TOP Hotels with Pool in Middleton, WI for 2026

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Our top choices for Middleton hotels with a pool

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

A modern kitchen with blue cabinets, a central island, and various food items and appliances.

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

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

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

Middleton

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

1.986.705 ₫

2.254.911 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

Middleton

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

2.415.303 ₫

2.741.369 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

A conference room with a large flat-screen TV mounted on the wall, a door labeled 'Elevator Equipment', and a blue patterned carpet.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A hotel room with a bed, a desk with a computer, a television, a microwave, and a small refrigerator.

3. 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.

2.406.121 ₫

2.730.948 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

4. Hilton Garden Inn Madison West/Middleton

Middleton

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

2.534.153 ₫

2.876.265 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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.

A modern living room with a large flat-screen TV, a gray sectional sofa, and a small coffee table.

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

5. Courtyard by Marriott Madison West Middleton

Middleton

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

2.711.268 ₫

3.077.288 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

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.

2.622.970 ₫

2.977.072 ₫ total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with a wooden ceiling, clear lane markings, and a 'No Diving' sign.

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

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.

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.

3.090.549 ₫

3.507.773 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

A modern reception desk with a "HELLO Middleton" sign, a coffee machine, and a small seating area with two black chairs.

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

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.

3.168.462 ₫

3.596.204 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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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

Country Inn & Suites by Radisson, Middleton - Madison West

Middleton

1.986.705 ₫

2.254.911 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

Holiday Inn Express & Suites Madison West - Middleton by IHG

Middleton

2.415.303 ₫

2.741.369 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A gym with treadmills, a stationary bike, a rowing machine, a wall-mounted TV, and a rack of dumbbells.

A modern hotel lobby with a sofa, chairs, a fireplace, and a dining area in the background.

A hotel room with a sofa, a small table, a desk with a chair, a television, and a window with curtains.

Fairfield Inn & Suites by Marriott Madison West/Middleton

Middleton

2.406.121 ₫

2.730.948 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A spa area with a hot tub, a non-guard area sign, and a window with a view of the outdoors.

Hilton Garden Inn Madison West/Middleton

Middleton

2.534.153 ₫

2.876.265 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

Residence Inn by Marriott Madison West/Middleton

Middleton

2.622.970 ₫

2.977.072 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A multi-story parking garage with several cars parked.

Staybridge Suites Middleton Madison-West by IHG

Middleton

3.090.549 ₫

3.507.773 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

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

TownePlace Suites by Marriott Madison West/Middleton

Middleton

3.168.462 ₫

3.596.204 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

AmericInn by Wyndham Madison West

10/10 Excellent

"This was the best hotel breakfast of our trip. Lots to choose from, and they didn't fill the landfill with disposable plates and bowls but used real dishes. The room was clean and the bathroom well laid out. The pool looked inviting but we didn't have time. We needed to switch from one bed to two and the man at the front desk was very accommodating."