A lake surrounded by lush green hills and a rocky cliff.

Find Hotels with a Pool in Southwest Wisconsin, WI

  • 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 Southwest Wisconsin Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Southwest Wisconsin hotels with a pool

A swimming pool with four lounge chairs and a view of trees through large windows.
A hotel room with two beds, a desk, a chair, and a large window with a view of trees.
A lobby with a reception desk, a sofa, and a chair.
A Holiday Inn Express & Suites building with a modern design, featuring a flat roof, large windows, and a covered entrance.

1. Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
Reedsburg
  • Experience refreshing indoor pool access all year round in this cozy Reedsburg retreat.
￥13,009
￥14,505 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
An indoor swimming pool with wooden walls and ceiling, a seating area with chairs, and a view into adjacent rooms.
A gym with a treadmill, stationary bike, and a mirrored wall.
A modern living area with a dining table, blue sofa, and a kitchen area with a refrigerator and microwave.
A hotel room with two beds, a wall-mounted light fixture, a window with curtains, and a view of the outdoors.

2. AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
Dodgeville
  • Splash into a heated indoor pool retreat with extended hours and hot tub access at this tranquil countryside hotel in Dodgeville.
￥14,654
￥16,632 total
includes taxes & fees
Nov 8 - Nov 9
AmericInn by Wyndham Dodgeville
An indoor swimming pool with a basketball hoop, multiple windows, and seating areas.
A lodge with a prominent entrance, stone pillars, and a red roof.
A spacious lobby with wooden walls, a stone fireplace, and a mounted deer head.
A hotel room with two beds, a desk, a chair, a fireplace, and a view of the parking lot.

3. The Lodge at Mauston

The Lodge at Mauston
Mauston
  • Splash into serenity at this hotel's pristine indoor pool sanctuary with loungers for post-adventure unwinding.
￥22,724
￥25,109 total
includes taxes & fees
Oct 25 - Oct 26
The Lodge at Mauston
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A modern hotel with a prominent 'LA QUINTA' sign, a covered entrance, and a parking lot.
An outdoor seating area with a fire feature, chairs, and a building in the background.
A modern kitchen with a long counter, built-in appliances, and hanging pendant lights.

4. La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton

La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton
Lake Delton
  • Sparkling indoor pool and bubbling hot tub await at this Wisconsin Dells retreat, where lakeside relaxation meets modern comfort.
￥14,670
￥18,138 total
includes taxes & fees
Nov 10 - Nov 11
La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton
An indoor swimming pool with clear water, a lifeguard chair, and a sign indicating spa capacity.
A compact hotel room with a kitchenette, a bed with a headboard, a television, and a painting on the wall.
A hotel lobby with a fireplace, seating area, and a long dining table with chairs.
A multi-story hotel with a stone facade, a basketball court, and a parking lot.

5. Staybridge Suites Wisconsin Dells - Lake Delton by IHG

Staybridge Suites Wisconsin Dells - Lake Delton by IHG
Wisconsin Dells
  • Dive into splash-tastic family fun with an indoor pool and hot tub that makes every season swim season.
￥14,889
￥19,222 total
includes taxes & fees
Nov 2 - Nov 3
Staybridge Suites Wisconsin Dells - Lake Delton by IHG
An indoor swimming pool with multiple lanes, lounge chairs, and a bar area.
A kitchen counter with a coffee machine, a toaster, a kettle, and a clock on the wall.
A spacious lobby with a high ceiling, wooden paneling, a central staircase, and a seating area with a brown sofa and patterned carpet.
A hotel room with a large bathtub, a bedside table with a lamp, a mirror, and a small wooden cabinet.

6. Cedarberry Inn

Cedarberry Inn
Sauk City
  • Dive into refreshing pool adventures with a relaxing hot tub waiting for your tired muscles after exploring riverside trails.
￥17,397
￥19,398 total
includes taxes & fees
Oct 27 - Oct 28
Cedarberry Inn
An indoor swimming pool with a bear statue, a tree sculpture, and a bear statue holding a fish.
A hotel lobby with a reception desk, seating area with sofas and chairs, a clock on the wall, and a television screen.
A hotel room with a blue sofa, a wooden table, and a dining table with chairs. There is a large window with curtains, and a picture frame on the wall.
A hotel room with a bed, a desk with a computer, a TV, a bathroom with a bathtub, and a window with curtains.

