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Hotels with Swimming Pools in Upperville

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Check availability on Upperville Hotels with Swimming Pools

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 stone pathway leading to a building with a red awning and a white door.
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.

1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
S$579
includes taxes & fees
4 Nov - 5 Nov
Goodstone Inn & Restaurant
A swimming pool with lounge chairs and a sunset view.
A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.
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 restaurant with round tables, booths, and a chandelier.

2. Salamander Middleburg

Salamander Middleburg
Middleburg
  • Luxury resort pools with spa-side indulgence beckon, from indoor lap pool to seasonal outdoor retreat, free cabanas await.
S$1,040
includes taxes & fees
11 Nov - 12 Nov
Salamander Middleburg
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 restaurant interior with a bar area, seating, and artwork on the walls.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

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.
S$161
includes taxes & fees
1 Nov - 2 Nov
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 hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
Bathroom
A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

4. 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$168
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Front Royal
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.
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.

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$199
includes taxes & fees
27 Oct - 28 Oct
TownePlace Suites by Marriott Front Royal
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.
A stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".

6. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
S$366
includes taxes & fees
11 Nov - 12 Nov
Inn at Evergreen
A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A dining area with tables set for service, large windows with views of greenery, and a chandelier.
A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.
A bar area with wooden shelves stocked with bottles, a bar counter, and leather bar stools.

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.
S$407
includes taxes & fees
2 Nov - 3 Nov
L'Auberge Provencale Inn & Restaurant
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.

8. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
  • Seasonal outdoor pool oasis where relaxation meets historic charm in a tranquil setting.
S$427
includes taxes & fees
12 Oct - 13 Oct
Briar Patch Bed & Breakfast Inn
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.

9. 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$189
includes taxes & fees
28 Oct - 29 Oct
The George Washington Hotel, A Wyndham Grand Hotel
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
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.
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

10. 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$154
includes taxes & fees
18 Oct - 19 Oct
La Quinta Inn & Suites by Wyndham 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

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

8/10 Good
"Good stay. Crowded breakfast room"
Stephen 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Winchester, VA
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Nice property."
Dale 1-night trip
Posted 5 hours ago
Travelodge by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"I always enjoy my stay. Very customer service oriented and friendly staff. I love Spa Mineral!"
Estrellita 1-night trip
Posted 11 hours ago
Lansdowne Resort and Spa
Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"The room was clean and updated. The only minor complaint is the shower didn't get as hot as I am used too. It was in a good neighborhood with lots of options for eating."
Nicholas 1-night trip
Posted 16 hours ago
Quality Inn Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"."
Alison 1-night trip
Posted 2 days ago
Clarion Inn Harpers Ferry - Charles Town
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Wry helpful reception. Clean hotel , beautiful golf course With a nice restaurant. Great place"
pio 2-night trip
Posted 6 days ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Salamander Resort And Spa

Salamander Resort And Spa

8/10 Good
"We love the salamander but the facilities are getting a bit worn down."
Laura 2-night trip
Posted 7 days ago
Salamander 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 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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