A boat on a calm lake with a forested shoreline in the background.

Search Hotels with Pool in Oconomowoc

  • 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 Oconomowoc Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Oconomowoc hotels with a pool

A hotel room with a pool, a dining area, and a control panel for pool temperature and jets.
A hotel lobby with a fireplace, seating area, and a TV mounted on the wall.
A hotel room with a bed, a sofa, a TV, a desk, and a small table.
A hotel lobby with a seating area, a flat-screen TV mounted on the wall, and a fireplace.

1. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Oconomowoc
  • Refreshing year-round indoor pool retreat offers aquatic relaxation and fitness options for every season.
2.848.780 ₫
3.219.121 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Staybridge Suites Milwaukee West-Oconomowoc by IHG
An indoor swimming pool with clear water, a diving sign, and a view of the outside.
A modern hotel lobby with a sofa, round tables, and a large window.
An outdoor patio with wicker furniture, a fire pit, and a grill area.
A modern kitchen with a central island, pendant lighting, and a chalkboard sign.

2. TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc
Oconomowoc
  • Dip into relaxation at this modern hotel with a pristine indoor pool and 24-hour fitness centre for year-round aquatic enjoyment.
3.234.500 ₫
3.654.985 ₫ total
includes taxes & fees
5 Nov - 6 Nov
TownePlace Suites by Marriott Oconomowoc
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering a view of greenery outside.
A modern bathroom with a large mirror, a sink, a toilet, and a shower.
A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.
A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

3. Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG
Delafield
  • Splash into morning swims and evening relaxation at this recently renovated hotel with an indoor pool and hot tub.
2.458.220 ₫
2.777.789 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Holiday Inn Express & Suites Delafield by IHG
An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.
A hotel lobby with a dining area, a reception desk, and a clock on the wall.
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
A hotel lobby with leather sofas, a reception desk, and a dining area.

4. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Delafield
  • Plunge into aquatic bliss with a scenic indoor pool and soothing hot tub, perfect for relaxation after exploring nearby trails.
2.095.956 ₫
2.368.430 ₫ total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
An indoor swimming pool with a tiled floor, metal railings, and a high ceiling with skylights.
A reception area with a counter, a flat-screen TV, and a sign that reads 'AmericInn by Hyatt.'
A modern bathroom with a large bathtub, a shower area, and a vanity with a mirror.
A hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

5. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee
Delafield
  • Dive into rejuvenating waters at this Delafield hotel's indoor pool and hot tub sanctuary.
2.049.379 ₫
2.315.799 ₫ total
includes taxes & fees
25 Oct - 26 Oct
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
An indoor swimming pool with clear pool rules signs, lifeguard chairs, and a no diving sign.
A modern hotel lobby with seating areas, a TV screen, and a coffee station.
A home office setup with a computer monitor displaying a news program, a printer, and a desk with a chair.
A reception desk with a wooden panel design and a colorful mosaic pattern.

6. Best Western Watertown

Best Western Watertown
Watertown
  • Dive into pure relaxation with an indoor pool oasis and hot tub retreat at this rural getaway.
2.254.317 ₫
2.558.650 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Best Western Watertown
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A courtyard with a wooden staircase, a bench, and a garden area.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.

7. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
2.771.320 ₫
3.131.591 ₫ total
includes taxes & fees
22 Oct - 23 Oct
The Ingleside Hotel
An indoor swimming pool with clear pool rules posted, surrounded by white chairs and a blue safety ladder.
A modern restaurant with wooden tables, stone walls, and a bar area.
An outdoor seating area with wooden tables and chairs, a brick building with a sign reading 'WISSOTA CHOPHOUSE,' and a bar area visible through the entrance.
A lobby with a reception desk, a green door, a fireplace, and a leather sofa.

8. Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford
Hartford
  • Dive into an indoor pool oasis at this comfortable hotel, with relaxation waiting after adventure-filled days.
4.168.624 ₫
4.689.703 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Cobblestone Hotel & Suites - Hartford
A hot tub with a waterfall feature, a seating area with tables and chairs, and a window providing natural light.
A hotel room with a desk, chair, bed, sofa, and a lamp.
A hotel with a covered entrance, multiple floors, and a sign indicating it is a Comfort Suites hotel.
Interior entrance

9. Comfort Suites Johnson Creek Conference Center

Comfort Suites Johnson Creek Conference Center
Johnson Creek
  • Dive into poolside bliss with a family-friendly kiddie pool and well-equipped fitness centre nearby.
2.155.471 ₫
2.446.459 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Comfort Suites Johnson Creek Conference Center
An indoor swimming pool with lounge chairs and a wooden ceiling.
A modern building with a covered entrance, a tall green tree, and a clear sky.
A reception area with a blue counter, a sign for Days Inn, and a seating area with a lamp and chairs.
An elevator with a metallic interior, emergency exit sign, and a patterned floor.

10. Days Inn by Wyndham Johnson Creek

Days Inn by Wyndham Johnson Creek
Johnson Creek
  • Dive into relaxation at this hotel's indoor aquatic haven, complete with hot tub and sun loungers.
1.686.478 ₫
1.779.234 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Johnson Creek
View all properties

Choose what matters most at hotels with a pool in Oconomowoc

Breakfast included
Hot tub
4 stars
5 stars
Water park

Top Oconomowoc Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"My husband is handicapped and we need a cot or sofa bed. 1st room neither and small. Next I had to ask for bedding three times and when sofa was pulled out. Popcorn flew all over. Maid cleaned it up but forgot to get bedding and shut the sofa up."
Ruth 1-night trip
Posted 5 hours ago
Sheraton Milwaukee Brookfield Hotel
Wildwood Lodge

Wildwood Lodge

8/10 Good
"We have stayed here previously (June 2026) and the amenities and staff were terrific again this stay. Our room, however, was difficult to regulate the temperature, it was too warm, despite setting the thermostat at 68 degrees and later 65 degrees, we finally opened the window when we got up in the morning. We appreciated the generous size in room refrigerator, but the refrigerator compressor which was cycling on/off throughout the night, often woke me up."
Lisa 1-night trip
Posted 6 hours ago
Wildwood Lodge
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"The breakfast was delicious. Good variety, fresh and tasty. The staff was very courteous."
Stanley 5-night trip
Posted 8 hours ago
AmericInn by Wyndham Brookfield
Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

8/10 Good
"Love the location. Property was nice. The dishes were dirty. But staff was friendly and helpful!"
Patty 1-night trip
Posted 1 day ago
Staybridge Suites Milwaukee West-Oconomowoc by IHG

Frequently asked questions

What is there to see and do in Oconomowoc?
The picturesque setting of Fowler Lake Park and Lac La Belle showcase the area's natural beauty. Discover sights such as Oconomowoc Arts Center, Oconomowoc Golf Club and Lake Okauchee during your stay. The sporting events, restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Oconomowoc?
Taking the local weather in Oconomowoc into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Oconomowoc are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

Explore a world of travel with Expedia