7. Comfort Inn & Suites Black River Falls I-94

Comfort Inn & Suites Black River Falls I-94
Black River Falls
  • Splash into comfort at this hotel's indoor pool haven, perfect for family play and relaxation time after exploring.
￥13,466
￥15,285 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Black River Falls I-94
A water feature with wooden barrels and a pool area.
A reception area with a stone counter, framed pictures, and a small table with chairs.
A log cabin building with a sign reading "Cranberry Country Lodge Lobby".
A child playing chess at a wooden table in a room with wooden walls and a lamp.

8. Cranberry Country Lodge

Cranberry Country Lodge
Tomah
  • Splash into family fun with an indoor pool oasis and relaxing hot tub retreat for all ages.
￥11,721
￥13,303 total
includes taxes & fees
Nov 18 - Nov 19
Cranberry Country Lodge
An indoor swimming pool with a slide and a small pool area.
A golf course with a pond, trees, and a windmill.
A lodge interior with wooden furniture, a stone fireplace, and Christmas decorations.
An indoor archway with white drapery and greenery, leading to a room with a wooden floor and a dining area in the background.

9. Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
Barneveld
  • Splash into relaxation at this family-friendly lodge featuring a vibrant water park, 27-hole golf course, and indoor pool retreat.
￥20,218
￥21,331 total
includes taxes & fees
Oct 27 - Oct 28
Deer Valley Lodge & Golf
An indoor pool area with a slide, a play structure, and a hot tub.
A modern interior with a spacious hallway, grey tiled flooring, a grey sofa, and framed black-and-white photographs on the walls.
A modern hotel room with a large bed, a sitting area with a chair, a desk with a computer, and a large bathtub with towels.
A hotel with a red roof and a sign that reads "Wingate by Wyndham". There are outdoor seating areas and a pool with lounge chairs.

10. Wingate by Wyndham Wisconsin Dells Waterpark

Wingate by Wyndham Wisconsin Dells Waterpark
Baraboo
  • Splash into family-friendly fun with 24-hour indoor and seasonal outdoor pools plus waterslide thrills.
￥12,272
￥17,293 total
includes taxes & fees
Nov 3 - Nov 4
Wingate by Wyndham Wisconsin Dells Waterpark
View all properties

Choose what matters most at hotels with a pool in Southwest Wisconsin

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Southwest Wisconsin

A swimming pool with four lounge chairs and a view of trees through large windows.
A hotel room with two beds, a desk, a chair, and a large window with a view of trees.
A lobby with a reception desk, a sofa, and a chair.
A Holiday Inn Express & Suites building with a modern design, featuring a flat roof, large windows, and a covered entrance.

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
Reedsburg
￥13,009
￥14,505 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
A modern restaurant with wooden furniture, a central bar area, and pendant lighting.
An outdoor patio area with a stone fire pit, outdoor seating, and umbrellas.
A modern hotel lobby with a wooden ceiling, a fitness center in the background, and a seating area with a blue patterned rug.
A swimming pool adjacent to a building with stone facade and large windows.

Fairfield Inn & Suites by Marriott Baraboo

Fairfield Inn & Suites by Marriott Baraboo
Baraboo
￥16,080
￥18,251 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield Inn & Suites by Marriott Baraboo
A log cabin interior with a stone fireplace, wooden walls, and a mounted deer head.
A hotel lobby with wooden beams, chandeliers, a stone wall, and a mounted elk head.
A lodge with a prominent entrance, stone pillars, and a red roof.
A hotel room with two beds, a desk, a chair, a fireplace, and a view of the parking lot.

The Lodge at Mauston

The Lodge at Mauston
Mauston
￥22,724
￥25,109 total
includes taxes & fees
Oct 25 - Oct 26
The Lodge at Mauston
A hotel room with two beds, a wall-mounted light fixture, a window with curtains, and a view of the outdoors.
A vending machine with snacks and drinks, a seating area with chairs, and a window with a view.
A reception area with a reception desk, two blue sofas, a coffee machine, and a refrigerator.
A modern living area with a dining table, blue sofa, and a kitchen area with a refrigerator and microwave.

AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
Dodgeville
￥14,654
￥16,632 total
includes taxes & fees
Nov 8 - Nov 9
AmericInn by Wyndham Dodgeville
An indoor swimming pool with multiple lanes, lounge chairs, and a bar area.
A kitchen counter with a coffee machine, a toaster, a kettle, and a clock on the wall.
A spacious lobby with a high ceiling, wooden paneling, a central staircase, and a seating area with a brown sofa and patterned carpet.
A hotel room with a large bathtub, a bedside table with a lamp, a mirror, and a small wooden cabinet.

