Hotels with Swimming Pools in Madison

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Check availability on Madison Hotels with Swimming Pools

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Madison hotels with a pool

Indoor pool, pool 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, (1008)
"Clean rooms, excellent staff, the best breakfast."
United States
Maria
The price is S$131
includes taxes & fees
5 Jan - 6 Jan, 2026
Holiday Inn Express & Suites Charlottesville by IHG
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
3.0 star property
Luray
9.0 out of 10, Wonderful, (1002)
"Beautiful historic hotel, suite was cosy and spacious, staff was very friendly, and southern Sunday brunch was great!"
United States
Boris
The price is S$123
includes taxes & fees
7 Jan - 8 Jan, 2026
Mimslyn Inn Historic Hotels Of America
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, (1108)
"Best country inn and suites we have ever stayed at. Clean room and very good breakfast. Would stay again."
United States
Joshua
The price is S$136
includes taxes & fees
25 Jan - 26 Jan, 2026
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Dining
Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper
2.5 star property
Culpeper
9.4 out of 10, Exceptional, (393)
"Very comfortable stay. "
United States
Michael
The price is S$152
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn & Suites Culpeper
Indoor pool
English Inn of Charlottesville

English Inn of Charlottesville

English Inn of Charlottesville
3.0 star property
The Meadows
9.2 out of 10, Wonderful, (2679)
"Terrific place to stay to explore Charlottesville "
United States
Robert
The price is S$133
includes taxes & fees
28 Jan - 29 Jan, 2026
English Inn of Charlottesville
Seasonal outdoor pool
Round Hill Inn

Round Hill Inn

Round Hill Inn
2.5 star property
Orange
9.4 out of 10, Exceptional, (690)
"Very attractive, clean room and bathroom. The staff were very helpful and friendly. And the location is beautiful!"
United States
Robert
The price is S$152
includes taxes & fees
2 Jan - 3 Jan, 2026
Round Hill Inn
2 indoor pools, seasonal outdoor pool, pool loungers, lifeguards on site
Massanutten Resort

Massanutten Resort

Massanutten Resort
2.5 star property
McGaheysville
8.0 out of 10, Very good, (1168)
"We enjoyed our stay. Location was clean & safe. "
United States
Nevajo
Massanutten Resort
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, (1002)
"Clean room, quiet location and much more"
United States
Carol
The price is S$131
includes taxes & fees
6 Jan - 7 Jan, 2026
Hampton Inn Charlottesville
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, (803)
"Room was clean, spacious, and very homey. The staff very friendly and kind, outgoing, and helpful. Would definitely stay again!!!"
United States
Jessica
The price is S$140
includes taxes & fees
4 Jan - 5 Jan, 2026
Comfort Inn & Suites Orange - Montpelier
Indoor pool
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
4.0 star property
Rio
8.2 out of 10, Very good, (1002)
"Nice hotel, clean.Very convenient location, 8 min. ride to airport, free shuttle, free parking"
United States
Lyubov
The price is S$137
includes taxes & fees
7 Jan - 8 Jan, 2026
DoubleTree by Hilton Hotel Charlottesville
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.
View all properties

Top Madison Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"The products were fresh"
Verónica 1-night trip
Posted 3 days ago
Mimslyn Inn Historic Hotels Of America

Frequently asked questions

What are some accommodation options with pools in Madison?
Massanutten Resort: Hotel located near Massanutten Water Park. Offers 2 indoor swimming pools, a children's pool and a water park. English Inn of Charlottesville: Hotel located near University of Virginia. Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn Charlottesville: Hotel located near University of Virginia. Features a snack bar/deli, a seasonal outdoor pool and daily. Country Inn & Suites by Radisson, Charlottesville-UVA, VA: Hotel located near University of Virginia. Offers buffet, an indoor pool and free self parking. DoubleTree by Hilton Hotel Charlottesville: Features free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Madison?
Spend some time experiencing the great outdoors at Rapidan River and Shenandoah National Park. Discover sights such as Early Mountain Vineyards, Madison Plaza and Lawrence Beasley Park during your stay. The hiking and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Madison?
You may want to consider accommodation that offers an outdoor pool if you'll be visiting Madison in the hottest months of July, August or June, when the average temp is 23°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is 4°C.

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