Hotels with Pool & Resorts in Upperville from AU$127

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Upperville Hotels with Pool

Tonight
28 Apr - 29 Apr
Tomorrow
29 Apr - 30 Apr
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Upperville hotels with a pool

Seasonal outdoor pool

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (886 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is AU$169
includes taxes & fees
5 May - 6 May
Hampton Inn Winchester N/Conference Center, VA
Indoor pool

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town
2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1,007 reviews)
  • cleanliness
    Take a dip in the pristine indoor pool at this Charles Town retreat, where aquatic relaxation meets comfortable luxury.
The price is AU$190
includes taxes & fees
5 May - 6 May
Hampton Inn & Suites Charles Town
Pool

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Scenic indoor pool provides year-round escape for travellers seeking relaxation after park adventures.
The price is AU$154
includes taxes & fees
14 May - 15 May
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is AU$206
includes taxes & fees
18 May - 19 May
The George Washington Hotel, A Wyndham Grand Hotel
Seasonal outdoor pool

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is AU$127
includes taxes & fees
5 May - 6 May
Quality Inn Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness centre for active travellers.
The price is AU$170
includes taxes & fees
17 May - 18 May
Hampton Inn Front Royal
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (845 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is AU$140
includes taxes & fees
17 May - 18 May
Fairfield Inn & Suites by Marriott Winchester
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,450 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness centre for all seasons.
The price is AU$142
includes taxes & fees
3 May - 4 May
Microtel Inn & Suites by Wyndham Winchester
Indoor pool

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (965 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and on-site dining.
The price is AU$162
includes taxes & fees
17 May - 18 May
Courtyard by Marriott Winchester
Outdoor pool

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.
The price is AU$192
includes taxes & fees
4 May - 5 May
Holiday Inn Express Charles Town by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Upperville

Breakfast included
4 stars

Top Upperville Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Clean and friendly staff"
Jose 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Winchester

Frequently asked questions

What are some accommodation options with pools in Upperville?
Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Salamander Resort And Spa: Offers a children's pool, a seasonal outdoor pool and 2 restaurants. The George Washington Hotel, A Wyndham Grand Hotel: Provides 2 restaurants, an indoor pool and a full-service spa. Holiday Inn Winchester Se-Historic Gateway by IHG: Features a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Microtel Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool and free self parking.
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.