Find Hotels with an Outdoor Pool in Old Town Winchester, VA

Start date: Check-in selected.
End date: Check-out
    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Old Town Winchester Hotels with an Outdoor Pool

This weekend
Next weekend

Top Old Town Winchester Hotels with an Outdoor Pool

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (801)
"Very nice and clean hotel front desk lady was very nice and helpful "
$110 nightly
The price is $124
Sep 10 - Sep 11
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
$99 nightly
The price is $112
Sep 10 - Sep 11
Total with taxes and fees
Hampton Inn Winchester-University/Mall Area

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
$76 nightly
The price is $82
Sep 21 - Sep 22
Total with taxes and fees
Quality Inn Winchester

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (611)
"The property was very clean and the breakfast was excellent."
$106 nightly
The price is $119
Sep 14 - Sep 15
Total with taxes and fees
Hampton Inn Martinsburg South-Inwood

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (769)
"Great stay!"
$91 nightly
The price is $99
Sep 12 - Sep 13
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (172)
"Wonderful staff and service!"
$273 nightly
The price is $302
Sep 8 - Sep 9
Total with taxes and fees
L'Auberge Provencale Inn & Restaurant

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (455)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
$107 nightly
The price is $117
Sep 5 - Sep 6
Total with taxes and fees
TownePlace Suites by Marriott Winchester

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (600)
"Great stay!"
$74 nightly
The price is $80
Sep 22 - Sep 23
Total with taxes and fees
Quality Inn Stephens City - Winchester South

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (531)
"Great hotel!"
$152 nightly
The price is $168
Sep 8 - Sep 9
Total with taxes and fees
TownePlace Suites by Marriott Front Royal

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (520)
"Great pool and quiet area to stay in"
$72 nightly
The price is $80
Sep 4 - Sep 5
Total with taxes and fees
Twi-Lite Inn
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 Old Town Winchester

Find out more about Old Town Winchester

Discover top Old Town Winchester attractions

Old Town Winchester is a charming historic district that offers a delightful blend of relaxation and exploration for travelers seeking a tranquil getaway. Begin your day with a peaceful stroll through the picturesque Handley Regional Library, where you can enjoy the serene gardens and architecture while diving into a good book. Just a short walk away, the Old Town Mall offers a quaint atmosphere for leisurely shopping, filled with unique boutiques and artisan shops that showcase local craftsmanship, perfect for finding that special souvenir. For nature lovers, the nearby Jim Barnett Park provides expansive green spaces, walking trails, and a tranquil pond, ideal for a picnic or a leisurely afternoon in the sun. History enthusiasts can immerse themselves in the past at the Museum of the Shenandoah Valley, which not only features fascinating exhibits but also boasts beautiful gardens that invite you to unwind. After a day of exploration, returning to a hotel with a pool in Old Town Winchester allows you to relax and rejuvenate. Imagine unwinding in a sparkling pool surrounded by lush landscaping, offering the perfect backdrop for family fun or quiet moments with a book. Hotels like the George Washington Hotel not only provide luxurious accommodations but often include amenities like poolside cabanas and attentive service that cater to your every need, ensuring your stay is as comfortable as it is enjoyable.

Find the best hotels with an outdoor pool in Old Town Winchester

For travelers seeking a refreshing dip and relaxation under the sun in Old Town Winchester, these hotels offer fantastic outdoor pool options. Each hotel provides a great atmosphere for unwinding after a day of exploring the charming area.

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 guests looking to enjoy an outdoor pool experience, a remarkable guest review rating of 9.4. With an accessible outdoor pool complemented by sun loungers, guests can relax and soak up the sun in a comfortable setting, perfect for unwinding after a day of discovery.
  • Other amenities: In addition to its inviting pool area, the hotel features a complimentary buffet breakfast to start the day right, along with free parking options for added convenience. Guests can also enjoy climate control in their rooms, designer toiletries, and free daily breakfast. The hotel offers accessible facilities, including a pool hoist, ensuring that all guests can enjoy their stay comfortably.
  • Nearby attractions: Shenandoah University - 0.16 miles, Jim Barnett Park - 0.16 miles, Abram's Delight - 0.35 miles

Hampton Inn Winchester N/Conference Center, VA

  • Why it's great for poolside lounging: While the Hampton Inn Winchester N/Conference Center does not feature an outdoor pool, its excellent guest review rating of 9.4 makes it a great choice for travelers. The hotel has a welcoming atmosphere with easy access to nearby hiking and biking trails, perfect for outdoor enthusiasts looking to explore the scenic surroundings.
  • Other amenities: Guests can indulge in a complimentary breakfast each morning and enjoy a well-maintained garden area. The hotel also provides free parking and convenient access to local historical sites and museums. Rooms feature premium bedding, a microwave, and a refrigerator for added comfort and convenience, catering to the needs of every traveler.
  • Nearby attractions: Eastgate Plaza Shopping Center - 0.09 miles, Nalls Farm Market - 0.28 miles, Mt Hebron Cemetery - 1.36 miles

Hilton Garden Inn Winchester

  • Why it's great for poolside lounging: The Hilton Garden Inn Winchester presents an inviting environment for travelers, featuring an accessible outdoor pool that offers a refreshing space to relax. With a solid guest review rating of 8.6, guests can enjoy a comfortable stay with the added benefit of pool access right at their fingertips.
  • Other amenities: Beyond the outdoor pool, this hotel offers an indoor pool for year-round enjoyment, plus a garden-view restaurant serving delightful meals. Guests can take advantage of free self-parking and fitness facilities on-site, ensuring a convenient stay. The rooms come equipped with premium bedding and designer toiletries, along with a snack bar and daily housekeeping for enhanced comfort.
  • Nearby attractions: Shenandoah University - 0.33 miles, Apple Blossom Mall - 0.57 miles, Abram's Delight - 0.62 miles

Expand your search

Most booked related stays in Old Town Winchester in 2025

Top Old Town Winchester Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia