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Find Hotels with a Pool in Middleton, WI

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Check availability on Middleton Hotels with a Pool

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Middleton hotels with a pool

A living room with a stone fireplace, wooden bookshelves, a sofa, and a staircase.
A hotel room with a wooden desk, a red armchair, a television, a bed, and a window with curtains.
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.

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

Country Inn & Suites by Radisson, Middleton - Madison West
Middleton
  • Swim laps in this clean indoor pool oasis after exploring local hiking trails nearby.
$77 nightly
$87 total
Sep 13 - Sep 14
Total with taxes and fees
Country Inn & Suites by Radisson, Middleton - Madison West
A swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.
A hotel entrance with a covered walkway, stone pillars, and a glass door entrance.
A modern lobby with seating areas, a reception desk, and a mounted TV.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a view of the outdoors.

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

Holiday Inn Express & Suites Madison West - Middleton by IHG
Middleton
  • Splash into comfort at this Middleton retreat with an indoor pool and poolside loungers.
$88 nightly
$100 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Express & Suites Madison West - Middleton by IHG
An indoor swimming pool with a water slide, palm trees, and a seating area with tables and chairs.
A modern living room with a large flat-screen TV, a gray sectional sofa, and a small coffee table.
A Courtyard Marriott hotel with a modern design, multiple floors, and a parking area with several cars.
An outdoor patio area with a circular fire pit surrounded by chairs, a brick building in the background, and string lights.

3. Courtyard by Marriott Madison West Middleton

Courtyard by Marriott Madison West Middleton
Middleton
  • Madison hotel offers thrilling indoor waterslide, children's pool, and hot tub relaxation.
$87 nightly
$99 total
Sep 6 - Sep 7
Total with taxes and fees
Courtyard by Marriott Madison West Middleton
An indoor swimming pool with clear safety signage, a ceiling with blue accents, and a tiled floor.
A buffet area with a variety of food items, a beverage station, and a refrigerator.
A Fairfield Inn & Suites hotel with a modern entrance, a clear handicap parking sign, and a stone pillar with the hotel name.
A modern lobby with a blue sofa, a stone accent wall, and a small dining area.

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

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.
$93 nightly
$105 total
Sep 6 - Sep 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Madison West/Middleton
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 hotel entrance with a brick facade, numbered 1801, and a covered entrance area.
A snack bar with shelves of snacks, a display of local delicacies, and a refrigerated section.

5. Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton
Middleton
  • Splash into leisure at this Madison West hotel's indoor pool, where aquatic serenity awaits.
$96 nightly
$109 total
Sep 6 - Sep 7
Total with taxes and fees
Hilton Garden Inn Madison West/Middleton
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 brick building with a sign reading "Residence Inn by Marriott" and a stone fire feature in front.
A hotel room with a kitchenette, a dining area, a living room with a sofa and TV, and a large window with curtains.

6. Residence Inn by Marriott Madison West/Middleton

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.
$119 nightly
$135 total
Sep 7 - Sep 8
Total with taxes and fees
Residence Inn by Marriott Madison West/Middleton
A hotel room with a bed, desk, chair, TV, and a large mirror.
A lobby with patterned carpet, two armchairs, a round table, and multiple tables and chairs.
An indoor swimming pool with a wooden ceiling, clear lane markings, and a 'No Diving' sign.
A multi-story hotel with a prominent entrance featuring a decorative roof and a glass door.

7. Staybridge Suites Middleton Madison-West by IHG

Staybridge Suites Middleton Madison-West by IHG
Middleton
  • Experience refreshing relaxation at the indoor pool with 24-hour access and a soothing hot tub.
$119 nightly
$135 total
Sep 13 - Sep 14
Total with taxes and fees
Staybridge Suites Middleton Madison-West by IHG
An indoor swimming pool with a no diving sign, a clock, and exercise equipment.
A modern hotel lobby with a sofa, ottoman, and chairs, a patterned rug, and a wooden slat wall.
A modern reception desk with a "HELLO Middleton" sign, a coffee machine, and a small seating area with two black chairs.
A modern kitchen with wooden cabinets, a white countertop, and a chalkboard wall with a motivational quote.

8. TownePlace Suites by Marriott Madison West/Middleton

TownePlace Suites by Marriott Madison West/Middleton
Middleton
  • Dive into indoor poolside leisure at Madison's all-season retreat with garden views.
$105 nightly
$120 total
Sep 6 - Sep 7
Total with taxes and fees
TownePlace Suites by Marriott Madison West/Middleton
An indoor swimming pool with a wooden ceiling, checkered floor tiles, and clear signage for lifeguard duty and spa services.
An outdoor patio with a brick grill and seating area.
A hotel lobby with a reception desk, a seating area, and a door leading outside.
A hotel lobby with a large seating area, a fireplace, and a kitchen in the background.

9. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
$157 nightly
$179 total
Sep 6 - Sep 7
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
An indoor swimming pool with a waterfall feature, surrounded by artificial trees and a thatched-roof structure.
A long, narrow hotel corridor with a patterned carpet, a bench, and a door labeled "Exit."
A buffet with various fruits and yogurt containers.
A multi-story hotel with a prominent green logo, a parking lot, and a landscaped area with trees.

10. Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Holiday Inn Hotel & Suites Madison West - Middleton by IHG
Junction Ridge
  • Splash into family fun with a free water park and thrilling waterslide at this Madison hotel.
$101 nightly
$117 total
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Hotel & Suites Madison West - Middleton by IHG
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Choose what matters most at hotels with a pool in Middleton

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Middleton

A living room with a stone fireplace, wooden bookshelves, a sofa, and a staircase.
A hotel room with a wooden desk, a red armchair, a television, a bed, and a window with curtains.
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.

