A large pink building with a blue roof, surrounded by a well-maintained lawn and dense trees.

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Check availability on Madison Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Madison hotels with a pool

A swimming pool with lounge chairs and umbrellas, a white fence, and a brick wall.
Lobby
A buffet with labeled containers of omelets and other dishes.
A hotel room with two beds, a desk, a chair, and a large window with a view of trees.

1. Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG
Barboursville
  • Mountain retreat boasts a seasonal outdoor pool and fitness center for refreshing getaways.
₩126,806
₩143,672 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG
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.
A hotel room with two beds, a desk with a computer, a chair, a television, and a large window with a view of the outdoors.
A view of a green field and a tree with white flowers, with a metal roof in the foreground.
A room with a large window, a framed picture on the wall, and a table with a vase of flowers.

2. Round Hill Inn

Round Hill Inn
Orange
  • Splash into mountain magic at a hotel where seasonal poolside bliss meets scenic views.
₩152,554
₩168,251 total
includes taxes & fees
Oct 18 - Oct 19
Round Hill Inn
An indoor swimming pool with wooden walls, lounge chairs, and a stone floor.
A hotel room with a large bed, two bedside tables, a chair, and a desk.
A hotel room with a bed, a desk, a sofa, and a chair. There is a television on the desk, a lamp on the desk, and a picture on the wall.
A multi-story hotel with a covered entrance and a brick facade.

3. Comfort Inn & Suites Orange - Montpelier

Comfort Inn & Suites Orange - Montpelier
Orange
  • Orange hotel's indoor pool offers year-round swimming and aquatic relaxation regardless of weather.
₩158,841
₩175,201 total
includes taxes & fees
Oct 14 - Oct 15
Comfort Inn & Suites Orange - Montpelier
A swimming pool area with multiple pools, a small building labeled 'Graves Pool', and picnic tables.
A rural scene with a cow walking on a dirt path, a wooden cabin, and a barn in the background.
A rustic log cabin with a porch, surrounded by trees.
A lodge with a large dining area and a fire pit in the foreground.

4. Graves Mountain Farm & Lodges

Graves Mountain Farm & Lodges
Syria
  • Cool mountainside retreat with seasonal outdoor pool, adventure activities, and sun loungers for peaceful summer days.
₩236,260
₩262,958 total
includes taxes & fees
Oct 14 - Oct 15
Graves Mountain Farm & Lodges
Terrace/patio
A hotel room with two beds, a desk, a chair, a TV, and a painting on the wall.
Bathroom
A bar area with a granite countertop, bar stools, and shelves stocked with bottles and glasses.

5. Baymont by Wyndham Culpeper

Baymont by Wyndham Culpeper
Culpeper
  • Poolside summer escapes await with seasonal outdoor pool and mountain biking.
₩116,328
₩129,472 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham Culpeper
A modern hotel lobby with a central bar area, seating arrangements, and a coffee station.
A gym with treadmills, ellipticals, and weight machines.
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A modern hotel with a central entrance, multiple floors, and a well-lit facade.

6. Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper
Culpeper
  • Escape to the serene indoor pool sanctuary, where relaxation meets fitness in this Culpeper retreat.
₩186,071
₩207,096 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn & Suites Culpeper
A pool area with lounge chairs and umbrellas, surrounded by trees.
A porch with a swing seat, a lantern, and a door.
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.
A cozy dining area with a brick fireplace, comfortable seating, and a large window with a view.

7. Inn at Willow Grove

Inn at Willow Grove
Orange
  • Take a dip in this luxury hotel's seasonal outdoor pool with sun loungers and umbrellas.
₩492,541
₩528,501 total
includes taxes & fees
Oct 21 - Oct 22
Inn at Willow Grove
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A buffet area with multiple food stations, a door, and a microwave in the background.
A lobby with a reception desk, red chairs, a grey sofa, and a TV mounted on the wall.
A fitness room with treadmills and elliptical machines.

8. Days Inn By Wyndham Culpeper

Days Inn By Wyndham Culpeper
Culpeper
  • Dive into summer bliss with a seasonal outdoor pool that makes this Culpeper hotel shine.
₩110,788
₩123,307 total
includes taxes & fees
Oct 20 - Oct 21
Days Inn By Wyndham Culpeper
A swimming pool with clear blue water, surrounded by lounge chairs and a table with towels.
A modern living room with a stone fireplace, comfortable seating, and a flat-screen TV mounted on the wall.
A Staybridge Suites hotel with a modern design, featuring a covered entrance and a parking lot with marked spaces.
A compact kitchen with wooden cabinets, stainless steel appliances, a built-in microwave, and a small dining area with a chair.

9. Staybridge Suites Charlottesville Airport by IHG

Staybridge Suites Charlottesville Airport by IHG
Hollymead
  • Immerse in an inviting indoor pool sanctuary with loungers for post-exploration relaxation at this Charlottesville retreat.
₩152,167
₩173,924 total
includes taxes & fees
Nov 2 - Nov 3
Staybridge Suites Charlottesville Airport by IHG
An indoor swimming pool with two potted plants, a tiled floor, and a clear water surface.
A spacious lobby with a central staircase, large windows, and a chandelier.
A modern restaurant with round tables, grey chairs, and a bar area with shelves.
A modern living room with a stone wall, a blue sofa, and a fireplace.

10. DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
Rio
  • Tranquil indoor pool sanctuary offers year-round swimming in Charlottesville comfort.
₩135,722
₩155,130 total
includes taxes & fees
Oct 20 - Oct 21
DoubleTree by Hilton Hotel Charlottesville
View all properties

Choose what matters most at hotels with a pool in Madison

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Madison Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"The pool was very cold other than thay everything was great."
Wesleyand Crystal 1-night trip
Posted less than an hour ago
English Inn of Charlottesville
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

8/10 Good
"Restaurant was closed on Sunday night our only night we stayed. The Speakeasy bar downstairs takes on the restaurant dining when restaurant is closed. Speakeasy was nice but not what one would expect because it was not secluded and secretly as they should be. But all that being said it’s a beautiful property and very welcoming"
William 1-night trip
Posted 1 hour ago
Mimslyn Inn Historic Hotels Of America
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent
"A very nice stay with some amazing warm cookies upon check in! Mike was very helpful and the process was so so easy. Would stay here again!"
Connor 1-night trip
Posted 6 hours ago
DoubleTree by Hilton Hotel Charlottesville
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

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

10/10 Excellent
"Great experience! Strongly recommend!"
Matthew 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Quality Inn Luray

Quality Inn Luray

10/10 Excellent
"Very nice"
Susan 1-night trip
Posted 1 day ago
Quality Inn Luray
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

10/10 Excellent
"It was clean and it was nice and friendly"
Frank 1-night trip
Posted 1 day ago
Holiday Inn Charlottesville-Univ Area by IHG

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.

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