The Best Hotels with a Pool in Berryville, VA from ₩142,167 in 2026

Q: What are some accommodations with pools in Berryville?

TRU By Hilton Winchester : Features a health club, an indoor pool, and daily. Spark by Hilton Winchester : Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa : Features 2 restaurants, an indoor pool, and a full-service spa. The George Washington Hotel, A Wyndham Grand Hotel : Offers a snack bar/deli, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG : Offers daily, an indoor pool, and free self parking.

A rural landscape with rolling hills, a variety of trees, and a cloudy sky.

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Our top choices for Berryville hotels with a pool

La Quinta Inn & Suites by Wyndham Winchester

Winchester

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

₩180,537 total

includes taxes & fees

Jul 22 - Jul 23

Quality Inn Winchester

Winchester

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

₩154,164 total

includes taxes & fees

Jul 27 - Jul 28

Fairfield Inn & Suites by Marriott Winchester

Winchester

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

₩153,596 total

includes taxes & fees

Jul 23 - Jul 24

Hampton Inn Winchester N/Conference Center, VA

Winchester

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

₩185,434 total

includes taxes & fees

Aug 3 - Aug 4

Holiday Inn Martinsburg by IHG

Martinsburg

Dive into relaxation at the indoor pool oasis, where loungers await for post-adventure unwinding.

₩153,940 total

includes taxes & fees

Aug 9 - Aug 10

TownePlace Suites by Marriott Winchester

Winchester

Dive into mountain recreation at this hotel's outdoor pool and fitness center, just steps away from scenic hiking trails.

₩187,417 total

includes taxes & fees

Jul 16 - Jul 17

TRU By Hilton Winchester

Winchester

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

₩150,991 total

includes taxes & fees

Jul 26 - Jul 27

SpringHill Suites by Marriott Winchester

Winchester

Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.

₩188,194 total

includes taxes & fees

Aug 4 - Aug 5

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Choose what matters most at hotels with a pool in Berryville

Breakfast included

4 stars

Top Berryville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Room seemed to be updated recently"

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Best hotel I’ve stayed in!! Will definitely be booking again each visit to Pa from SC! Clean and classy rooms/bathrooms. Historic charm yet updated/maintained. No jail quality sheets/towels, staff was great, pool and hot tub felt more spa like then traditional indoor hotel pool! Just all around wonderful hotel. Zero complaints and would stay here way more often if I were more local. Also huge recommendation for families - 10 min walk to the Discovery Museum while you’re in town - best interactive science museum for $10/pp!! Will also do this any time we’re in town! ⭐️⭐️⭐️⭐️⭐️"

Frequently asked questions

What are some accommodations with pools in Berryville?

TRU By Hilton Winchester: Features a health club, an indoor pool, and daily. Spark by Hilton Winchester: Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa: Features 2 restaurants, an indoor pool, and a full-service spa. The George Washington Hotel, A Wyndham Grand Hotel: Offers a snack bar/deli, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG: Offers daily, an indoor pool, and free self parking.

What is there to see and do in Berryville?

Surround yourself with nature at Mackintosh Fruit Farm and Shenandoah River. Discover sights such as Watermelon Park Campground, Barns of Rose Hill, and 612 Vineyard during your stay.

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

You may want to think about a place to stay that has an outdoor pool if you're planning to visit Berryville 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 come to town during the coldest months of January, February, or December when the average temperature is 37°F.

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Our top choices for Berryville hotels with a pool