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

Hotels with Swimming Pools in Madison

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Madison Hotels with Swimming Pools

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

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.
A large, multi-story hotel with a central courtyard, surrounded by lush green fields and trees.
A room with a large window, a framed picture on the wall, and a table with a vase of flowers.
A view of a green field and a tree with white flowers, with a metal roof in the foreground.

1. Round Hill Inn

Round Hill Inn
Orange
  • Splash into mountain magic at a hotel where seasonal poolside bliss meets scenic views.
S$161
includes taxes & fees
13 Oct - 14 Oct
Round Hill Inn
A swimming pool with lounge chairs and umbrellas, a white fence, and a brick wall.
A buffet with labeled containers of omelets and other dishes.
A gym with multiple exercise machines, including treadmills and weight stations, arranged in rows.
Lobby

2. 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 centre for refreshing getaways.
S$138
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG
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 lobby with a reception desk, wooden flooring, and a seating area with tables and chairs.
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.
S$168
includes taxes & fees
13 Oct - 14 Oct
Comfort Inn & Suites Orange - Montpelier
Terrace/patio
Bathroom
A hotel room with two beds, a desk, a chair, a TV, and a painting on the wall.
Exterior

4. Baymont by Wyndham Culpeper

Baymont by Wyndham Culpeper
Culpeper
  • Poolside summer escapes await with seasonal outdoor pool and mountain biking.
S$124
includes taxes & fees
1 Nov - 2 Nov
Baymont by Wyndham Culpeper
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A fitness room with treadmills and elliptical machines.
A hotel room with a large bed, two armchairs, a small table, and two bedside tables with lamps.
A buffet area with multiple food stations, a door, and a microwave in the background.

5. 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.
S$118
includes taxes & fees
18 Oct - 19 Oct
Days Inn By Wyndham Culpeper
A modern hotel lobby with a central bar area, seating arrangements, and a coffee station.
A conference room with a long table, chairs, a small island, and a TV on the wall.
A modern hotel with a central entrance, multiple floors, and a well-lit facade.
A gym with treadmills, ellipticals, and weight machines.

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.
S$194
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Culpeper
A swimming pool area with multiple pools, a small building labeled 'Graves Pool', and picnic tables.
A lodge with a large dining area and a fire pit in the foreground.
A wooden cabin room with a bed, a television, and a window.
A rural scene with a cow walking on a dirt path, a wooden cabin, and a barn in the background.

7. 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.
S$222
includes taxes & fees
14 Oct - 15 Oct
Graves Mountain Farm & Lodges
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.
An outdoor patio with wicker furniture, a stone fire pit, and a pergola.
A Staybridge Suites hotel with a modern design, featuring a covered entrance and a parking lot with marked spaces.

8. 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.
S$167
includes taxes & fees
2 Nov - 3 Nov
Staybridge Suites Charlottesville Airport by IHG
A pool area with lounge chairs and umbrellas, surrounded by trees.
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.
A porch with a swing seat, a lantern, and a door.
A spacious foyer with a large map on the wall, a chandelier, and a dark wooden cabinet with a vase of flowers.

9. 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.
S$507
includes taxes & fees
21 Oct - 22 Oct
Inn at Willow Grove
An indoor swimming pool with two potted plants, a tiled floor, and a clear water surface.
A modern living room with a stone wall, a blue sofa, and a fireplace.
A modern restaurant with round tables, grey chairs, and a bar area with shelves.
A spacious lobby with a central staircase, large windows, and a chandelier.

10. DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
Rio
  • Tranquil indoor pool sanctuary offers year-round swimming in Charlottesville comfort.
S$149
includes taxes & fees
18 Oct - 19 Oct
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
"Great nights sleep with a comfortable bed and the breakfast buffet was amazing !!!"
Donald 1-night trip
Posted 4 hours ago
English Inn of Charlottesville
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

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

10/10 Excellent
"This was an excellent quality hotel and close to UVA! The breakfast was great and hot, front desk and kitchen service was exceptional! If I had a complaint it would be the noise level of the cleaning staff in the halls early in the mornings. We could hear them clearly through the doors while trying to sleep."
Toni 4-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Very nice."
David 1-night trip
Posted 11 hours ago
Mimslyn Inn Historic Hotels Of America
Super 8 by Wyndham Charlottesville

Super 8 by Wyndham Charlottesville

10/10 Excellent
"👌"
Viktor 5-night trip
Posted 15 hours ago
Super 8 by Wyndham Charlottesville
Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

10/10 Excellent
"Spacious comfortable clean rooms, full kitchen, free breakfast, friendly staff. I would stay here again!"
Lynn 5-night trip
Posted 2 days ago
Sonesta ES Suites Charlottesville University
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

8/10 Good
"Nice property for the money"
Dawna 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Charlottesville
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

8/10 Good
"Close to a lot in town."
Jeremy 2-night trip
Posted 3 days ago
Holiday Inn Charlottesville-Univ Area by IHG

Frequently asked questions

What are some accommodation options with pools in Madison?
English Inn of Charlottesville: Hotel, 10-minute walk from University of Virginia. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Massanutten Resort: Hotel located near Massanutten Water Park. Offers 2 indoor swimming 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 centre. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy: Hotel located near Luray Caverns. Features 2 restaurants, 2 outdoor swimming pools and a full-service spa.
What is there to see and do in Madison?
Explore places such as 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 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.

Explore a world of travel with Expedia