (885)
" Nice hotel"
The price is S$143
includes taxes & fees
19 Oct - 20 Oct
Courtyard by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great stay value"
The price is S$114
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1337)
"Great place with very cute rooms!! "
The price is S$115
includes taxes & fees
9 Nov - 10 Nov
Microtel Inn & Suites by Wyndham Winchester
TownePlace Suites by Marriott Winchester
Outdoor pool

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (464)
"Nice place to stay. Great staff and breakfast."
The price is S$151
includes taxes & fees
14 Oct - 15 Oct
TownePlace Suites by Marriott Winchester
Quality Inn Winchester
Seasonal outdoor pool

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1010)
"We will be staying there again"
The price is S$110
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Winchester
TRU By Hilton Winchester
Indoor pool

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (717)
"Professional, efficient staff at check in. Hot, premium coffee always available. Clean and comfortable facilities."
The price is S$135
includes taxes & fees
9 Nov - 10 Nov
TRU By Hilton Winchester
Fairfield Inn & Suites by Marriott Winchester
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (776)
"Super friendly staff, clean rooms, very convenient. I would definitely stay here again. "
The price is S$131
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites 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

Top Winchester Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Perfect stop over on our road trip. Clean with friendly staff. Breakfast was great with waffle machines!"
gareth 1-night trip
Posted 5 days ago
Country Inn & Suites by Radisson, Winchester, VA

Explore a world of travel with Expedia

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. 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 high-speed (wired) Internet access. Hilton Garden Inn Winchester: Features a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool and daily.
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.