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Hotels with Swimming Pool in Upperville, Virginia

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Check availability on Upperville Hotels with Swimming Pool

Top Upperville Hotels with Swimming Pool

Indoor pool
Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
Gainesville
  • Indoor pool
8.8 out of 10, Excellent, (975)
Swimmers dive into aquatic bliss at the pristine indoor pool, available from morning until late evening. After invigorating laps, guests can maintain fitness routines in the 24-hour exercise center before exploring nearby hiking trails or concert venues.
The price is P4,956
P5,650 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn by Hilton Gainesville-Haymarket
Indoor pool, seasonal outdoor pool
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4.0 star property
Leesburg
  • Indoor pool
  • Poolside bar
8.8 out of 10, Excellent, (1004)
Seasonal waterslide thrills complement the year-round indoor pool at this golf resort haven. After swimming laps, guests sip refreshing cocktails at the poolside bar while overlooking the sprawling 36-hole championship course.
The price is P10,603
P14,279 total
includes taxes & fees
Nov 30 - Dec 1
Lansdowne Resort and Spa
Indoor pool
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (1003)
Sparkling waters await in the pristine indoor pool where relaxation flows naturally into the adjacent hot tub. Beyond aquatic pleasures, this hotel offers an 18-hole golf course, 24-hour fitness center, and on-site dining at Houlihans Restaurant.
The price is P6,247
P7,067 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool, outdoor pool
Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG

2.5 star property
Leesburg
  • Outdoor pool
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
Poolside perfection awaits at this hotel featuring both indoor and outdoor pools for year-round enjoyment. After swimming laps, guests can rejuvenate in the fitness center or explore nearby hiking trails and premium outlets.
The price is P5,965
P6,859 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Terrace/patio
Homewood Suites by Hilton Leesburg

Homewood Suites by Hilton Leesburg

3.0 star property
Leesburg
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (533)
Sparkling outdoor pool waters invite refreshment from 8 AM until 10 PM daily. Guests appreciate the clean facilities, quiet atmosphere, and helpful staff while enjoying complimentary breakfast before lounging in the sunshine.
The price is P5,866
P6,746 total
includes taxes & fees
Dec 7 - Dec 8
Homewood Suites by Hilton Leesburg
Indoor pool
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (1004)
Sparkling waters await in the pristine indoor pool, a refreshing retreat after exploring nearby Shenandoah University attractions. Complemented by a 24-hour fitness center, Kems Restaurant, and spotlessly clean accommodations praised by travelers.
The price is P4,134
P4,675 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
  • Indoor pool
9.4 out of 10, Exceptional, (764)
Crystal-clear waters await in the immaculately maintained indoor pool, perfect for families seeking aquatic fun regardless of weather. Guests appreciate the convenient location near Winchester Medical Center, comfortable rooms with pillowtop mattresses, and exceptional breakfast variety.
The price is P6,325
P6,881 total
includes taxes & fees
Dec 14 - Dec 15
SpringHill Suites by Marriott Winchester
View from property
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

3.0 star property
Front Royal
  • Pool loungers
9.6 out of 10, Exceptional, (551)
Dive into the seasonal outdoor pool, available June through August with convenient morning-to-evening hours. This pristine hotel earns rave reviews for its exceptional cleanliness, comfortable accommodations, and friendly staff who enhance every stay.
The price is P7,500
P8,391 total
includes taxes & fees
Nov 23 - Nov 24
TownePlace Suites by Marriott Front Royal
Indoor pool
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
  • Indoor pool
  • Full-service spa
9.4 out of 10, Exceptional, (1013)
Swimming enthusiasts revel in the refreshing indoor pool, a serene oasis within this Georgian-style landmark. After invigorating laps, guests explore nearby hiking trails or pamper themselves with professional massage treatments at the on-site spa.
The price is P7,479
P8,474 total
includes taxes & fees
Nov 23 - Nov 24
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (791)
Splashing in the pristine indoor pool offers a welcome respite after exploring local trails. Beyond water delights, this Art Deco hotel features continental breakfast, a fitness center, and spacious rooms with plush, comfortable beds for perfect rest.
The price is P5,471
P5,953 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield Inn & Suites by Marriott 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.
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Top Upperville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Front desk person was courteous and efficient. Room is nice and spacious."
Diane 1-night trip
Posted 16 hours ago
Country Inn & Suites by Radisson, Winchester, VA

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Frequently asked questions

What are some accommodations with pools in Upperville?
Travelodge by Wyndham Winchester: Offers complimentary wired internet access, an indoor pool, and free self parking. Hilton Garden Inn Dulles North: Provides buffet, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Winchester: Features a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa: Hotel located near Harpers Ferry National Historical Park. Offers buffet, an indoor pool, and free self parking. Clarion Inn Harpers Ferry - Charles Town: Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts.
What is there to see and do in Upperville?
Make a point to visit attractions like Shenandoah Lake Beach and Glenwood Park. Discover sights such as Sky Meadows State Park and Upperville Park during your stay.
When is the best time to book a hotel with a pool in Upperville?
You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Upperville in the hottest 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 are visiting during the coldest months of January, February, or December when the average temperature is 37°F.