The Best Upperville Hotels with Pools from $68 - Hotels with indoor pools in Upperville, VA

Q: What are some accommodations with pools in Upperville?

Spark by Hilton Winchester : Offers a health club, an indoor pool, and daily. TRU By Hilton Winchester : Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Travelodge by Wyndham Winchester : Offers a children's pool, a seasonal outdoor pool, and 2 restaurants. Lansdowne Resort and Spa : Offers 2 restaurants, an indoor pool, and a full-service spa. Salamander Resort And Spa : Provides daily, an indoor pool, and free self parking.

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Our top choices for Upperville hotels with a pool

TRU By Hilton Winchester

Winchester

Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.

$68 nightly

Jul 5 - Jul 6

Total with taxes and fees

Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Scenic indoor pool provides year-round escape for travelers seeking relaxation after park adventures.

$93 nightly

Jul 5 - Jul 6

Total with taxes and fees

Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas

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.

$61 nightly

Jun 22 - Jun 23

Total with taxes and fees

Hampton Inn Winchester N/Conference Center, VA

Winchester

Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.

$114 nightly

Jun 21 - Jun 22

Total with taxes and fees

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.

$122 nightly

Jun 21 - Jun 22

Total with taxes and fees

Fairfield Inn & Suites by Marriott Winchester

Winchester

Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.

$93 nightly

Jun 21 - Jun 22

Total with taxes and fees

Holiday Inn Express Charles Town by IHG

Charles Town

Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.

$101 nightly

Jun 29 - Jun 30

Total with taxes and fees

Quality Inn Winchester

Winchester

Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.

$93 nightly

Jun 28 - Jun 29

Total with taxes and fees

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Choose what matters most at hotels with a pool in Upperville

Breakfast included

4 stars

Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"My room was clean, staff were friendly. Hotel was close to lots of things."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"I had a very pleasant day clarion inn—-it is within walking distance 9f River Riders, also known as Snow Riders in the winter it took me five minutes to walk there to their headquarters. They offer a good breakfast not elaborate but sufficient several choices you could make your own waffles, but I was disappointed that they’re beautiful pool is not functional because the heater needs to be fixed or replaced after a long day of hiking or kayaking. We’re exploring. I wish I could use their beautiful pool otherwise it was excellent."

The George Washington Hotel, A Wyndham Grand Hotel

8/10 Good

"The physical structure of this hotel would have put it at 5 stars, but it seems like they have a really nice property here, but don't know how to run it like a really nice hotel. First, the idea that a hotel of this caliber has an UNO pizza as their hotel is just strange. Also, the bar is gorgeous and well appointed, but it closes at 11 PM. Both nights we stayed there, the group wanted to stay longer and visit and buy drinks, but the first night we had to leave at 11 and the second night, following the wedding, there was nowhere to go. Lost opportunity there. Also, many guests we spoke to had problems with their room keys. urs didn't work on our second day there and a maid saw us trying to get it to work and just came over and swiped us in. My husband then went down and got new keys, but we were appreciative but also bothered that she let us in with no ID. Then the worst one was that the groom's parents' keys didn't work after the wedding. SO after 12AM they couldn't get into their room and there was nobody on duty. They had to call the National phone number for Wyndham to get someone to come and then, when someone named Phillip DID come, he was very rude to her. Fix your key problem. I liken the physical building and vibe with Hotel Bethlehem, William Penn, lovely historic hotels, but it sure isn't run with that kind of service."

Frequently asked questions

What are some accommodations with pools in Upperville?

Spark by Hilton Winchester: Offers a health club, an indoor pool, and daily. TRU By Hilton Winchester: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Travelodge by Wyndham Winchester: Offers a children's pool, a seasonal outdoor pool, and 2 restaurants. Lansdowne Resort and Spa: Offers 2 restaurants, an indoor pool, and a full-service spa. Salamander Resort And Spa: Provides 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 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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