The Best Hotels with a Pool in Madison, VA from ￥12,441 in 2026

Q: 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.

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

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Our top choices for Madison hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and stone wall.

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

Barboursville

Mountain retreat boasts a seasonal outdoor pool and fitness center for refreshing getaways.

￥16,981 total

includes taxes & fees

Nov 29 - Nov 30

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.

2. Round Hill Inn

Orange

Splash into mountain magic at a hotel where seasonal poolside bliss meets scenic views.

￥18,496 total

includes taxes & fees

Nov 29 - Nov 30

3. Baymont by Wyndham Culpeper

Culpeper

Poolside summer escapes await with seasonal outdoor pool and mountain biking.

￥15,303 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with a central bar area, seating arrangements, and a coffee station.

4. Hampton Inn & Suites Culpeper

Culpeper

Escape to the serene indoor pool sanctuary, where relaxation meets fitness in this Culpeper retreat.

￥24,031 total

includes taxes & fees

Nov 23 - Nov 24

A lodge with a large dining area and a fire pit in the foreground.

5. Graves Mountain Farm & Lodges

Syria

Cool mountainside retreat with seasonal outdoor pool, adventure activities, and sun loungers for peaceful summer days.

￥33,945 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

6. Days Inn By Wyndham Culpeper

Culpeper

Dive into summer bliss with a seasonal outdoor pool that makes this Culpeper hotel shine.

￥14,574 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with clear blue water, surrounded by lounge chairs and a table with towels.

7. Staybridge Suites Charlottesville Airport by IHG

Hollymead

Immerse in an inviting indoor pool sanctuary with loungers for post-exploration relaxation at this Charlottesville retreat.

￥19,322 total

includes taxes & fees

Nov 23 - Nov 24

A pool area with lounge chairs and umbrellas, surrounded by trees.

8. Inn at Willow Grove

Orange

Take a dip in this luxury hotel's seasonal outdoor pool with sun loungers and umbrellas.

￥65,006 total

includes taxes & fees

Oct 31 - Nov 1

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Choose what matters most at hotels with a pool in Madison

Breakfast included

4 stars

Top Madison Hotel Reviews

Quality Inn Luray

8/10 Good

"It was a decent place. I would start there again."

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent

"In all honesty, the room seemed a little dusty, but it was quite well equipped. A vanity area just outside the bathroom had its own sink, which was convenient for us as a couple trying to get thru our morning ablutions & get out to tour about. The pool and the tiled outside seating area were rather elaborate, although (not being aa fan of chlorinated water) we did not avail ourselves of it. Parking was just a little distant, due to tenant volume, but the area seemed very quiet & safe, & ample room was available for loading & unloading at the front door. Minutes away from downtown Charlottesvilles."

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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Our top choices for Madison hotels with a pool