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

Upperville Hotel Guide - Hotels with Pool in Upperville, Virginia

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Check availability on Upperville Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Upperville hotels with a pool

A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.
A modern house with a stone facade, large windows, and a sloped roof.
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.

1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
  • Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
€403
includes taxes & fees
4 Nov - 5 Nov
Goodstone Inn & Restaurant
A swimming pool with lounge chairs and a sunset view.
A spacious lobby with a central coffee table, seating arrangements, and a fireplace.
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.
€745
includes taxes & fees
11 Nov - 12 Nov
Salamander Middleburg
A large indoor swimming pool with clear blue water, surrounded by walls with large windows offering views of greenery.
A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.
Room
Bathroom

3. 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.
€117
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Front Royal
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.

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.
€102
includes taxes & fees
22 Oct - 23 Oct
La Quinta Inn & Suites by Wyndham Winchester
A rectangular swimming pool surrounded by a wooden fence, with lounge chairs and umbrellas along the perimeter.
A room with two grey armchairs, a small table with a vase of flowers, a television mounted on the wall, and a desk with a computer.
A Baymont Inn & Suites reception desk with a blue wall, two overhead lights, and a Dell computer.
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

5. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
  • Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
€57
includes taxes & fees
4 Nov - 5 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
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 conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

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.
€139
includes taxes & fees
9 Nov - 10 Nov
TownePlace Suites by Marriott Front Royal
An indoor swimming pool with white columns, clear blue water, and a central statue.
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A bar area with a piano, seating, and a bar counter with bottles.

7. 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.
€132
includes taxes & fees
28 Oct - 29 Oct
The George Washington Hotel, A Wyndham Grand Hotel
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 stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".
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.

8. Inn at Evergreen

Inn at Evergreen
Haymarket
  • Historic charm meets pool-side leisure at this golf course bed & breakfast with tennis courts.
€263
includes taxes & fees
22 Oct - 23 Oct
Inn at Evergreen
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 lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.

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.
€327
includes taxes & fees
22 Oct - 23 Oct
Briar Patch Bed & Breakfast Inn
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 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.

10. 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.
€283
includes taxes & fees
2 Nov - 3 Nov
L'Auberge Provencale Inn & Restaurant
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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

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"we had a large , very clean and air conditioned room. The reception was easy and very friendly and the breakfast was quick and easy"
Robert 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"Nice place"
Tanmay 1-night trip
Posted 8 hours ago
Quality Inn Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"What a pleasure staying a night in such a new, sparkling clean hotel! Location was fantastic with lots of stores and restaurants and the Highway very close! Our room was extremely clean and comfy! The front desk clerk on the night of Oct 18 was fantastic and friendly! Breakfast was just Continental, but better than nothing!"
Tina 1-night trip
Posted 1 day ago
Spark by Hilton Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Room was comfortable. Staff very helpful. Property was a bit shabby."
Michael 2-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester
Salamander Resort And Spa

Salamander Resort And Spa

10/10 Excellent
"The Salamander resort is breathtaking! Spectacular property. The staff was always willing to answer questions or to help in any way possible. Our room was clean and very comfortable. I was so happy to see that it is pet friendly. My only complaint was that guests left their dogs in their rooms while they were out. I heard a few dogs that were clearly distressed at being left alone. As a dog owner, it really upset me. The guests should be required to not leave their pets alone."
Jennifer 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
"The staff was lovely, especially the housekeeping ladies!"
Elissa 3-night trip
Posted 3 days ago
Clarion Inn Harpers Ferry - Charles Town

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.