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Find Hotels with a Pool in Upperville, VA

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Check availability on Upperville Hotels with a Pool

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Upperville hotels with a pool

A swimming pool with lounge chairs and a sunset view.
A spacious lobby with a central coffee table, seating arrangements, and a fireplace.
A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.
A restaurant with round tables, booths, and a chandelier.

1. Salamander Middleburg

Salamander Middleburg
Middleburg
  • Luxury resort pools with spa-side indulgence beckon, from indoor lap pool to seasonal outdoor retreat, free cabanas await.
NT$22,006
NT$26,780 total
includes taxes & fees
Nov 23 - Nov 24
Salamander Middleburg
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 stone pathway leading to a building with a red awning and a white door.

2. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
NT$8,377
NT$13,898 total
includes taxes & fees
Nov 4 - Nov 5
Goodstone Inn & Restaurant
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".
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.
A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

3. 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.
NT$4,532
NT$5,063 total
includes taxes & fees
Nov 9 - Nov 10
TownePlace Suites by Marriott Front Royal
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.
A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.

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.
NT$3,345
NT$3,723 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta Inn & Suites by Wyndham Winchester
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A restaurant interior with a bar area, seating, and artwork on the walls.
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

5. 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.
NT$4,147
NT$4,574 total
includes taxes & fees
Nov 11 - Nov 12
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.
A gym with a rack of dumbbells, kettlebells, and exercise balls.
A modern indoor space with a dining area, a clock, and a view into a gym area.
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

6. 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 center for active travelers.
NT$3,852
NT$4,287 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn Front Royal
A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A covered porch with white columns, a bench, and hanging flower baskets.
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.

7. 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.
NT$9,389
NT$10,356 total
includes taxes & fees
Nov 2 - Nov 3
L'Auberge Provencale Inn & Restaurant
A hallway with a dark wooden floor, white walls, and a large mirror on the right. There is a door at the end of the hallway and a small table with a vase of flowers on the left.
A spacious room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.
A spacious lobby with stone walls, large arched windows, a chandelier, and a fireplace.

8. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
NT$8,436
NT$9,616 total
includes taxes & fees
Oct 26 - Oct 27
Inn at Evergreen
A swimming pool with lounge chairs and a fence.
A covered porch with wicker furniture, a lantern, and potted plants.
A lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.
A bathroom with a bathtub, a shower, a toilet, and a window.

9. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
  • Seasonal outdoor pool oasis where relaxation meets historic charm in a tranquil setting.
NT$10,489
NT$11,958 total
includes taxes & fees
Oct 26 - Oct 27
Briar Patch Bed & Breakfast Inn
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.
A coffee station with multiple coffee dispensers and a sign above.
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

10. 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.
NT$3,020
NT$3,362 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
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

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

10/10 Excellent
"Great stay! We’ll be back soon!"
Daniel 1-night trip
Posted less than an hour ago
Hilton Garden Inn Dulles North
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Le lit était très confortable."
Linda 1-night trip
Posted 6 hours ago
Travelodge by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"I really enjoyed the property. Extremely convenient to downtown attractions while being relatively quiet and nice. Staff was very helpful, room was lovely and clean and the pool was gorgeous."
MARY 1-night trip
Posted 6 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Very convenient at the start of skyline drive"
Ann 1-night trip
Posted 1 day ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Very clean close to harpers ferry"
loni 1-night trip
Posted 3 days ago
Clarion Inn Harpers Ferry - Charles Town

Frequently asked questions

What are some accommodations with pools in Upperville?
The George Washington Hotel, A Wyndham Grand Hotel: Features 2 restaurants, an indoor pool, and a full-service spa. Salamander Resort And Spa: Offers a children's pool, a seasonal outdoor pool, and 2 restaurants. Lansdowne Resort and Spa: Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Travelodge by Wyndham Winchester: Offers a health club, an indoor pool, and daily. TRU By Hilton Winchester: Features buffet, an indoor pool, and complimentary wired internet access.
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 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.

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