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Find Hotels with a Pool in Oconomowoc, WI

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Check availability on Oconomowoc Hotels with a Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Oconomowoc
  • Refreshing year-round indoor pool retreat offers aquatic relaxation and fitness options for every season.
₩138,020
₩155,962 total
includes taxes & fees
Oct 11 - Oct 12
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 kitchen with a central island, pendant lighting, and a chalkboard sign.
An outdoor patio with wicker furniture, a fire pit, and a grill area.
A modern hotel lobby with a sofa, round tables, and a large window.

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 center for year-round aquatic enjoyment.
₩167,500
₩189,275 total
includes taxes & fees
Oct 18 - Oct 19
TownePlace Suites by Marriott Oconomowoc
A pool area with a hot tub, chairs, and large windows offering a view of the outdoors.
A modern living room with a fireplace, a sofa set, and a television.
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.

3. Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
Oconomowoc
  • Splash into lakeside luxury with an indoor pool oasis and soothing hot tub retreat.
₩158,321
₩178,902 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Oconomowoc
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 coffee station with two espresso machines, a coffee press, and various coffee cups and containers.
A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.
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

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.
₩138,247
₩156,219 total
includes taxes & fees
Nov 8 - Nov 9
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 room with a bed, a TV, a desk, a chair, and a window with curtains.
A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.
A hotel lobby with a dining area, a reception desk, and a clock on the wall.

5. 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.
₩113,550
₩128,314 total
includes taxes & fees
Nov 9 - Nov 10
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 hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.
A hotel with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.
A modern bathroom with a large bathtub, a shower area, and a vanity with a mirror.

6. 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.
₩106,128
₩119,925 total
includes taxes & fees
Oct 11 - Oct 12
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
An indoor swimming pool with clear pool rules signs, lifeguard chairs, and a no diving sign.
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.
A hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a mirror.

7. Best Western Watertown

Best Western Watertown
Watertown
  • Dive into pure relaxation with an indoor pool oasis and hot tub retreat at this rural getaway.
₩116,741
₩132,501 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Watertown
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A courtyard with a wooden staircase, a bench, and a garden area.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A dining table with a plate of food, a glass of red wine, and a glass of beer.

8. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
₩143,514
₩162,170 total
includes taxes & fees
Oct 11 - Oct 12
The Ingleside Hotel
An indoor swimming pool with clear pool rules posted, surrounded by white chairs and a blue safety ladder.
A bar area with a long counter, multiple bar stools, a wall-mounted TV, and a variety of bottles and glasses.
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 modern restaurant with wooden tables, stone walls, and a bar area.

9. 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.
₩215,874
₩242,858 total
includes taxes & fees
Oct 11 - Oct 12
Cobblestone Hotel & Suites - Hartford
A hot tub with a waterfall feature, a seating area with tables and chairs, and a window providing natural light.
Interior entrance
A living room with a stone fireplace, a blue sofa, a brown ottoman, and a flat-screen TV mounted on the wall.
A hotel with a covered entrance, multiple floors, and a sign indicating it is a Comfort Suites hotel.

10. 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 center nearby.
₩111,622
₩126,691 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Suites Johnson Creek Conference Center
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
"Just a great all around stay"
Tad 1-night trip
Posted 4 hours ago
Wildwood Lodge
Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent
"Enjoyed my stay. Everyone was very nice and helpful. The room was clean and I appreciated the kitchenette, since I was there for a little over a week. The gym and laundry was nice, and the breakfast had a nice assortment."
Stephanie 8-night trip
Posted 9 hours ago
Staybridge Suites Milwaukee West-Oconomowoc by IHG
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Old time glam with the best continental breakfast I’ve had in a very long time"
Kyra 2-night trip
Posted 17 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

8/10 Good
"."
paul 1-night trip
Posted 4 days ago
Baymont by Wyndham Waukesha

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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