The Best Hotels with a Pool in Middleton, WI from NT$2,144 in 2026

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Our top choices for Middleton hotels with a pool

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

An outdoor patio with round tables and chairs, large umbrellas, and a view of the surrounding area.

A modern cafe with seating arrangements, a coffee station, and a menu board.

A modern lobby with seating areas, a reception desk, and a mounted TV.

1. Holiday Inn Express & Suites Madison West - Middleton by IHG

Middleton

Splash into comfort at this Middleton retreat with an indoor pool and poolside loungers.

NT$2,880

NT$3,268 total

includes taxes & fees

Oct 11 - Oct 12

A living room with a stone fireplace, wooden bookshelves, a sofa, and a staircase.

A Country Inn & Suites building with a covered entrance, multiple windows, and a parking lot.

A hotel room with a bed, a desk, a chair, a sofa with a yellow pillow, a TV, and framed pictures on the wall.

A hotel room with a wooden desk, a red armchair, a television, a bed, and a window with curtains.

2. Country Inn & Suites by Radisson, Middleton - Madison West

Middleton

Swim laps in this clean indoor pool oasis after exploring local hiking trails nearby.

NT$2,286

NT$2,595 total

includes taxes & fees

Oct 4 - Oct 5

An indoor swimming pool with a water slide, palm trees, and a seating area with tables and chairs.

A modern bar area with a central island, bar stools, yellow chairs, and a coffee machine.

An outdoor patio area with a circular fire pit surrounded by chairs, a brick building in the background, and string lights.

A Courtyard Marriott hotel with a modern design, multiple floors, and a parking area with several cars.

3. Courtyard by Marriott Madison West Middleton

Middleton

Madison hotel offers thrilling indoor waterslide, children's pool, and hot tub relaxation.

NT$3,294

NT$3,738 total

includes taxes & fees

Sep 20 - Sep 21

An indoor swimming pool with a blue and white color scheme, a palm tree, and a water slide.

A snack bar with shelves of snacks, a display of local delicacies, and a refrigerated section.

A hotel entrance with a brick facade, numbered 1801, and a covered entrance area.

An outdoor patio with striped umbrellas, green chairs, and brick pillars.

4. Hilton Garden Inn Madison West/Middleton

Middleton

Splash into leisure at this Madison West hotel's indoor pool, where aquatic serenity awaits.

NT$3,088

NT$3,505 total

includes taxes & fees

Sep 20 - Sep 21

A modern lounge area with a stone fireplace, comfortable seating, and a view of the dining area.

A pool area with a clear view of the outdoors, including trees and a fence.

A hotel with a modern design, featuring a central entrance with a covered walkway and a parking lot in front.

A fitness room with treadmills, a stationary bike, a wall clock, and a large mirror.

5. Fairfield Inn & Suites by Marriott Madison West/Middleton

Middleton

Splash into relaxation at this Middleton hotel, where an inviting indoor pool welcomes guests all seasons.

NT$3,066

NT$3,480 total

includes taxes & fees

Sep 20 - Sep 21

A large indoor swimming pool with clear views of trees outside through large windows.

A brick building with a sign reading "Residence Inn by Marriott" and a stone fire feature in front.

A refrigerated beverage display with a variety of drinks and snacks.

A living room with a fireplace, a flat-screen TV, and a bookshelf.

6. Residence Inn by Marriott Madison West/Middleton

Middleton

Sleek indoor pool awaits at this Madison hotel, where year-round swimming complements fitness options and basketball courts.

NT$3,196

NT$3,628 total

includes taxes & fees

Oct 11 - Oct 12

A spa pool with a metal ladder, tiled walls, and a warning sign.

A lobby with patterned carpet, two armchairs, a round table, and multiple tables and chairs.

A hotel room with a bed, desk, chair, TV, and a large mirror.

A bathroom with a white sink, mirror, and shower.

7. Staybridge Suites Middleton Madison-West by IHG

Middleton

Experience refreshing relaxation at the indoor pool with 24-hour access and a soothing hot tub.

NT$3,754

NT$4,261 total

includes taxes & fees

Oct 4 - Oct 5

An indoor swimming pool with a no diving sign, a clock, and exercise equipment.

A modern kitchen with wooden cabinets, a white countertop, and a chalkboard wall with a motivational quote.

A modern hotel lobby with a sofa, ottoman, and chairs, a patterned rug, and a wooden slat wall.

8. TownePlace Suites by Marriott Madison West/Middleton

Middleton

Dive into indoor poolside leisure at Madison's all-season retreat with garden views.

NT$3,861

NT$4,382 total

includes taxes & fees

Sep 20 - Sep 21

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Choose what matters most at hotels with a pool in Middleton

Breakfast included

Hot tub

4 stars

Water park

Spa

Hotels with pools and free breakfast in Middleton

A hotel entrance with a covered walkway, stone pillars, and a glass door entrance.

Holiday Inn Express & Suites Madison West - Middleton by IHG

Middleton

NT$2,880

NT$3,268 total

includes taxes & fees

Oct 11 - Oct 12

Country Inn & Suites by Radisson, Middleton - Madison West

Middleton

NT$2,286

NT$2,595 total

includes taxes & fees

Oct 4 - Oct 5

A buffet area with a variety of food items, a beverage station, and a refrigerator.

Fairfield Inn & Suites by Marriott Madison West/Middleton

Middleton

NT$3,066

NT$3,480 total

includes taxes & fees

Sep 20 - Sep 21

A hotel room with a large bed, bedside tables, a desk, a chair, and framed artwork on the wall.

Hilton Garden Inn Madison West/Middleton

Middleton

NT$3,088

NT$3,505 total

includes taxes & fees

Sep 20 - Sep 21

A patio area with outdoor seating, a fire pit, and a stone fireplace.

A multi-story parking garage with several cars parked.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

Staybridge Suites Middleton Madison-West by IHG

Middleton

NT$3,754

NT$4,261 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a kitchenette, a dining area, a living room with a sofa and TV, and a large window with curtains.

Residence Inn by Marriott Madison West/Middleton

Middleton

NT$3,196

NT$3,628 total

includes taxes & fees

Oct 11 - Oct 12

A multi-story hotel with a stone facade and a sign reading "Townplace Suites by Marriott."

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

TownePlace Suites by Marriott Madison West/Middleton

Middleton

NT$3,861

NT$4,382 total

includes taxes & fees

Sep 20 - Sep 21

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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Top Middleton Hotel Reviews

Country Inn & Suites by Radisson, Middleton - Madison West

10/10 Excellent

"Our stay was very nice. The front desk staff was very accommodating with a problem with our room."

The Madison Concourse Hotel and Governor's Club

8/10 Good

"Great location for Ironman weekend. Check in was lengthy and didn’t have parking on our card, kind of annoying. Room temp is hard to get comfortable. Nice to have Starbucks in the building."

Best Western Premier Park Hotel

10/10 Excellent

"Clean room"

La Quinta Inn & Suites by Wyndham Madison American Center

8/10 Good

"Good location"

DoubleTree by Hilton Madison East

10/10 Excellent

"Excellent hotel"

Courtyard by Marriott Madison West Middleton

8/10 Good

"Good facility, very clean. However, most important to me is sleep quality. Walls are thin and conversation, TV , coughing come thru from the room next to me. Also hallway noise."

DoubleTree by Hilton Madison Downtown

8/10 Good

"Location was great for the Taste of Madison! Staff was friendly and let me check in early. However, room 410 smelled like someone had a dog in it before our stay. It was the only thing that ruined our trip."