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Winchester, VA Hotels With Pools

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Featured Winchester Hotels with a Pool

See all 150 Hotels in Winchester
Aloft Winchester

Aloft Winchester

1055 Millwood Pike (Rt. 50 East), Winchester
3.0 out of 5.0
4.3 out of 5 (226 reviews)
Large Clean Room. Nice amenities.Room was larger than most hotels in this category. High ceilings. Nice amenities, gym. Only criticism was that our room had excess wear and tear on some of the wall coverings and headboards.
  Jul 15, 2017

$95

$95
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

120 Wingate Drive, Winchester
3.0 out of 5.0
4.5 out of 5 (50 reviews)
Convenient locationLocated right across from the Apple Blossom Mal and about a half mile drive to Shenandoah University campus. Lots of restaurants very close or within walking distance.
  Jul 22, 2017

$101

$101
Sleep Inn & Suites

Sleep Inn & Suites

140 Costello Dr, Winchester
2.0 out of 5.0
4.1 out of 5 (71 reviews)
Nice hotel. Staff was nice right from the start! Clean and comfortable. Breakfast is a little lack but serves its purpose.
  Nov 4, 2016
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
3.0 out of 5.0
4.3 out of 5 (215 reviews)
Great location for travelers.Pleasant staff. Easy on and off highway. The restaurants were in the same center. As was gas. So easy.
  Jul 13, 2017

$76

$76
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
3.0 out of 5.0
4.4 out of 5 (98 reviews)
Nice hotel close to the highwayGreat place to be everything was very nice and comfortable
  Apr 15, 2017

$97

$97
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
3.5 out of 5.0
4.7 out of 5 (205 reviews)
Nice hotelThe staff were very accommodating. Our check in wasn't until 4pm but we called to question early check in because we had a wedding to attend at 5pm, which was 30 minutes away. The staff were able to clean our room and have it ready by 12pm. I would recommend this hotel to anyone.
  Jul 18, 2017

$98

$98
Cool Harbor Motel

Cool Harbor Motel

141 West 15th Street, Front Royal
2.0 out of 5.0
3.5 out of 5 (2 reviews)
Sparse room, but cleanQuiet room, good A/C (it was really hot/humid out). Sparse furnishings (single bed, no chairs, small table, small fridge). but clean. Old fixtures in bathroom but functional. The wifi was surprisingly excellent/fast considering the age of the motel.
  Jul 7, 2017

$56

$56
Holiday Inn & Suites Front Royal Blue Ridge Shadows

Holiday Inn & Suites Front Royal Blue Ridge Shadows

111 Hospitality Drive, Front Royal
3.0 out of 5.0
4.4 out of 5 (99 reviews)
nice,Great place to stay, clean and quiet. Friendly and helpful staff.
  May 29, 2017

$115

$115
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

91 Reliance Road, Middletown
2.0 out of 5.0
2.2 out of 5 (8 reviews)
Great as it is so easy to find,Breakfast room filled with students sitting chatting along with their own food lucky to find one empty table. Very slow getting breakfast items out Lovely room
  Apr 14, 2017

$58

$58
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike, Strasburg
2.5 out of 5.0
4.3 out of 5 (93 reviews)
Nice clean comfortable large room. Pool being refurbished i was never notified made reservations early May 2 grandchildren very disappointed had to drive 20 miles back south to see a movie. Trisha spoke to her supervisor about my problem & the room was comped.
  Jul 23, 2017

$94

$94
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Recently booked Winchester hotels

Fairfield & Suites by Marriott Winchester
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Ramada Strasburg Va
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Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 out of 5.0
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Hampton Inn Winchester-University/Mall Area
2.5 out of 5.0
Last booking: 7 hours ago
Aloft Winchester
3.0 out of 5.0
Last booking: 8 hours ago
Holiday Inn Express Hotel & Suites Winchester
2.5 out of 5.0
Last booking: 8 hours ago
Country Inn & Suites By Carlson, Winchester, VA
3.0 out of 5.0
Last booking: 8 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5.0
Last booking: 9 hours ago
Travelodge - Winchester
2.0 out of 5.0
Last booking: 10 hours ago

Winchester Hotels with Pools Information

Dive into your next vacation with reservations at a Winchester hotels with pools.
  • Browse verified consumer reviews from swimming lovers like you
  • Check out our vast selection of hotels to personalize your getaway to your liking
  • Submerge yourself into the lowest rates around on accommodations

Make a splash during your next vacation and book your stay at hotels with pools in Winchester.

A hotel with a swimming pool brings your otherwise ordinary trip up a notch. When vacationing with the family, a hotel pool makes all the difference. After a long day working a conference, unwind at a hotel with a jacuzzi in Winchester. If the kids are in tow, challenge them to a game of Sharks and Minnows after a long day of sightseeing to wear them out before bedtime. What’s more, hotels with swimming pools in Winchester invite you to wake up and get your day started with a morning dip.

Prices on Winchester hotels with pools don’t need to leave your wallet hanging out to dry. In fact, when you book your stay right here on Expedia, you’ll never feel like you’re drowning in high prices. Browse our collection of hotels with hot tubs Winchester and select the accommodation best matching your travel and budgetary needs. Book confidently knowing you always receive the best rates around, and start working on your butterfly stroke for your sojourn.