Hotels with Swimming Pool in Winchester, Virginia

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Winchester Hotels with Swimming Pool

Next weekend
In two weeks

Top Winchester Hotels with Swimming Pool

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel. Great area . No complaints comfortable bed. Wonderful breakfast buffet. Worth staying there "
The price is P4,384
P4,769 total
includes taxes & fees
Mar 2 - Mar 3
Country Inn & Suites by Radisson, Winchester, VA

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Room was a good size. Price was great. The bar was quaint and the entertainment was excellent. The restaurant was conveniently located in the lower level of the hotel - which was a plus because it was very cold out. I would definitely stay there again. "
The price is P7,339
P8,315 total
includes taxes & fees
Mar 2 - Mar 3
The George Washington Hotel, A Wyndham Grand Hotel

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"The hotel staff was great. The room was a good size and had outlets setup for every connected needed for phones, tablets, etc. We would stay here again. "
The price is P4,876
P5,525 total
includes taxes & fees
Mar 2 - Mar 3
Spark by Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1818)
"Pretty nice and very kindly staff"
The price is P5,945
P6,468 total
includes taxes & fees
Mar 9 - Mar 10
La Quinta Inn & Suites by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean, spacious and comfortable rooms. Friendly staff. Excellent mattresses and fitness room."
The price is P5,033
P5,725 total
includes taxes & fees
Mar 2 - Mar 3
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (500)
"Loved going back in time when we went on a family vacation in the 60’s. Time and upkeep has been kind to this place. The bed was very comfortable and the room stayed nice and warm."
The price is P3,708
P4,127 total
includes taxes & fees
Feb 24 - Feb 25
Twi-Lite Inn

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1000)
"Our stay was pleasant. We had a newly renovated room that was beautiful. The toilet paper and tissues could have been better but everything else was perfect. "
The price is P5,369
P5,975 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn Front Royal

Travelodge by Wyndham Winchester

2.5 star property
8.2 out of 10, Very Good, (1105)
"Only stopped here to get off the highway for a little while, place is alright for a roadside motel, no complaints, grandkids loved making their own waffles for breakfast, if you find yourself on a long drive, good place to rest, "
The price is P3,882
P4,224 total
includes taxes & fees
Mar 2 - Mar 3
Travelodge by Wyndham Winchester

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1004)
"Good value for the price. No complaints to report."
The price is P4,008
P4,361 total
includes taxes & fees
Mar 2 - Mar 3
Sleep Inn & Suites

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (457)
"It was family get together. The room really wasn’t very spacious for the price. Although I did take advantage of one of your offers it wasn’t really that comfortable. The room was clean; I think poorly located and not really that friendly in my opinion at the front desk."
The price is P6,354
P7,199 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden 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.
Don't see what you're looking for?
See all available properties in Winchester

Frequently asked questions

What's it like visiting Winchester?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out 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 accommodations 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 wired internet access. Microtel Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Features a snack bar/deli, a pool, and daily. Hilton Garden Inn Winchester: Offers a snack bar/deli, a pool, and complimentary wired internet access.
How many hotels with pools will I 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 like Shenandoah Valley Discovery Museum and Rocking S Ranch. During your stay, check out sights such as Bright Box Theater, Winchester Little Theater, and Patsy Cline Historic House. 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 an accommodation with an outdoor swimming pool if you will be visiting Winchester in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F.