A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

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Check availability on Upperville Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Upperville hotels with a pool

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 spacious lobby with a central coffee table, seating arrangements, and a fireplace.
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.
￥105,593
￥128,599 total
includes taxes & fees
Nov 8 - Nov 9
Salamander Middleburg
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 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.

2. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
￥44,311
￥71,673 total
includes taxes & fees
Nov 4 - Nov 5
Goodstone Inn & Restaurant
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 reception desk, seating area with sofas, and a chandelier.
A spacious lobby with a stone fireplace, blue upholstered 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.
￥19,216
￥21,197 total
includes taxes & fees
Nov 12 - Nov 13
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A large indoor swimming pool with clear blue water, surrounded by walls with large windows offering views of greenery.
Bathroom
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
Room

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 center for active travelers.
￥20,054
￥22,319 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Front Royal
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.
A multi-story hotel with a swimming pool, parking lot, and a landscaped area.
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.
￥22,009
￥24,593 total
includes taxes & fees
Nov 1 - Nov 2
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 bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

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.
￥17,133
￥19,070 total
includes taxes & fees
Oct 18 - Oct 19
La Quinta Inn & Suites by Wyndham Winchester
A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.
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.

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.
￥45,688
￥50,393 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 stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".

8. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
￥40,971
￥46,708 total
includes taxes & fees
Nov 5 - Nov 6
Inn at Evergreen
An indoor swimming pool with white columns, clear blue water, and a central statue.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

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.
￥20,644
￥23,389 total
includes taxes & fees
Nov 12 - Nov 13
The George Washington Hotel, A Wyndham Grand Hotel
A swimming pool with lounge chairs and a fence.
A covered porch with wicker furniture, a lantern, and potted plants.
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.

10. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
  • Seasonal outdoor pool oasis where relaxation meets historic charm in a tranquil setting.
￥46,449
￥52,954 total
includes taxes & fees
Oct 15 - Oct 16
Briar Patch Bed & Breakfast Inn
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Friendly, professional staff. Most helpful with an issue I had with my car. Could not have been nicer and understanding."
DOUGLAS 2-night trip
Posted 3 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Clean place and nice for the price!"
Daniel 1-night trip
Posted 7 hours ago
Travelodge by Wyndham Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Be sure the pool is open"
Ezequiel 2-night trip
Posted 8 hours ago
Clarion Inn Harpers Ferry - Charles Town
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"The room was very comfortable except for the pillows. They were not comfortable. Everything else was good."
Roseanne 1-night trip
Posted 8 hours ago
Quality Inn Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"It’s a good place to attend weddings."
Umamaheshwar 1-night trip
Posted 1 day ago
Lansdowne Resort and Spa
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

8/10 Good
"We have stayed here before and know it is clean, well maintained, has free parking and the location is great for us."
Sherry 1-night trip
Posted 1 day ago
Hilton Garden Inn Dulles North
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

8/10 Good
"Good location. Easy to find."
Michele 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA

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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