The Best Hotels with a Pool in Round Hill, VA from ￥15,141 in 2026

Q: What are some accommodations with pools in Round Hill?

Lansdowne Resort and Spa : Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Spark by Hilton Winchester : Provides a health club, an indoor pool, and daily. TRU By Hilton Winchester : Features a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa : Provides 2 restaurants, an indoor pool, and a full-service spa. Fairfield Inn & Suites by Marriott at Dulles Airport : Features a snack bar/deli, an indoor pool, and complimentary wired internet access.

A wooden bridge surrounded by autumn foliage.

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Our top choices for Round Hill hotels with a pool

Hampton Inn Winchester N/Conference Center, VA

Winchester

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

￥20,886 total

includes taxes & fees

Jul 3 - Jul 4

TRU By Hilton Winchester

Winchester

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

￥15,141 total

includes taxes & fees

Jul 5 - Jul 6

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.

￥23,893 total

includes taxes & fees

Jul 27 - Jul 28

Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

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

￥17,738 total

includes taxes & fees

Jul 26 - Jul 27

Quality Inn Winchester

Winchester

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

￥17,431 total

includes taxes & fees

Jul 5 - Jul 6

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.

￥19,190 total

includes taxes & fees

Jul 2 - Jul 3

La Quinta Inn & Suites by Wyndham Winchester

Winchester

Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.

￥19,164 total

includes taxes & fees

Jul 19 - Jul 20

Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.

￥16,852 total

includes taxes & fees

Jul 6 - Jul 7

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Choose what matters most at hotels with a pool in Round Hill

Breakfast included

4 stars

Top Round Hill Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Beautiful building located in the heart of the historic district. The rooms were well-appointed, with comfortable bedding/pillows, a fireplace, and a multi-jet shower and jacuzzi tub where we stayed. There was a very good musical act performing in the hotel bar when we checked in Friday night and the atmosphere seemed lively. Would definitely recommend for a weekend getaway!"

Spark by Hilton Winchester

8/10 Good

"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, and friendly staff."

Fairfield Inn & Suites by Marriott at Dulles Airport

10/10 Excellent

"I stayed one night before my departure, last day in the US. Staff were very friendly and helpful. There was a nice restaurant in walking distance and it was convenient to takeout dinner. Room has plenty of space and clean. Amenities are nice include iron, iron board, hairdryer, water boiler pot, refrigerator, TV in the room. The complimentary breakfast was very good. Lots of choices for the continental breakfast. And the airport shuttle service driver was excellent. Thank you for making my last day in the US very comfortable and pleasant. It was a great experience and I would like to recommend this hotel with confidence."

Frequently asked questions

What are some accommodations with pools in Round Hill?

Lansdowne Resort and Spa: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Spark by Hilton Winchester: Provides a health club, an indoor pool, and daily. TRU By Hilton Winchester: Features a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa: Provides 2 restaurants, an indoor pool, and a full-service spa. Fairfield Inn & Suites by Marriott at Dulles Airport: Features a snack bar/deli, an indoor pool, and complimentary wired internet access.

What is there to see and do in Round Hill?

Make a point to visit attractions like Round Hill Arts Center and Hill High Country Store. During your stay, check out sights such as Stoneleigh Golf and Country Club, Sleeter Lake, and Bogati Bodega & Winery.

When is the best time to book a hotel with a pool in Round Hill?

You may want to think about an accommodation that has an outdoor pool if you're planning to visit Round Hill in the hottest months of July, August, or June when the average temperature is 73°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 37°F.

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