Find Hotels with an Outdoor Pool in Winchester, VA

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Top Winchester Hotels with an Outdoor Pool

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1004)
"Great stay"
United States
Jaron
$76 nightly
The price is $82
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
9.2 out of 10, Wonderful, (845)
"Great place to stay. Super clean and comfortable beds."
United States
Roy Allen
$103 nightly
The price is $117
Dec 12 - Dec 13
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
8.2 out of 10, Very Good, (802)
"Nice stay and friendly people "
United States
ALFRED
$74 nightly
The price is $81
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

TownePlace Suites by Marriott Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (478)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
$107 nightly
The price is $117
Dec 7 - Dec 8
Total with taxes and fees
TownePlace Suites by Marriott Winchester

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very Good, (539)
"Great pool and quiet area to stay in"
United States
Matthew
$62 nightly
The price is $69
Dec 7 - Dec 8
Total with taxes and fees
Twi-Lite Inn

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
Front Royal
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
$54 nightly
The price is $60
Dec 23 - Dec 24
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (94)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
$309 nightly
The price is $338
Dec 8 - Dec 9
Total with taxes and fees
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
$281 nightly
The price is $310
Dec 7 - Dec 8
Total with taxes and fees
L'Auberge Provencale Inn & Restaurant

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Staff, clean room, very comfortable bed!"
United States
Terri
$99 nightly
The price is $112
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Winchester-University/Mall Area

TownePlace Suites by Marriott Front Royal

3.0 star property
Front Royal
9.6 out of 10, Exceptional, (554)
"Perfect for one night stay before Skyline Drive trip. "
United States
Timothy
$120 nightly
The price is $132
Dec 14 - Dec 15
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
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.

Find out more about Winchester

Discover top Winchester attractions

In Winchester, Virginia, travelers seeking relaxation will find a wealth of serene activities and attractions. Start your exploration at the serene Gardens at the Museum of the Shenandoah Valley, where beautifully landscaped grounds invite leisurely strolls among vibrant blooms and tranquil water features. For a taste of local history, visit the historic Old Town Winchester, where cobblestone streets are lined with charming boutiques, art galleries, and cafés, perfect for a leisurely day of browsing and indulging in local cuisine. The peaceful atmosphere continues at the Winchester National Cemetery, where the rows of gravestones and immaculately kept grounds provide a reflective space for quiet contemplation. Families will enjoy a day at the nearby Shenandoah Valley Discovery Museum, which offers interactive exhibits that engage children while allowing parents to relax in a family-friendly environment. After a day of exploration, unwind at one of Winchester's hotels featuring inviting pools, such as the Holiday Inn & Suites or the Hampton Inn, where you can enjoy a refreshing swim before settling into a comfortable room. This area provides the perfect base for relaxation, allowing you to escape the hustle and bustle while enjoying attentive service and quality amenities.

Find the best hotels with an outdoor pool in Winchester

For travelers seeking a refreshing stay in Winchester, Virginia, these top hotels feature outdoor pool options that are perfect for relaxation and enjoyment. Each hotel offers unique amenities that enhance the outdoor experience during your visit.

Hampton Inn Winchester-University/Mall Area

  • Why it's great for poolside lounging: The Hampton Inn Winchester-University/Mall Area is an ideal choice for those who love to unwind by the pool, a solid guest review rating of 9.2. The hotel features an inviting outdoor pool, complete with sun loungers, ensuring guests can soak up the sun and enjoy a refreshing dip anytime.
  • Other amenities: Guests can indulge in a complimentary buffet breakfast each morning, while the accessible pool area caters to all travelers. The hotel also offers a fitness center, free self-parking, and a shopping center right on site. In addition, families will appreciate the free meals for children, and the convenient air conditioning ensures a comfortable stay regardless of the season.
  • Nearby attractions: Shenandoah University - 0.16 miles, Jim Barnett Park - 0.16 miles, Abram's Delight - 0.35 miles

Courtyard by Marriott Winchester

  • Why it's great for poolside lounging: The Courtyard by Marriott Winchester is a fantastic option for those who enjoy outdoor leisure, featuring an accessible outdoor pool that complements its welcoming atmosphere. With a respectable guest review rating of 8.8, travelers can expect a pleasant stay with refreshing poolside relaxation.
  • Other amenities: This hotel also boasts an indoor pool for year-round enjoyment, alongside a 24-hour fitness facility and a rooftop garden for a unique outdoor experience. Guests can take advantage of the self-parking option and enjoy snacks from the on-site convenience store. The spacious suites and daily housekeeping add to the comfort, making it an excellent choice for extended stays.
  • Nearby attractions: Museum of the Shenandoah Valley - 1.52 miles, Winchester Little Theater - 2.05 miles

Hilton Garden Inn Winchester

  • Why it's great for poolside lounging: The Hilton Garden Inn Winchester offers a delightful setting for travelers seeking outdoor pool access, with a review rating of 8.4. Guests can enjoy the dual pool options, including both an indoor and an accessible outdoor pool, perfect for leisure and relaxation under the sun.
  • Other amenities: This hotel features a garden-view restaurant that serves delicious meals, along with a terrace for outdoor dining experiences. Guests benefit from free self-parking and premium bedding for a restful night’s sleep. The fitness center is accessible for all travelers, and the hotel also provides designer toiletries and housekeeping services to enhance the stay.
  • Nearby attractions: Shenandoah University - 0.33 miles, Apple Blossom Mall - 0.57 miles, Abram's Delight - 0.62 miles

Top Winchester Hotel Reviews

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