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Search Hotels with Swimming Pool in Oconomowoc

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Check availability on Oconomowoc Hotels with Swimming Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 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.
₹10,431
₹11,787 total
includes taxes & fees
1 Nov - 2 Nov
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 with a stone facade, multiple floors, and a parking lot.
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 centre for year-round aquatic enjoyment.
₹11,853
₹13,394 total
includes taxes & fees
28 Oct - 29 Oct
TownePlace Suites by Marriott Oconomowoc
A pool area with a hot tub, chairs, and large windows offering a view of the outdoors.
An outdoor patio with a wooden pergola, seating area, and a view of the surrounding buildings.
A modern living room with a fireplace, a sofa set, and a television.
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.
₹10,398
₹11,749 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Oconomowoc
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering a view of greenery outside.
A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.
A spacious living area with a fireplace, seating, and large windows.
A modern bathroom with a large mirror, a sink, a toilet, and a shower.

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.
₹8,260
₹9,334 total
includes taxes & fees
24 Nov - 25 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 with a row of single-story buildings, a parking lot, and a well-lit sign.
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
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.
₹7,690
₹8,690 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 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 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.
₹7,510
₹8,487 total
includes taxes & fees
26 Oct - 27 Oct
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 modern hotel lobby with seating areas, a TV screen, and a coffee station.
A reception desk with a wooden panel design and a colorful mosaic pattern.

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.
₹8,261
₹9,377 total
includes taxes & fees
1 Nov - 2 Nov
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 modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A hotel room with a bathroom, a bed, and a view of the outdoors.

8. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
₹10,156
₹11,476 total
includes taxes & fees
26 Oct - 27 Oct
The Ingleside Hotel
An indoor swimming pool with clear pool rules posted, surrounded by white chairs and a blue safety ladder.
A lobby with a reception desk, a green door, a fireplace, and a leather sofa.
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.

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.
₹15,277
₹17,186 total
includes taxes & fees
25 Oct - 26 Oct
Cobblestone Hotel & Suites - Hartford
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.

10. Wildwood Lodge

Wildwood Lodge
Pewaukee
  • Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
₹7,451
₹8,420 total
includes taxes & fees
8 Nov - 9 Nov
Wildwood Lodge
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

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent
"The Gentleman that Booked me was not only Genuinely Welcoming —he was kind in the way I was raised…Rooms are nice-showers are nice except very low flow shower-kitchen was equipped—coffee for the room is great—breakfast was actually real Food—-even had good OJ not that OJ that tastes like a metal can!! This is my spot now when I come visiting my WI family…book this place. Oh they had 4 transport carts at the front desk for your gear not 1 or 2 like a lot of places"
Mark 2-night trip
Posted 4 hours ago
Staybridge Suites Milwaukee West-Oconomowoc by IHG
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"B"
Colton 1-night trip
Posted 8 hours ago
Baymont by Wyndham Waukesha
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

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

10/10 Excellent
"The room was clean but a bit dated. Staff was friendly and there are a couple of dining options right next door. The pool and hot tub are large and always kept clean."
Albert 2-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
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 3 days ago
Wildwood Lodge

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. 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 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.

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