Find Hotels with a Pool in Winchester, VA

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

This weekend
Next weekend

Top Winchester Hotels with a Pool

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1006)
"Great stay for a great price!"
The price is AED 356
AED 387 total
includes taxes & fees
8 Jun - 9 Jun
Country Inn & Suites by Radisson, Winchester, VA

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Loved our stay!"
The price is AED 465
AED 527 total
includes taxes & fees
8 Jun - 9 Jun
The George Washington Hotel, A Wyndham Grand Hotel

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great stay. Very friendly staff and the room was clean and comfortable. "
The price is AED 356
AED 403 total
includes taxes & fees
15 Jun - 16 Jun
Spark by Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2043)
"Excellent stay"
The price is AED 403
AED 439 total
includes taxes & fees
8 Jun - 9 Jun
La Quinta Inn & Suites by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Stayed here for my spring trip to Shenandoah National Park, and had a perfect time. The hotel had everything I needed and the hot tub/pool were excellent. "
The price is AED 434
AED 490 total
includes taxes & fees
8 Jun - 9 Jun
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (507)
"nice place"
The price is AED 294
AED 327 total
includes taxes & fees
5 Jun - 6 Jun
Twi-Lite Inn

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1001)
"Recently renovated..very friendly staff"
The price is AED 387
AED 431 total
includes taxes & fees
3 Jul - 4 Jul
Hampton Inn Front Royal

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1108)
"Very nice place to stay"
The price is AED 253
AED 276 total
includes taxes & fees
2 Jul - 3 Jul
Travelodge by Wyndham Winchester

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1009)
"It was a pleasant stay"
The price is AED 273
AED 298 total
includes taxes & fees
2 Jul - 3 Jul
Sleep Inn & Suites

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (476)
"Nice friendly staff, thank you"
The price is AED 390
AED 442 total
includes taxes & fees
22 Jun - 23 Jun
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.

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 Rocking S Ranch. 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.