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Upperville Hotels with Swimming Pool

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Check availability on Upperville Hotels with Swimming Pools

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

Our top choices for Upperville hotels with a pool

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 modern house with a stone facade, large windows, and a sloped roof.
A dining area with tables set for six, large windows, and a stone fireplace.

1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
RM1,210
RM1,924 total
includes taxes & fees
2 Nov - 3 Nov
Goodstone Inn & Restaurant
A swimming pool with lounge chairs and a sunset view.
A picnic setup with a cheese board, grapes, and a glass of white wine on a wooden table, surrounded by lush greenery and a pergola.
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.

2. 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.
RM2,987
RM3,634 total
includes taxes & fees
29 Oct - 30 Oct
Salamander Resort And Spa
A swimming pool with lounge chairs and a fence.
A bathroom with a bathtub, a shower, a toilet, and a window.
A large, two-story house with a well-maintained lawn and a stone wall in the foreground.
A covered porch with wicker furniture, a lantern, and potted plants.

3. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
  • Seasonal outdoor pool oasis where relaxation meets historic charm in a tranquil setting.
RM1,313
RM1,497 total
includes taxes & fees
5 Oct - 6 Oct
Briar Patch Bed & Breakfast Inn
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
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.
A terrace with tables set for a wedding, overlooking a golf course and a body of water.

4. 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.
RM482
RM532 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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 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.
A spacious room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.

5. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
RM1,056
RM1,204 total
includes taxes & fees
4 Oct - 5 Oct
Inn at Evergreen
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.

6. 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.
RM567
RM634 total
includes taxes & fees
7 Oct - 8 Oct
TownePlace Suites by Marriott Front Royal
A swimming pool with clear water, surrounded by large windows offering views of greenery.
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.
A reception desk with a "Welcome to the Mother of States" sign, a Hilton Honors logo, and a cityscape artwork on the wall.

7. 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.
RM497
RM553 total
includes taxes & fees
1 Nov - 2 Nov
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 hotel with a flat facade, multiple windows, and a well-lit entrance.

8. 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.
RM419
RM466 total
includes taxes & fees
4 Oct - 5 Oct
La Quinta Inn & Suites by Wyndham Winchester
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
A coffee station with multiple coffee dispensers and a sign above.
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.

9. 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.
RM378
RM421 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Winchester
A view of a swimming pool with a fountain, surrounded by a fence and greenery, with mountains in the background.
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.
A cozy room with a fireplace, wooden paneling, and comfortable seating.
A dining area with a table set for two, featuring a bowl of bread, a glass of wine, and a vase of flowers.

10. Glen Gordon Manor

Glen Gordon Manor
Huntly
  • Unwind in the Virginia mountains at this tranquil manor with a seasonal outdoor pool for summertime refreshment.
RM1,507
RM1,738 total
includes taxes & fees
2 Nov - 3 Nov
Glen Gordon Manor
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Ok"
Lee 1-night trip
Posted 6 hours ago
Travelodge by Wyndham Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Clean and good breakfast"
Mike 1-night trip
Posted 10 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 accommodation options 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 high-speed (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 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 22Β°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 3Β°C.

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