The Best Hotels with a Pool in Keswick, VA from ₩155,851 in 2026

Q: What are some accommodations with pools in Keswick?

Keswick Hall : Features a full-service spa, 2 outdoor pools, and 7 outdoor tennis courts. English Inn of Charlottesville : Hotel located near University of Virginia. Offers buffet, an indoor pool, and complimentary wired internet access. Omni Charlottesville Hotel : Hotel, 3-minute walk from Downtown Mall. Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants. Holiday Inn Charlottesville-Univ Area by IHG : Hotel located near University of Virginia. Offers complimentary wired internet access, an outdoor pool, and free self parking. Holiday Inn Charlottesville-Monticello by IHG : Hotel located near University of Virginia. Offers buffet, an indoor pool, and free self parking.

Wine Vineyard on the countryside in Keswick, Virginia, United States.

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Our top choices for Keswick hotels with a pool

Keswick Hall

Keswick

Luxury golf retreat beckons with two shimmering pools, cabanas, and a poolside bar paradise.

₩1,567,980 total

includes taxes & fees

May 27 - May 28

Hampton Inn By Hilton Gordonsville

Gordonsville

A splash of luxury awaits in Gordonsville's indoor swimming oasis with fitness facilities nearby.

₩201,340 total

includes taxes & fees

Jun 14 - Jun 15

Little Mod Hotel at the University

Venable

₩196,251 total

includes taxes & fees

Jun 7 - Jun 8

Round Hill Inn

Orange

Splash into mountain magic at a hotel where seasonal poolside bliss meets scenic views.

₩182,250 total

includes taxes & fees

May 27 - May 28

Comfort Inn & Suites Orange - Montpelier

Orange

Orange hotel's indoor pool offers year-round swimming and aquatic relaxation regardless of weather.

₩189,223 total

includes taxes & fees

May 31 - Jun 1

Seasonal outdoor pool, pool umbrellas, sun loungers

Prospect Hill Inn & Restaurant

Louisa

Seasonal outdoor pool retreat awaits at this countryside inn with garden and fine dining.

₩468,388 total

includes taxes & fees

May 27 - May 28

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG

Barboursville

Mountain retreat boasts a seasonal outdoor pool and fitness center for refreshing getaways.

₩180,529 total

includes taxes & fees

May 31 - Jun 1

2 outdoor pools, pool umbrellas, sun loungers

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Gordonsville

Experience lakeside relaxation with 2 outdoor pools, a children's pool, and hot tub at this family-friendly hotel retreat.

₩245,404 total

includes taxes & fees

May 28 - May 29

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Choose what matters most at hotels with a pool in Keswick

Breakfast included

4 stars

Top Keswick Hotel Reviews

English Inn of Charlottesville

10/10 Excellent

"Good location with a decent price and a really good breakfast the next morning."

Sonesta ES Suites Charlottesville University

8/10 Good

"The desk staff were extremely helpful. Breakfast was standard fare, but my niece was thrilled with the pancake maker, but disappointed the last day because they ran out of pancake batter early. She did manage to get one silver dollar sized one. Several items seemed to run short on Sunday and weren't replenished."

DoubleTree by Hilton Hotel Charlottesville

6/10 Okay

"It is a fine hotel, but only fine. It served its purpose for our stay, and the staff was attentive and helpful. We were in town for graduation, and since the nicer hotels booked up quickly, we were just glad to secure a room. That said, the cost simply didn't match the value of the property. I understand that high demand drives up rates, but it still felt wrong to pay such a premium for two nights in a standard three-star hotel. Ultimately, it’s an average, perfectly acceptable place to sleep for a night or two—we just ended up paying the kind of money you'd expect for a true vacation experience."

Frequently asked questions

What are some accommodations with pools in Keswick?

Keswick Hall: Features a full-service spa, 2 outdoor pools, and 7 outdoor tennis courts. English Inn of Charlottesville: Hotel located near University of Virginia. Offers buffet, an indoor pool, and complimentary wired internet access. Omni Charlottesville Hotel: Hotel, 3-minute walk from Downtown Mall. Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants. Holiday Inn Charlottesville-Univ Area by IHG: Hotel located near University of Virginia. Offers complimentary wired internet access, an outdoor pool, and free self parking. Holiday Inn Charlottesville-Monticello by IHG: Hotel located near University of Virginia. Offers buffet, an indoor pool, and free self parking.

What is there to see and do in Keswick?

Take a walk along the waterfront at Chris Greene Lake Beach and Main Beach. Discover sights such as Keswick Vineyards and Winery and Castle Hill Cider during your stay.

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

You may want to think about a place to stay that offers an outdoor pool if you plan to visit Keswick in the hottest months of July, August, or June when the average temperature is 73°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 39°F.

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