Hotels with Swimming Pool, Oconomowoc Wisconsin

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Our top choices for Oconomowoc hotels with a pool

A large indoor swimming pool with clear blue water, surrounded by blue and white lounge chairs, and equipped with safety signs and lighting.

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

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

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

Oconomowoc

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

P6,318

P7,139 total

includes taxes & fees

Oct 25 - Oct 26

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 lobby with a sofa, round tables, and a large window.

An outdoor patio with wicker furniture, a fire pit, and a grill area.

2. 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.

P7,819

P8,835 total

includes taxes & fees

Oct 11 - Oct 12

A pool area with a hot tub, chairs, and large windows offering a view of the outdoors.

An outdoor patio with seating, a pergola, and a view of the surrounding area.

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

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

3. Hilton Garden Inn Oconomowoc

Oconomowoc

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

P7,391

P8,351 total

includes taxes & fees

Oct 18 - Oct 19

An indoor swimming pool area with multiple lounge chairs and tables, a pool with clear blue water, and a view of the outdoors through large windows.

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.

A Holiday Inn Express building with a parking lot, marked handicapped spaces, and a landscaped area with trees.

4. 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.

P6,452

P7,291 total

includes taxes & fees

Nov 4 - Nov 5

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 lobby with leather sofas, a reception desk, and a dining area.

A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

5. 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.

P5,461

P6,171 total

includes taxes & fees

Nov 2 - Nov 3

An indoor swimming pool with a tiled floor, metal railings, and a high ceiling with skylights.

A hotel with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.

A hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

A reception area with a counter, a flat-screen TV, and a sign that reads 'AmericInn by Hyatt.'

6. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Dive into rejuvenating waters at this Delafield hotel's indoor pool and hot tub sanctuary.

P4,954

P5,598 total

includes taxes & fees

Oct 11 - Oct 12

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 hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a mirror.

A home office setup with a computer monitor displaying a news program, a printer, and a desk with a chair.

7. Best Western Watertown

Watertown

Dive into pure relaxation with an indoor pool oasis and hot tub retreat at this rural getaway.

P5,457

P6,194 total

includes taxes & fees

Nov 1 - Nov 2

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 modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.

A dining table with a plate of food, a glass of red wine, and a glass of beer.

8. The Ingleside Hotel

Pewaukee

Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.

P6,699

P7,570 total

includes taxes & fees

Oct 11 - Oct 12

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

AmericInn by Wyndham Brookfield

10/10 Excellent

"Stayed for one night. It was a good stay and everything was as clean as it could be. Breakfast in AM was nice"

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"I checked in late, however I was relaxed for 2 days ,I wished they had a hot tub that would've been awesome"

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent

"Friendly staff, very clean property"

DoubleTree by Hilton Milwaukee - Brookfield

8/10 Good

"Just wished for the money we paid the 2 bottles of water in room were free along with breakfast. Double Tree was not cheap and then top it off with 3.00 water and 15.00 per person breakfast we'll go back to Holiday Inn Express"

The Ingleside Hotel

8/10 Good

"Neighbors next door had music blaring after 10:30 at night and we had 3 little ones under the age of 5 trying to sleep."

Baymont by Wyndham Waukesha

8/10 Good

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Wildwood Lodge

10/10 Excellent

"Very nice property . The room was clean and the staff was nice and helpful. There was ample parking spaces. Good breakfast with plenty of choices.."

Comfort Suites Milwaukee West

8/10 Good

"It was a nice size; clean room. Would stay again!"

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. 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. Studio 6 Extended Stay Milwaukee Brookfield WI: Features 2 restaurants, an indoor pool, and buffet.

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.

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Check availability on Oconomowoc Hotels with Swimming Pool

Our top choices for Oconomowoc hotels with a pool

1. Staybridge Suites Milwaukee West-Oconomowoc by IHG