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

Find Hotels with a Pool in Oconomowoc, WI

  • 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 a Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Oconomowoc hotels with a pool

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.
₩153,827
₩173,825 total
includes taxes & fees
Sep 6 - Sep 7
Staybridge Suites Milwaukee West-Oconomowoc by IHG

2. Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
Oconomowoc
  • Splash into lakeside luxury with an indoor pool oasis and soothing hot tub retreat.
₩157,957
₩178,492 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Oconomowoc

3. 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 center for year-round aquatic enjoyment.
₩185,701
₩209,842 total
includes taxes & fees
Aug 30 - Aug 31
TownePlace Suites by Marriott Oconomowoc
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

Wildwood Lodge

Wildwood Lodge

10/10 Excellent
"We were very impressed when we entered the hotel. The staff was very helpful, rooms were very clean and the breakfast was very good. I would definitely would stay again."
Sandra 2-night trip
Posted 3 hours ago
Wildwood Lodge
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"."
Valerie 2-night trip
Posted 4 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Clean room, the outdoor pool area has a lot of bugs though"
Stephen 2-night trip
Posted 22 hours ago
Sheraton Milwaukee Brookfield Hotel
Hilton Garden Inn Milwaukee Northwest Conference Center

Hilton Garden Inn Milwaukee Northwest Conference Center

8/10 Good
"The staff are great!!"
Dayetta 5-night trip
Posted 4 days ago
Hilton Garden Inn Milwaukee Northwest Conference Center
Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield

8/10 Good
"Breakfast didn’t provide hard boiled eggs, and the fruit was gone by 8am every morning. Not a lot of gluten or dairy free options."
Tina 3-night trip
Posted 11 days ago
Hampton Inn Milwaukee/Brookfield

Frequently asked questions

What are some accommodations with pools in Oconomowoc?
Staybridge Suites Milwaukee West-Oconomowoc by IHG: Features buffet, an indoor pool, and complimentary wired internet access. Hilton Garden Inn Oconomowoc: Offers complimentary wired internet access, a pool, and free self parking. TownePlace Suites by Marriott Oconomowoc: Provides daily, an indoor pool, and free self parking. AmericInn by Wyndham Brookfield: Features daily, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel: Offers a seasonal outdoor pool, an indoor pool, and free self parking.
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 into account the local weather in Oconomowoc can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Oconomowoc are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.

Explore a world of travel with Expedia