Search Hotels with Pool in Winchester

    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 Pool

Top Winchester Hotels with Pool

Fairfield Inn & Suites by Marriott Winchester
Relax by the pool surrounded by comfortable lounge chairs and a small table.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (735)
"We stayed 6 days. The hotel was consistently clean and comfortable. The staff was friendly and accommodating, allowing us to entertain our grandchildren with the
pool
. We will go back."
Carol
The price is Rp1.571.524
Rp1.709.818 total
includes taxes & fees
17 Jul - 18 Jul
Fairfield Inn & Suites by Marriott Winchester
Country Inn & Suites by Radisson, Winchester, VA
Relax by the pool with a refreshing view, surrounded by comfortable lounge chairs and a convenient table.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1004)
"Clean, comfortable,
pool
was nice, breakfast was good "
Stephanie
The price is Rp1.612.880
Rp1.754.814 total
includes taxes & fees
15 Jul - 16 Jul
Country Inn & Suites by Radisson, Winchester, VA
Courtyard by Marriott Winchester
Work out in style with a fully equipped gym featuring a treadmill, elliptical trainer, and bench press station, offering a view of the outdoor pool.

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (841)
"We met up with family because Winchester is the middle of where we all live….the
pool
was awesome, having comfortable space in the lobby to spread out and play games together rather than cramming in a room was fab!!! My only negative comment is that the pull out couch was like a ROCK!!! "
Sarah
The price is Rp1.735.326
Rp1.888.034 total
includes taxes & fees
20 Jul - 21 Jul
Courtyard by Marriott Winchester
Holiday Inn Express Winchester South-Stephens City by IHG
Guests can check in at the hotel's prominent entrance, surrounded by ample parking.

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (755)
"Long hall walk to room only one ice machine and one first floor! Carpet was dirty and stained! You can hear everything out in hallway from the rooms and huge gaps at bottom of main door. Customer service was great
pool
area is nice bed was comfortable! Was a lot cobwebs in room ! Otherwise was a ok stay "
Heidi
The price is Rp1.284.466
Rp1.397.505 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Hampton Inn Winchester N/Conference Center, VA
Relax by the pool surrounded by comfortable seating and lush greenery.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (781)
"Our room was first floor; very clean and welcoming. The
pool
area was very well maintained as were the public areas used for breakfast, etc. McDonald’s, Subway, and Dunkin’ Donuts as well as a gas station border the property so if you are interested in resting after a long trip, you don’t necessarily have to get right back into the car to get some sustenance. "
Diane
The price is Rp1.916.157
Rp2.171.004 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Winchester N/Conference Center, VA
SpringHill Suites by Marriott Winchester
Swimmers can enjoy a refreshing dip in the rectangular pool surrounded by a tiled deck.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (654)
"Staff and room was great! Small
pool
was cloudy smelled of chlorine So not used"
Susan
The price is Rp1.882.910
Rp2.048.605 total
includes taxes & fees
20 Jul - 21 Jul
SpringHill Suites by Marriott Winchester
Quality Inn
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1004)
"He stayed here multiple times.
Pool
area is great to sit and read or swim. Breakfast was very good and the staff was extremely friendly. "
Margaret
The price is Rp1.502.598
Rp1.634.826 total
includes taxes & fees
20 Jul - 21 Jul
Quality Inn
Microtel Inn & Suites by Wyndham Winchester
Relax by the pool surrounded by comfortable lounge chairs and a seating area.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1299)
"Very clean.
Pool
was a little cloudy but nice. Smaller sink than I’m used to having. "
Marie
The price is Rp1.453.133
Rp1.581.009 total
includes taxes & fees
20 Jul - 21 Jul
Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Relax by the pool surrounded by comfortable lounge chairs and a beautifully tiled area.

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"IT WAS SO NICE, VERY COURTEOUS STAFF - GREAT FOOD, GREAT ROOM AND LOVELY
POOL
WITH LOTS OF HOURS FOR SWIMMING, TOO!"
JE
The price is Rp1.443.402
Rp1.619.205 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Winchester Se-Historic Gateway by IHG
TownePlace Suites by Marriott Winchester
Relax by the pool surrounded by a spacious deck and comfortable lounge chairs.

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (438)
"This is my second time staying at this location. The first time I got super lucky, receiving a third floor suite overlooking the
pool
. The only challenge since I was traveling with my dog was getting him down three flights to get outside for bathroom breaks. This time, we got a first floor suite, facing the back of the hotel. Much less of a view but it was right across from the exit to outside- so the lack of view was made up for by the convenience of how easy it was to get in and out with my...
Sherilynn
The price is Rp1.736.948
Rp1.889.798 total
includes taxes & fees
15 Jul - 16 Jul
TownePlace 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.

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