Find Hotels with a Pool in Madison, VA

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Check availability on Madison Hotels with a Pool

Our top choices for Madison hotels with a pool

Dining
Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper
2.5 star property
Culpeper
9.4 out of 10, Exceptional, (390)
"Very comfortable stay. "
United States
Michael
The price is NT$3,118
NT$3,471 total
includes taxes & fees
Jan 6 - 2026/1/7
Hampton Inn & Suites Culpeper
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun 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, (1003)
"Friendly staff and excellent maid service. Also very good breakfast menu."
United States
Richard
The price is NT$2,778
NT$3,428 total
includes taxes & fees
Jan 1 - 2026/1/2
Mimslyn Inn Historic Hotels Of America
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)
"Room was clean and staff were friendly. "
United States
James
The price is NT$2,775
NT$3,172 total
includes taxes & fees
Jan 1 - 2026/1/2
Holiday Inn Express & Suites Charlottesville by IHG
Seasonal outdoor pool
Round Hill Inn

Round Hill Inn

Round Hill Inn
2.5 star property
Orange
9.4 out of 10, Exceptional, (685)
"The room was spotless and the staff was very courteous and friendly."
United States
Myrtle
The price is NT$3,227
NT$3,559 total
includes taxes & fees
Dec 14 - Dec 15
Round Hill Inn
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 NT$2,889
NT$3,302 total
includes taxes & fees
Dec 30 - Dec 31
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
2 indoor pools, seasonal outdoor pool, sun loungers, lifeguards on site
Massanutten Resort

Massanutten Resort

Massanutten Resort
2.5 star property
McGaheysville
8.0 out of 10, Very Good, (1133)
"My stay was fabulous the staff was great and my room was excellent "
United States
Robert
The price is NT$2,806
NT$3,852 total
includes taxes & fees
Dec 15 - Dec 16
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, (1001)
"Clean room and good staff "
United States
Roman
The price is NT$2,719
NT$3,108 total
includes taxes & fees
Dec 19 - Dec 20
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, (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 NT$3,087
NT$3,405 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Inn & Suites Orange - Montpelier
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, (2642)
"I enjoyed the hotel ambiance, location, and facilities."
United States
Sieda
The price is NT$3,059
NT$3,603 total
includes taxes & fees
Dec 14 - Dec 15
English Inn of Charlottesville
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 NT$2,719
NT$3,929 total
includes taxes & fees
Jan 8 - 2026/1/9
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
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 Madison 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 Madison?
English Inn of Charlottesville: Hotel located near University of Virginia. Offers buffet, an indoor pool, and complimentary wired internet access. Massanutten Resort: Hotel located near Massanutten Water Park. Provides 2 indoor pools, a children's pool, and a water park. DoubleTree by Hilton Hotel Charlottesville: Features free self parking, an indoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Charlottesville-UVA, VA: Hotel located near University of Virginia. Offers buffet, an indoor pool, and free self parking. Days Inn by Wyndham Charlottesville/University Area: Hotel located near Downtown Mall. Features daily, an indoor pool, and free self parking.
What is there to see and do in Madison?
Explore places like Shenandoah National Park while you're in Madison. Spend some time experiencing the great outdoors at Rapidan River and Lawrence Beasley Park. 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 an accommodation with an outdoor swimming pool if you're planning to visit Madison in the hottest months of July, August, or June when the average temp is 74°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 39°F.