Find Hotels with a Pool in Winchester, VA

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Pick from 27 Winchester Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA
Pool
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, (1001)
"Friendly staff clean good value for money. Would stay there again"
The price is AED 308
AED 335 total
includes taxes & fees
24 Nov - 25 Nov
Country Inn & Suites by Radisson, Winchester, VA
The George Washington Hotel, A Wyndham Grand Hotel
Pool
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.2 out of 10, Wonderful, (1004)
"Great property "
The price is AED 465
AED 527 total
includes taxes & fees
11 Nov - 12 Nov
The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester
Pool
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean and quiet. Comfy beds. Restaurants nearby."
The price is AED 289
AED 328 total
includes taxes & fees
2 Dec - 3 Dec
Spark by Hilton Winchester
La Quinta Inn & Suites by Wyndham Winchester
Pool
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1673)
"Satisfied"
The price is AED 350
AED 380 total
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Pool
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent room. Air conditioner is a bit loud, but otherwise very clean and modern."
The price is AED 403
AED 455 total
includes taxes & fees
17 Nov - 18 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Twi-Lite Inn
Pool
Twi-Lite Inn
2.0 star property
8.2 out of 10, Very Good, (490)
"The room was very clean and quiet, the property managers were very accommodating. "
The price is AED 228
AED 253 total
includes taxes & fees
2 Dec - 3 Dec
Twi-Lite Inn
Hampton Inn Front Royal
Exterior
Hampton Inn Front Royal
2.5 star property
8.8 out of 10, Excellent, (1003)
"Very dog friendly ! Clean "
The price is AED 379
AED 422 total
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn Front Royal
Travelodge by Wyndham Winchester
Pool
Travelodge by Wyndham Winchester
2.5 star property
8.2 out of 10, Very Good, (1120)
"Great night stay and nice breakfast "
The price is AED 221
AED 241 total
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Winchester
Sleep Inn & Suites
Pool
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very Good, (1000)
"Bathroom I. Bad shape. Tub and walls super dirty and in bad shape. "
The price is AED 222
AED 241 total
includes taxes & fees
2 Dec - 3 Dec
Sleep Inn & Suites
Hilton Garden Inn Winchester
Pool
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (444)
"This is the second time I have stayed here and I rate this a 7 out of 10 here is why: 1. no charging for EV 2. mattress is uncomfortable and needs replacing 3. pillow are all soft and too large no choice of firm or small"
The price is AED 378
AED 428 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn 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.
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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 8 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. Sleep Inn & Suites: Provides full, a pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Winchester, an IHG Hotel: Features complimentary wired internet access, a pool, and free self parking. 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 8 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, Museum of the Shenandoah Valley, and Apple Blossom Mall. 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.