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Hotels with Swimming Pools in Upperville

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Check availability on Upperville Hotels with Swimming Pools

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Upperville hotels with a pool

An indoor swimming pool with clear blue water, surrounded by large windows offering views of greenery.
A reception desk with a "Welcome to the Mother of States" sign, a Hilton Honors logo, and a cityscape artwork on the wall.
A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

1. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
  • Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness centre for active travellers.
S$173
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Front Royal
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A terrace with tables set for a wedding, overlooking a golf course and a body of water.
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.
A restaurant interior with a bar area, seating, and artwork on the walls.

2. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
  • Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
S$171
includes taxes & fees
24 Sept - 25 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
A coffee station with multiple coffee dispensers and a sign above.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

3. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
  • Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
S$131
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites by Marriott Winchester
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

4. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
  • Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
S$145
includes taxes & fees
27 Aug - 28 Aug
La Quinta Inn & Suites by Wyndham Winchester
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.
A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror and sink.
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

5. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
  • Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
S$197
includes taxes & fees
13 Sept - 14 Sept
TownePlace Suites by Marriott Front Royal
A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.
A dining area with tables set for six, large windows, and a stone fireplace.
A cozy lobby with a stone fireplace, leather sofas, a wooden coffee table, and a chandelier.
A modern house with a stone facade, large windows, and a sloped roof.

6. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
S$754
includes taxes & fees
27 Aug - 28 Aug
Goodstone Inn & Restaurant
An indoor swimming pool with white columns, clear blue water, and a central statue.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A bar area with a piano, seating, and a bar counter with bottles.

7. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
  • Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
S$176
includes taxes & fees
7 Sept - 8 Sept
The George Washington Hotel, A Wyndham Grand Hotel
An indoor swimming pool with lounge chairs and a lifeguard chair.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A modern lounge area with seating, a TV, and a children's play area.

8. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
  • Make a splash at this Winchester hotel with an indoor pool and fitness centre for all seasons.
S$123
includes taxes & fees
30 Aug - 31 Aug
Microtel Inn & Suites by Wyndham Winchester
A poolside area with lounge chairs and a stack of towels on a table.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A woman using a stationary bike in a gym with red walls and multiple exercise machines.
A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

9. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
  • Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
S$133
includes taxes & fees
20 Sept - 21 Sept
Country Inn & Suites by Radisson, Winchester, VA
A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A bar area with wooden shelves stocked with bottles, a bar counter, and leather bar stools.
A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.
A dining area with tables set for service, large windows with views of greenery, and a chandelier.

10. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
Boyce
  • Soak in seasonal sunshine at this serene pool retreat with loungers and garden views.
S$314
includes taxes & fees
30 Aug - 31 Aug
L'Auberge Provencale Inn & Restaurant
View all properties

Choose what matters most at hotels with a pool in Upperville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Upperville Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

8/10 Good
"Slow bathroom sink drain. Stafffriendly and helpful."
David 3-night trip
Posted less than an hour ago
Hampton Inn Front Royal
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Great stay! Very clean and the staff was great."
Niccole 1-night trip
Posted 2 hours ago
Spark by Hilton Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"We’ve stayed here numerous times due"
Susan 1-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"We were pleasantly surprised and very pleased with this property. We enjoyed our overnight stay and would definitely stay again. Convenient to I-81, yet surprisingly quiet"
Joyce K 1-night trip
Posted 21 hours ago
Quality Inn Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"Great clean place"
Charlotte 1-night trip
Posted 3 days ago
Lansdowne Resort and Spa

Frequently asked questions

What are some accommodation options with pools in Upperville?
Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Salamander Resort And Spa: Offers a children's pool, a seasonal outdoor pool and 2 restaurants. Spark by Hilton Winchester: Features a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Winchester Se-Historic Gateway by IHG: Offers 2 restaurants, an indoor pool and a full-service spa. The George Washington Hotel, A Wyndham Grand Hotel: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Upperville?
Surround yourself with nature at Upperville Park. Discover sights such as Sky Meadows State 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 that has an outdoor pool if you're planning to visit Upperville in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation 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 3°C.

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