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Hotels with Swimming Pool in Upperville, Virginia

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Check availability on Upperville Hotels with Swimming Pool

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 restaurant with round tables, booths, and a chandelier.
A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.

1. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
  • Luxury resort pools with spa-side indulgence beckon, from indoor lap pool to seasonal outdoor retreat, free cabanas await.
P45,923
P55,860 total
includes taxes & fees
Oct 29 - Oct 30
Salamander Resort And Spa
A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.
A cozy lobby with a stone fireplace, leather sofas, a wooden coffee table, and a chandelier.
A dining area with tables set for six, large windows, and a stone fireplace.
A modern house with a stone facade, large windows, and a sloped roof.

2. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
P18,593
P29,573 total
includes taxes & fees
Nov 2 - Nov 3
Goodstone Inn & Restaurant
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.
A terrace with tables set for a wedding, overlooking a golf course and a body of water.
A restaurant interior with a bar area, seating, and artwork on the walls.

3. 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.
P7,415
P8,179 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror and sink.
A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".
A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

4. 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.
P8,709
P9,732 total
includes taxes & fees
Oct 7 - Oct 8
TownePlace Suites by Marriott Front Royal
A swimming pool with clear water, surrounded by large windows offering views of greenery.
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
A gym with weightlifting equipment, including dumbbells and a bench.
A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.

5. 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.
P7,633
P8,496 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn 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 dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.

6. 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.
P6,429
P7,155 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Winchester
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
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.
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

7. 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.
P5,818
P6,476 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
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.
A spacious lobby with stone walls, large arched windows, a chandelier, and a fireplace.
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.

8. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
P16,212
P18,482 total
includes taxes & fees
Oct 4 - Oct 5
Inn at Evergreen
A swimming pool with lounge chairs and a fence.
A bathroom with a bathtub, a shower, a toilet, and a window.
A lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.
A large, two-story house with a well-maintained lawn and a stone wall in the foreground.

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.
P20,206
P23,035 total
includes taxes & fees
Oct 5 - Oct 6
Briar Patch Bed & Breakfast Inn
An indoor swimming pool with lounge chairs and a lifeguard chair.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.
A modern lounge area with seating, a TV, and a children's play area.

10. 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 center for all seasons.
P5,979
P6,654 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
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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

10/10 Excellent
"Clean and good breakfast"
Mike 1-night trip
Posted 11 hours ago
Hampton Inn Front Royal
Salamander Resort And Spa

Salamander Resort And Spa

10/10 Excellent
"Great place, and nice staff"
Mohamed 1-night trip
Posted 2 days ago
Salamander Resort And Spa
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"It could be a very nice hotel, but it needs some maintenance."
Nancy 2-night trip
Posted 3 days ago
Clarion Inn Harpers Ferry - Charles Town
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"I brought my wife up here for her birthday weekend. The room we were staying in had a beautiful view of the environment and the mountains. The wait staff was very nice as we did in-room dining for our breakfast and we ate at the Cotton Rye restaurant for dinner. And the food was pretty good. My wife used the massage service and it was very lovely. We both did the Floating Bath service, and that was a pleasant experience. Things can get a little pricey around here. But overall, it was a very good stay. And we would love to come back."
Jamiil 3-night trip
Posted 4 days ago
Lansdowne Resort and Spa

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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