Find Hotels with a Pool in Keswick, VA

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Check availability on Keswick Hotels with a Pool

Our top choices for Keswick hotels with a pool

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Stonemont Farm Cabin - in Keswick by VIneyards!

Stonemont Farm Cabin - in Keswick by VIneyards!

Stonemont Farm Cabin - in Keswick by VIneyards!
Keswick
9.8 out of 10, Exceptional, (37)
"Charming cabin. We loved the peaceful quiet outdoors. "
United States
Molly C. T.
The price is AED 595
AED 1,372 total
includes taxes & fees
14 Dec - 15 Dec
Stonemont Farm Cabin - in Keswick by VIneyards!
Bar (on property)
Keswick Hall

Keswick Hall

Keswick Hall
5.0 star property
Keswick
9.4 out of 10, Exceptional, (62)
"Everyone and everything was wonderful "
United States
Kathleen
The price is AED 2,490
AED 3,011 total
includes taxes & fees
1 Jan - 2 January 2026
Keswick Hall
Indoor pool, sun loungers
Holiday Inn Express & Suites Charlottesville by IHG

Holiday Inn Express & Suites Charlottesville by IHG

Holiday Inn Express & Suites Charlottesville by IHG
2.5 star property
Pantops
9.2 out of 10, Wonderful, (1005)
"The hotel was clean, the pool was great for my kids to get there energy out and the breakfast was fantastic. "
United States
Jaclyn
The price is AED 327
AED 374 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Inn Express & Suites Charlottesville by IHG
Indoor pool
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
The Meadows
9.0 out of 10, Wonderful, (1098)
"Room was very clean, front desk staff was accommodating. Would definitely stay here again. "
United States
Kelley
The price is AED 340
AED 389 total
includes taxes & fees
1 Jan - 2 January 2026
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas
Hampton Inn Charlottesville

Hampton Inn Charlottesville

Hampton Inn Charlottesville
2.5 star property
The Meadows
9.0 out of 10, Wonderful, (1001)
"Clean room and good staff "
United States
Roman
The price is AED 320
AED 366 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Charlottesville
Seasonal outdoor pool
Round Hill Inn

Round Hill Inn

Round Hill Inn
2.5 star property
Orange
9.4 out of 10, Exceptional, (686)
"The room was spotless and the staff was very courteous and friendly."
United States
Myrtle
The price is AED 380
AED 419 total
includes taxes & fees
14 Dec - 15 Dec
Round Hill Inn
Indoor pool
Hampton Inn By Hilton Gordonsville

Hampton Inn By Hilton Gordonsville

Hampton Inn By Hilton Gordonsville
2.5 star property
Gordonsville
9.6 out of 10, Exceptional, (127)
"Beautiful room great customer service hot breakfast buffet 10 out of 10"
United States
MICHELLE
The price is AED 408
AED 459 total
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn By Hilton Gordonsville
2 outdoor pools, pool umbrellas, sun loungers
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
2.5 star property
Gordonsville
8.2 out of 10, Very Good, (825)
"The staff was lovely and so were the rooms, the lake and the horses. The restaurant serves tasty food with large portions "
United States
Beckie Anne
The price is AED 320
AED 463 total
includes taxes & fees
11 Jan - 12 January 2026
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
Indoor pool
Comfort Inn & Suites Orange - Montpelier

Comfort Inn & Suites Orange - Montpelier

Comfort Inn & Suites Orange - Montpelier
2.5 star property
Orange
8.4 out of 10, Very Good, (799)
"This was a very clean hotel with friendly staff at each interaction. We appreciate the pet-friendly rooms and that it was quiet and comfortable. Rooms are spacious. Overall great stay."
United States
Melissa
The price is AED 364
AED 401 total
includes taxes & fees
13 Dec - 14 Dec
Comfort Inn & Suites Orange - Montpelier
Indoor pool
Best Western Plus Crossroads Inn & Suites

Best Western Plus Crossroads Inn & Suites

Best Western Plus Crossroads Inn & Suites
2.5 star property
Gordonsville
8.8 out of 10, Excellent, (630)
"Staff here was very pleasant and helpful, my family enjoyed our stay."
United States
Shawn
The price is AED 407
AED 458 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Crossroads Inn & Suites
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.
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Top Keswick Hotel Reviews

Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

10/10 Excellent
"Clean and very friendly"
Ralph 1-night trip
Posted 1 day ago
Days Inn by Wyndham Charlottesville/University Area

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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. Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries: Hotel located near University of Virginia. Provides buffet, an indoor pool, and complimentary wired internet access. English Inn of Charlottesville: Hotel, 1-minute walk from Downtown Mall. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Omni Charlottesville Hotel: Offers free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Charlottesville: 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 Main Beach and Chris Greene Lake 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.