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West
Middleton
$77 nightly
$87 total
Sep 13 - Sep 14
Total with taxes and fees
Country Inn & Suites by Radisson, Middleton - Madison West
A hotel entrance with a covered walkway, stone pillars, and a glass door entrance.
A swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.
A modern lobby with seating areas, a reception desk, and a mounted TV.
A modern cafe with a coffee station, seating area, and a counter with food options.

Holiday Inn Express & Suites Madison West - Middleton by IHG

Holiday Inn Express & Suites Madison West - Middleton by IHG
Middleton
$88 nightly
$100 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Express & Suites Madison West - Middleton by IHG
A Fairfield Inn & Suites hotel with a modern entrance, a clear handicap parking sign, and a stone pillar with the hotel name.
A hotel room with a large bed, a desk, a chair, a television, and a patterned carpet.
A modern lounge area with a stone fireplace, comfortable seating, and a view of the dining area.
A buffet area with a variety of food items, a beverage station, and a refrigerator.

Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton
Middleton
$93 nightly
$105 total
Sep 6 - Sep 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Madison West/Middleton
An indoor swimming pool with a blue and white color scheme, a palm tree, and a water slide.
A hotel room with a large bed, bedside tables, a desk, a chair, and framed artwork on the wall.
A hotel entrance with a brick facade, numbered 1801, and a covered entrance area.
A snack bar with shelves of snacks, a display of local delicacies, and a refrigerated section.

Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton
Middleton
$96 nightly
$109 total
Sep 6 - Sep 7
Total with taxes and fees
Hilton Garden Inn Madison West/Middleton
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 patio area with outdoor seating, a fire pit, and a stone fireplace.
A multi-story hotel with a prominent entrance featuring a decorative roof and a glass door.

Staybridge Suites Middleton Madison-West by IHG

Staybridge Suites Middleton Madison-West by IHG
Middleton
$119 nightly
$135 total
Sep 13 - Sep 14
Total with taxes and fees
Staybridge Suites Middleton Madison-West by IHG
A brick building with a sign reading "Residence Inn by Marriott" and a stone fire feature in front.
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 large indoor swimming pool with clear views of trees outside through large windows.

Residence Inn by Marriott Madison West/Middleton

Residence Inn by Marriott Madison West/Middleton
Middleton
$119 nightly
$135 total
Sep 7 - Sep 8
Total with taxes and fees
Residence Inn by Marriott Madison West/Middleton
A multi-story hotel with a stone facade and a sign reading "Townplace Suites by Marriott."
A modern reception desk with a "HELLO Middleton" sign, a coffee machine, and a small seating area with two black chairs.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A modern hotel lobby with a sofa, ottoman, and chairs, a patterned rug, and a wooden slat wall.

TownePlace Suites by Marriott Madison West/Middleton

TownePlace Suites by Marriott Madison West/Middleton
Middleton
$105 nightly
$120 total
Sep 6 - Sep 7
Total with taxes and fees
TownePlace Suites by Marriott Madison West/Middleton
An outdoor patio with a brick grill and seating area.
A multi-story hotel with a covered entrance, brick facade, and multiple windows.
An indoor swimming pool with a wooden ceiling, checkered floor tiles, and clear signage for lifeguard duty and spa services.
A hotel lobby with a reception desk, a seating area, and a door leading outside.

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
$157 nightly
$179 total
Sep 6 - Sep 7
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
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 Middleton Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"N/A"
Joe 2-night trip
Posted 10 hours ago
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"Nice property, great location!"
Charlotte 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Madison Downtown
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Good hotel, clean room, great breakfast, convenient location (14-17min drive to downtown). Thank you!"
Andriy 3-night trip
Posted 11 hours ago
AmericInn by Wyndham Madison West
Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West

8/10 Good
"It was a great value for the price. Clean hotel. Very clean property."
Dan 1-night trip
Posted 12 hours ago
Country Inn & Suites by Radisson, Middleton - Madison West
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

10/10 Excellent
"Very easy stay. Nice rooms and helpful staff."
Jordan 1-night trip
Posted 15 hours ago
Comfort Suites Madison West - Middleton
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

8/10 Good
"Overall it was good! I loved the bed. I didn’t like standing in water during my shower and the toilet flushed poorly The employees were great!"
Nancy 1-night trip
Posted 16 hours ago
Fairfield Inn & Suites by Marriott Madison West/Middleton
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Very spacious room!"
MELINDA 1-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"We were able to relax,"
Ellen 2-night trip
Posted 18 hours ago
DoubleTree by Hilton Madison East

Frequently asked questions

What are the best hotels in Middleton with outdoor pools?
The Holiday Inn Express & Suites Madison West - Middleton by IHG is a fantastic choice for those seeking a comfortable stay with an inviting outdoor pool. Guests consistently rate this hotel highly, with a remarkable score of 9.6, praising the friendly staff and the clean, comfortable rooms.This hotel not only offers a refreshing pool area superb for families looking to unwind, but it also provides sun loungers for relaxing after a swim. Families will appreciate the convenience of amenities such as free Wi-Fi, a complimentary buffet breakfast, and self-parking, ensuring a straightforward experience. Additionally, the hotel features a 24-hour airport shuttle, making it easy for travellers to arrive and depart with minimal stress.For those with children, the spacious layout and premium rooms create a welcoming environment, while the convenient location adds to the overall appeal.
How much does a hotel with outdoor pool in Middleton cost?
Enjoy staying in a hotel in Middleton with an outdoor pool. You can find a great deal from $87 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Middleton hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Middleton for you.

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