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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 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Middleton hotels with a pool

A swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.
A buffet with labeled containers of omelets and other dishes.
A modern lobby with seating areas, a reception desk, and a mounted TV.
A hotel entrance with a covered walkway, stone pillars, and a glass door entrance.

1. 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.
$79 nightly
$90 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 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.

2. 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 4 - Sep 5
Total with taxes and fees
Courtyard by Marriott Madison West Middleton
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 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.

3. 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
Aug 30 - Aug 31
Total with taxes and fees
Country Inn & Suites by Radisson, Middleton - Madison West
An indoor swimming pool with clear safety signage, a ceiling with blue accents, and a tiled floor.
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.
A buffet area with a variety of food items, a beverage station, and a refrigerator.

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.
$88 nightly
$100 total
Sep 20 - Sep 21
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 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.
A hotel room with a large bed, bedside tables, a desk, a chair, and framed artwork on the wall.

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.
$94 nightly
$107 total
Aug 23 - Aug 24
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 hotel room with a kitchenette, a dining area, a living room with a sofa and TV, and a large window with curtains.
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.

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.
$101 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
Residence Inn by Marriott Madison West/Middleton
An indoor swimming pool with a wooden ceiling, checkered floor tiles, and clear signage indicating no lifeguard on duty.
A hotel room with a bed, desk, chair, TV, and a large mirror.
A spacious lobby with multiple seating areas, a reception desk, and a television screen.
A patio area with outdoor seating, a fire pit, and a stone fireplace.

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 6 - Sep 7
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 multi-story hotel with a stone facade and a sign reading "Townplace Suites by Marriott."
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

TownePlace Suites by Marriott Madison West/Middleton
Middleton
  • Dive into indoor poolside leisure at Madison's all-season retreat with garden views.
$109 nightly
$124 total
Aug 23 - Aug 24
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.
A hotel lobby with a reception desk, a seating area, and a door leading outside.
A multi-story hotel with a covered entrance, brick facade, and multiple windows.
An outdoor patio with a brick grill and seating area.

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
$158 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 green umbrellas, lounge chairs, and tables.
A spacious lobby with a wooden staircase, a chandelier, and a glass door entrance.
A hotel room with a large bed, a TV, a desk, and a bathroom with a marble wall.
A spacious lobby with a wooden floor, a chandelier, a staircase, and a Pepsi refrigerator.

10. Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton
Junction Ridge
  • Splash into bliss at Madison West's all-season indoor pool paradise with hydro-massage luxury.
$70 nightly
$81 total
Aug 27 - Aug 28
Total with taxes and fees
Comfort Suites Madison West - Middleton
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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 modern kitchen with blue cabinets, a central island, and various food items and appliances.
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.

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West
Middleton
$77 nightly
$87 total
Aug 30 - Aug 31
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 buffet with labeled containers of omelets and other dishes.
A modern lobby with seating areas, a reception desk, and a mounted TV.
A swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.

Holiday Inn Express & Suites Madison West - Middleton by IHG

Holiday Inn Express & Suites Madison West - Middleton by IHG
Middleton
$79 nightly
$90 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 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.
A hotel room with a large bed, a desk, a chair, a television, and a patterned carpet.

Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton
Middleton
$88 nightly
$100 total
Sep 20 - Sep 21
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 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.
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

Hilton Garden Inn Madison West/Middleton
Middleton
$94 nightly
$107 total
Aug 23 - Aug 24
Total with taxes and fees
Hilton Garden Inn Madison West/Middleton
A brick building with a sign reading "Residence Inn by Marriott" and a stone fire feature in front.
A large indoor swimming pool with clear views of trees outside through large windows.
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.

Residence Inn by Marriott Madison West/Middleton

Residence Inn by Marriott Madison West/Middleton
Middleton
$101 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
Residence Inn by Marriott 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.
An indoor swimming pool with a wooden ceiling, checkered floor tiles, and clear signage indicating no lifeguard on duty.

Staybridge Suites Middleton Madison-West by IHG

Staybridge Suites Middleton Madison-West by IHG
Middleton
$119 nightly
$135 total
Sep 6 - Sep 7
Total with taxes and fees
Staybridge Suites Middleton Madison-West by IHG
A multi-story hotel with a stone facade and a sign reading "Townplace Suites by Marriott."
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.
A modern reception desk with a "HELLO Middleton" sign, a coffee machine, and a small seating area with two black chairs.

TownePlace Suites by Marriott Madison West/Middleton

TownePlace Suites by Marriott Madison West/Middleton
Middleton
$109 nightly
$124 total
Aug 23 - Aug 24
Total with taxes and fees
TownePlace Suites by Marriott Madison West/Middleton
An outdoor patio with a brick grill and seating area.
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 large seating area, a fireplace, and a kitchen in the background.
A multi-story hotel with a covered entrance, brick facade, and multiple windows.

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
$158 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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"The room was great especially cause it had the joining door so my best friend to come over to my room. The breakfast was good had many options. The pool was very comfortable and clean and the hot tub was great, clean and nice and hot."
Kristina 1-night trip
Posted 5 hours ago
AmericInn by Wyndham Madison West
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"V"
Danny Owen 1-night trip
Posted 1 day ago
DoubleTree by Hilton Madison East
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Everything was great, even the continental breakfast."
Donna 2-night trip
Posted 1 day ago
Best Western Plus InnTowner Madison
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

10/10 Excellent
"When checking in the assistant was listening to what I was saying and suggested a room closer to the pool since I was asking about the pool hours and how exciting my kids were to be able to swim inside! The breakfast was very good and well stocked with all supplies. Thank you for making our stay welcoming and enjoyable."
Crystal 2-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Madison West/Middleton

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 $81 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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