Find Hotels with a Pool in Old Town 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 Old Town Winchester Hotels with a Pool

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Old Town Winchester Hotels with a Pool

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, (1006)
"Great location and clean hotel"
The price is AED 465
AED 527 total
includes taxes & fees
3 Aug - 4 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Berryville Bliss: Basement Apartment in welcoming Berryville
Outdoor dining

Berryville Bliss: Basement Apartment in welcoming Berryville

10.0 out of 10, Exceptional, (3)
"Clean, comfortable and close to Historic Rosemont! Pool was incredible!"
The price is AED 744
AED 1,780 total
includes taxes & fees
4 Aug - 5 Aug
Berryville Bliss: Basement Apartment in welcoming Berryville
L'Auberge Provencale Inn & Restaurant
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is AED 823
AED 908 total
includes taxes & fees
4 Aug - 5 Aug
L'Auberge Provencale Inn & Restaurant
Hampton Inn Martinsburg South-Inwood
Outdoor pool, sun loungers

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (599)
"The property was very clean and the breakfast was excellent."
The price is AED 387
AED 434 total
includes taxes & fees
31 Aug - 1 Sep
Hampton Inn Martinsburg South-Inwood
TownePlace Suites by Marriott Winchester
Outdoor pool

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (450)
"Staff was amazing! "
The price is AED 393
AED 428 total
includes taxes & fees
1 Aug - 2 Aug
TownePlace Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
Indoor pool

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (667)
"Great breakfast! "
The price is AED 426
AED 464 total
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Winchester
Baymont by Wyndham Front Royal Near Shenandoah National Park
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (855)
"We had a great stay. Clean and staff was friendly "
The price is AED 228
AED 254 total
includes taxes & fees
15 Aug - 16 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
Hampton Inn Winchester N/Conference Center, VA
Seasonal outdoor pool

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (786)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is AED 403
AED 456 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Winchester N/Conference Center, VA
Microtel Inn & Suites by Wyndham Winchester
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1324)
"Easy access to hotel, stores, restaurants/food. "
The price is AED 300
AED 326 total
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is AED 309
AED 336 total
includes taxes & fees
6 Aug - 7 Aug
Quality 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.

Top Old Town Winchester Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Convenient to Shenandoah skyline drive"
Janice 1-night trip
Posted 11 hours ago
Hampton Inn Front Royal

Frequently asked questions

What are some hotels with pools in Old Town Winchester?
The George Washington Hotel, A Wyndham Grand Hotel: Features 2 restaurants, an indoor pool, and a full-service spa. La Quinta Inn & Suites by Wyndham Winchester: Offers buffet, an indoor pool, and complimentary wired internet access. Travelodge by Wyndham Winchester: Features a snack bar/deli, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG: Features daily, an indoor pool, and free self parking. Comfort Inn & Suites: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Old Town Winchester?
Make a point to visit attractions like Shenandoah Valley Discovery Museum. Discover sights such as Bright Box Theater, Handley Regional Library, and Old Court House Civil War Museum during your stay. Old Town Winchester appeals to visitors with its array of dining options and interesting historical sites.
When is the best time to book a hotel with a pool in Old Town Winchester?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 36°F.