TOP Hotels with Pool in Oconomowoc, WI for 2026

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

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

Tomorrow

This weekend

Next weekend

Our top choices for Oconomowoc hotels with a pool

A pool area with a clear blue pool, tiled flooring, and several lounge chairs.

A spacious indoor area with large windows, a central table, and multiple seating arrangements.

A spacious lobby with large windows, a sectional sofa, red ottomans, and a small table.

A modern living room with a fireplace, a sofa set, and a television.

1. Hilton Garden Inn Oconomowoc

Oconomowoc

Splash into lakeside luxury with an indoor pool oasis and soothing hot tub retreat.

Rp2.016.762

Rp2.278.942 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear glass walls, a tiled edge, and a view of a building outside.

A hotel lobby with a fireplace, seating area, and a TV mounted on the wall.

A hotel lobby with a stone fireplace, comfortable seating, a flat-screen TV, and a dining area.

A hotel room with a bed, a sofa, a TV, a desk, and a small table.

2. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Refreshing year-round indoor pool retreat offers aquatic relaxation and fitness options for every season.

Rp1.822.482

Rp2.059.405 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear water, a diving sign, and a view of the outside.

A modern kitchen with a central island, pendant lighting, and a chalkboard sign.

A modern hotel with a stone facade, multiple floors, and a parking lot.

A modern hotel lobby with a sofa, round tables, and a large window.

3. 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.

Rp2.212.000

Rp2.499.560 total

includes taxes & fees

4 Oct - 5 Oct

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

10/10 Excellent

"The theme and nice location with plenty of food and easy to find stuff to do if ur willin to spend a lil money are the reasons I will definitely be returning!"

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent

"Room was clean."

AmericInn by Wyndham Brookfield

8/10 Good

"I stay at this hotel a couple of times a month and the rooms need an upgrade - - mainly the bathroom. There have been a few hairs on the walls of the tub/shower."

Hampton Inn Milwaukee/Brookfield

10/10 Excellent

"It was a great location clean and quiet and there was breakfast."

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent

"Great location and very well maintained facility. The rooms were clean, the pool and breakfast area were also well maintained and clean."

The Ingleside Hotel

10/10 Excellent

"Location and staff"

Hilton Garden Inn Milwaukee Northwest Conference Center

8/10 Good

"It said it was gonna be a king evolution room (a king bed bedroom with a separate living area and twice the square footage of a normal hotel room) and I asked the front desk when they checked me in and they said that they didn’t have rooms like that just whirlpool suites and normal rooms so that was kind of a bummer."

Hampton Inn by Hilton Milwaukee Northwest

10/10 Excellent

"everything was fine"

Frequently asked questions

What are some accommodation options with pools in Oconomowoc?

Staybridge Suites Milwaukee West-Oconomowoc by IHG: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hilton Garden Inn Oconomowoc: Offers complimentary high-speed (wired) Internet access, a pool and free self parking. AmericInn by Wyndham Brookfield: Provides daily, an indoor pool and free self parking. Sheraton Milwaukee Brookfield Hotel: Features a seasonal outdoor pool, an indoor pool and free self parking. The Ingleside Hotel: Offers a water park, an indoor pool and a snack bar/deli.

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, Lake Okauchee and Upper Nemahbin Lake 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

More ways to book

Book Hotels with Pool in Oconomowoc on Expedia.com

Search Hotels with Pool in Oconomowoc

Change your mind

Treat yourself

Be picky

Check availability on Oconomowoc Hotels with Pool

Our top choices for Oconomowoc hotels with a pool

1. Hilton Garden Inn Oconomowoc

2. Staybridge Suites Milwaukee West-Oconomowoc by IHG

3. TownePlace Suites by Marriott Oconomowoc

Choose what matters most at hotels with a pool in Oconomowoc

Top Oconomowoc Hotel Reviews

Wildwood Lodge

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

AmericInn by Wyndham Brookfield

Hampton Inn Milwaukee/Brookfield

Staybridge Suites Milwaukee West-Oconomowoc by IHG

The Ingleside Hotel

Hilton Garden Inn Milwaukee Northwest Conference Center

Hampton Inn by Hilton Milwaukee Northwest

Frequently asked questions

Explore a world of travel with Expedia