Find Hotels with a Pool in Madison, VA

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Madison hotels with a pool

A rectangular swimming pool with a white edge, surrounded by a concrete deck. There are lounge chairs and a red umbrella providing shade. A building with a brown roof and white siding is adjacent to the pool.

1. Round Hill Inn

Round Hill Inn
2.5 star property
Orange
9.6 out of 10, Exceptional, (821 reviews)
  • cleanliness
    Splash into mountain magic at a hotel where seasonal poolside bliss meets scenic views.
The price is AED 416
AED 459 total
includes taxes & fees
1 Dec - 2 Dec
Round Hill Inn
A modern hotel lobby with a central bar area, seating arrangements, and a coffee station.

2. Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper
2.5 star property
Culpeper
9.4 out of 10, Exceptional, (459 reviews)
  • cleanliness
    Escape to the serene indoor pool sanctuary, where relaxation meets fitness in this Culpeper retreat.
The price is AED 465
AED 518 total
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn & Suites Culpeper
A swimming pool with multiple lanes, lounge chairs, and a table with chairs.

3. Holiday Inn Express Hotel & Suites Culpeper by IHG

Holiday Inn Express Hotel & Suites Culpeper by IHG
2.5 star property
Culpeper
9.2 out of 10, Wonderful, (916 reviews)
  • cleanliness
    Morning dip or late-night swim at this refreshing indoor pool retreat with fitness center.
The price is AED 444
AED 495 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express Hotel & Suites Culpeper by IHG
Terrace/patio

4. Baymont by Wyndham Culpeper

Baymont by Wyndham Culpeper
2.5 star property
Culpeper
8.0 out of 10, Very good, (1,005 reviews)
  • cleanliness
    Poolside summer escapes await with seasonal outdoor pool and mountain biking.
The price is AED 256
AED 285 total
includes taxes & fees
19 Nov - 20 Nov
Baymont by Wyndham Culpeper
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

5. Days Inn By Wyndham Culpeper

Days Inn By Wyndham Culpeper
2.0 star property
Culpeper
7.8 out of 10, Good, (269 reviews)
  • cleanliness
    Dive into summer bliss with a seasonal outdoor pool that makes this Culpeper hotel shine.
The price is AED 305
AED 339 total
includes taxes & fees
15 Nov - 16 Nov
Days Inn By Wyndham Culpeper
A lodge with a large dining area and a fire pit in the foreground.

6. Graves Mountain Farm & Lodges

Graves Mountain Farm & Lodges
3.5 star property
Syria
9.0 out of 10, Wonderful, (418 reviews)
  • cleanliness
    Cool mountainside retreat with seasonal outdoor pool, adventure activities, and sun loungers for peaceful summer days.
The price is AED 624
AED 695 total
includes taxes & fees
2 Dec - 3 Dec
Graves Mountain Farm & Lodges
A pool area with lounge chairs and umbrellas, surrounded by trees.

7. Inn at Willow Grove

Inn at Willow Grove
4.5 star property
Orange
10.0 out of 10, Exceptional, (69 reviews)
  • cleanliness
    Take a dip in this luxury hotel's seasonal outdoor pool with sun loungers and umbrellas.
The price is AED 1,208
AED 1,297 total
includes taxes & fees
11 Dec - 12 Dec
Inn at Willow Grove
A swimming pool with clear blue water, surrounded by lounge chairs and a table with towels.

8. Staybridge Suites Charlottesville Airport by IHG

Staybridge Suites Charlottesville Airport by IHG
3.0 star property
Hollymead
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Immerse in an inviting indoor pool sanctuary with loungers for post-exploration relaxation at this Charlottesville retreat.
The price is AED 378
AED 432 total
includes taxes & fees
24 Nov - 25 Nov
Staybridge Suites Charlottesville Airport by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

9. Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
3.0 star property
Luray
9.0 out of 10, Wonderful, (1,017 reviews)
  • cleanliness
    Refresh and rejuvenate poolside with mountain views and two outdoor pools at this historic hotel.
The price is AED 434
AED 535 total
includes taxes & fees
1 Dec - 2 Dec
Mimslyn Inn Historic Hotels Of America
A motel with a swimming pool, outdoor seating, and a road in the background.

10. Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Swim under panoramic mountains at this serene seasonal pool retreat with loungers, umbrellas, and firepit.
The price is AED 293
AED 338 total
includes taxes & fees
15 Nov - 16 Nov
Hillside
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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Choose what matters most at hotels with a pool in Madison

Breakfast included
4 stars

Top Madison Hotel Reviews

A modern hotel lobby with a central bar area, seating arrangements, and a coffee station.
Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper
Culpeper

10/10 Excellent

Breakfast was very nice and the room was clean and comfortable.
United States
Nicholas
Reviewed October 29, 2026
Hampton Inn & Suites Culpeper

Frequently Asked Questions

What are some accommodations with pools in Madison?

English Inn of Charlottesville: Hotel, 10-minute walk from University of Virginia. Features buffet, an indoor pool, and complimentary wired internet access. Massanutten Resort: Hotel located near Massanutten Water Park. Offers 2 indoor pools, a children's pool, and 4 restaurants. Skyland: Hotel, 14-minute walk from University of Virginia. Provides buffet, an indoor pool, and free self parking. Big Meadows Lodge: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy: Hotel located near Luray Caverns. Features 2 restaurants, 2 outdoor pools, and a full-service spa.

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.