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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Winchester Hotels with a Pool

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, (1005)
"Clean, comfortable,
pool
was nice, breakfast was good "
Stephanie
The price is AED 365
AED 397 total
includes taxes & fees
21 Jul - 22 Jul
Country Inn & Suites by Radisson, Winchester, VA
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Our stay was wonderful. The rooms were clean, all staff was helpful,
pool
/hot tub was perfect with the cold weather and the entertainment at the bar was phenomenal. "
Amanda
The price is AED 465
AED 527 total
includes taxes & fees
27 Jul - 28 Jul
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, (1002)
"I loved staying here. It was clean with a great gym and
pool
. "
Julia
The price is AED 334
AED 378 total
includes taxes & fees
17 Aug - 18 Aug
Spark by Hilton Winchester
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, (2079)
"We enjoyed our stay. He was comfortable clean and safe, helpful staff. Nice
pool
and exercise, room and good breakfast."
Howard
The price is AED 426
AED 463 total
includes taxes & fees
21 Jul - 22 Jul
La Quinta Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1004)
"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. "
Stephen
The price is AED 443
AED 500 total
includes taxes & fees
27 Jul - 28 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Twi-Lite Inn
Seasonal outdoor pool

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (512)
"Excellent value for the price. Beautiful flowers and a sparkling
pool
. "
Cheryl
The price is AED 286
AED 319 total
includes taxes & fees
28 Jul - 29 Jul
Twi-Lite Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Hotel under renovation, room freshly painted and still had strong paint odor. No
pool
available. Good location."
brian
The price is AED 403
AED 448 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cribs/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1090)
"Hotel was clean, rooms were comfortable bed was also comfy. "
Tracy
The price is AED 253
AED 276 total
includes taxes & fees
22 Jul - 23 Jul
Travelodge by Wyndham Winchester
Sleep Inn & Suites
Indoor pool

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1000)
"I have stayed at this Hotel 3 times now. Twice with my family and once by myself. Breakfast was jimmy Dean sandwiches, Belgian waffles, bagels, muffins, yogurt, cereal and oatmeal. Very well stocked and clean. Our room was clean. However updates need to be made to the property as it is very outdated. The toilet seat was broken on one of the hinged.. still usable but an easy fix. My kids swam in the
pool
one morning, the
pool
itself was clean and the staff had mentioned it was repaired recently....
amber
The price is AED 262
AED 285 total
includes taxes & fees
17 Aug - 18 Aug
Sleep Inn & Suites
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (481)
"The location is off the beaten path, yet food/restaurants everywhere. Very handy.
Pool
was lovely, as were staff. "
Mary
The price is AED 387
AED 439 total
includes taxes & fees
27 Jul - 28 Jul
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. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool, and daily. Microtel Inn & Suites by Wyndham Winchester: Provides daily, an indoor pool, and free self parking. Courtyard by Marriott Winchester: Features a snack bar/deli, a pool, and complimentary wired internet access. 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, 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 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.