Cedarberry Inn

Cedarberry Inn
Sauk City
￥17,397
￥19,398 total
includes taxes & fees
Oct 27 - Oct 28
Cedarberry Inn
An indoor swimming pool with a slide and a small pool area.
A golf course with a pond, trees, and a windmill.
A lodge interior with wooden furniture, a stone fireplace, and Christmas decorations.
An indoor archway with white drapery and greenery, leading to a room with a wooden floor and a dining area in the background.

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
Barneveld
￥20,218
￥21,331 total
includes taxes & fees
Oct 27 - Oct 28
Deer Valley Lodge & Golf
A modern hotel with a prominent 'LA QUINTA' sign, a covered entrance, and a parking lot.
An outdoor seating area with a fire feature, chairs, and a building in the background.
A modern kitchen with a long counter, built-in appliances, and hanging pendant lights.
A hotel room with a large bed, a TV on a wooden stand, a desk with a chair, and a window with striped curtains.

La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton

La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton
Lake Delton
￥14,670
￥18,138 total
includes taxes & fees
Nov 10 - Nov 11
La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton
An indoor swimming pool with a bear statue, a tree sculpture, and a bear statue holding a fish.
A hotel lobby with a reception desk, seating area with sofas and chairs, a clock on the wall, and a television screen.
A hotel room with a blue sofa, a wooden table, and a dining table with chairs. There is a large window with curtains, and a picture frame on the wall.
A hotel room with a bed, a desk with a computer, a TV, a bathroom with a bathtub, and a window with curtains.

Comfort Inn & Suites Black River Falls I-94

Comfort Inn & Suites Black River Falls I-94
Black River Falls
￥13,466
￥15,285 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Black River Falls I-94
A compact hotel room with a kitchenette, a bed with a headboard, a television, and a painting on the wall.
A hotel lobby with a fireplace, seating area, and a long dining table with chairs.
A child in a swim school vest at a water park with a water slide and other people in the background.
A multi-story hotel with a stone facade, a basketball court, and a parking lot.

Staybridge Suites Wisconsin Dells - Lake Delton by IHG

Staybridge Suites Wisconsin Dells - Lake Delton by IHG
Wisconsin Dells
￥14,889
￥19,222 total
includes taxes & fees
Nov 2 - Nov 3
Staybridge Suites Wisconsin Dells - Lake Delton by IHG
A water feature with wooden barrels and a pool area.
A reception area with a stone counter, framed pictures, and a small table with chairs.
A log cabin building with a sign reading "Cranberry Country Lodge Lobby".
A child playing chess at a wooden table in a room with wooden walls and a lamp.

Cranberry Country Lodge

Cranberry Country Lodge
Tomah
￥11,721
￥13,303 total
includes taxes & fees
Nov 18 - Nov 19
Cranberry Country Lodge
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.
View all properties

Top Southwest Wisconsin Hotel Reviews

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"My room was very comfortable. The blackout shade kept the room dark for a good nights sleep. The breakfast was amazing! There was so many options!"
Linda 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Madison West
Grand Marquis Waterpark Hotel & Suites

Grand Marquis Waterpark Hotel & Suites

10/10 Excellent
"Right in the middle of everything I will definitely go back"
Siri 1-night trip
Posted 8 hours ago
Grand Marquis Waterpark Hotel & Suites
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

8/10 Good
"Older hotel, parts have been updated. Good breakfast with real eggs, for gf people. Breakfast available at 6am, but staff had coffee and cold items available for those leaving before 6am."
Penny 2-night trip
Posted 10 hours ago
Stoney Creek Hotel La Crosse - Onalaska
Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

8/10 Good
"Nice river view"
David 1-night trip
Posted 17 hours ago
Natura Vue Resort & Boathouse
The Wisconsin Hotel & Conference Center

The Wisconsin Hotel & Conference Center

10/10 Excellent
"Need coffee maker in the room!"
Tammra 3-night trip
Posted 19 hours ago
The Wisconsin Hotel & Conference Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"It’s very clean and well served breakfast at our stay thanks and we will for sure come again."
Jackelin 1-night trip
Posted 3 days ago
Baymont by Wyndham Madison West/Middleton WI West
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"The rooms are small but comfortable, and the bed and pillows are very comfortable! Location is great, front-desk staff are very friendly and helpful. The exercise gym is spacious and well-designed, looking onto a small patio. This is my second stay at this hotel and I would book it again when returning to downtown Madison."
Sarah 4-night trip
Posted 4 days ago
DoubleTree by Hilton Madison Downtown

Explore a world of travel with Expedia