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Find Hotels with a Pool in Oconomowoc, WI from CA $105

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Check availability on Oconomowoc Hotels with a Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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.
CA $148
CA $168 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Milwaukee West-Oconomowoc by IHG
An indoor swimming pool with clear water, surrounded by tiled flooring, and equipped with safety railings.
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.

2. Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
Oconomowoc
  • Splash into lakeside luxury with an indoor pool oasis and soothing hot tub retreat.
CA $173
CA $195 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Oconomowoc
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.

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 centre for year-round aquatic enjoyment.
CA $177
CA $200 total
includes taxes & fees
Oct 4 - Oct 5
TownePlace Suites by Marriott Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.

4. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
  • Indoor pool sanctuary just steps from Aurora Medical Centre offers year-round swimming in a pristine aquatic haven.
CA $182
CA $238 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Accessible Studio w/ Walk-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

5. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
  • Studio offers year-round indoor swimming, BBQ grills, and free breakfast daily.
CA $176
CA $231 total
includes taxes & fees
Oct 4 - Oct 5
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

6. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Suite w/ Two Double Beds
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled wall.
Suite bedroom with flat-screen TV and warm lighting.
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.

7. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

8. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
  • Pool oasis offers cooling dips after exploring, plus gym and thoughtful room amenities for complete stays.
CA $325
CA $421 total
includes taxes & fees
Oct 4 - Oct 5
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
Full kitchen with ample counter space and modern appliances.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

9. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Queen Suite w/ Roll-In Shower
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled wall.
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.

10. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
CA $325
CA $417 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
View all properties

Choose what matters most at hotels with a pool in Oconomowoc

Breakfast included
Hot tub
4 stars
5 stars
Water park

Hotels with pools and free breakfast in Oconomowoc

A spacious indoor area with large windows, a central table, and multiple seating arrangements.
An outdoor patio with seating, a pergola, and a view of the surrounding area.
A modern living room with a fireplace, a sofa set, and a television.
A modern bar area with a counter, stools, and a television.

Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
Oconomowoc
CA $173
CA $195 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Oconomowoc
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.
A hotel room with a bed, a sofa, a TV, a desk, and a small table.

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Oconomowoc
CA $148
CA $168 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Milwaukee West-Oconomowoc by IHG
An outdoor patio with wicker furniture, a fire pit, and a grill area.
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 hotel reception area with a modern design, including a reception desk labeled "HELLO Oconomowoc" and a beverage refrigerator stocked with drinks.

TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc
Oconomowoc
CA $177
CA $200 total
includes taxes & fees
Oct 4 - Oct 5
TownePlace Suites by Marriott Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
CA $182
CA $238 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Accessible Studio w/ Walk-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
CA $176
CA $231 total
includes taxes & fees
Oct 4 - Oct 5
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Suite w/ Two Double Beds
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.
Suite bedroom with flat-screen TV and warm lighting.
A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.
A conference room with three beige chairs, a desk with a computer, printer, and monitor, carpeted floor, and a bookshelf with books.

Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
Full kitchen with ample counter space and modern appliances.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
CA $325
CA $421 total
includes taxes & fees
Oct 4 - Oct 5
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A gym with treadmills, ellipticals, and weight machines.

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
CA $325
CA $417 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
View all properties

Hotels with pools and hot tubs in Oconomowoc

A spacious indoor area with large windows, a central table, and multiple seating arrangements.
An outdoor patio with seating, a pergola, and a view of the surrounding area.
A modern living room with a fireplace, a sofa set, and a television.
A modern bar area with a counter, stools, and a television.

Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
Oconomowoc
CA $173
CA $195 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
CA $182
CA $238 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Accessible Studio w/ Walk-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A gym with treadmills, ellipticals, and weight machines.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
CA $176
CA $231 total
includes taxes & fees
Oct 4 - Oct 5
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Suite w/ Two Double Beds
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.
Suite bedroom with flat-screen TV and warm lighting.
A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.
A conference room with three beige chairs, a desk with a computer, printer, and monitor, carpeted floor, and a bookshelf with books.

Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
Full kitchen with ample counter space and modern appliances.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
CA $211
CA $270 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A multi-story building with a patio area featuring outdoor seating.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
CA $325
CA $421 total
includes taxes & fees
Oct 4 - Oct 5
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A gym with treadmills, ellipticals, and weight machines.

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
CA $325
CA $417 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.
A hotel lobby with a seating area, a flat-screen TV, a fireplace, and a staircase.
A compact kitchen with a microwave, refrigerator, and bar stools.
A gym with treadmills, ellipticals, and weight machines.

Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
CA $324
CA $398 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Oconomowoc Hotel Reviews

The Ingleside Hotel

The Ingleside Hotel

10/10 Excellent
"The property was beautiful, well maintained and the rooms were excellent. Comfortable beds and pillows. Due to plumbing issues the water park was out of service. That would be my only complaint."
Mark 1-night trip
Posted 2 hours ago
The Ingleside Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Staff at front desk were very helpful and friendly, especially the young lady from Waco, TX. Housekeeping Amelia was very accommodating and went out of her way to meet our needs. She is a true asset to your staff."
Edgar 4-night trip
Posted 7 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Wildwood Lodge

Wildwood Lodge

8/10 Good
"Wildwood Lodge was a nice surprise. The lobby was airy, quirky, and welcoming, with coffee and tea available. The room was large, the pool pleasant, and breakfast unusually good. The room was large and clean, but it felt strangely damp. There wasn't a closet in our two queen room, just a small rack. It seemed that irons were available at the front desk, rather than in-room. Staff was very friendly. Some of the pillows were lumpy, but there were enough that my husband and I could find good ones. Apparently there was a loud party at the hotel the night we were there, but it was broken up (maybe by the staff) by the time we got in around 10:30, so the night was quiet."
Melanie 1-night trip
Posted 12 hours ago
Wildwood Lodge
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Came to town for a Brewers game. The location, the room, the staff were amazing and we had an awesome experience. Will remember this place for next time"
KELLI 1-night trip
Posted 14 hours ago
AmericInn by Wyndham Brookfield
Hilton Garden Inn Milwaukee Northwest Conference Center

Hilton Garden Inn Milwaukee Northwest Conference Center

8/10 Good
"Room wasn’t as expected and the staff was amazing .. and accommodated the mix up beautifully. Will come back"
LAUREN 1-night trip
Posted 1 day ago
Hilton Garden Inn Milwaukee Northwest Conference Center
Comfort Suites Milwaukee West

Comfort Suites Milwaukee West

8/10 Good
"It was a nice size; clean room. Would stay again!"
Kristina 1-night trip
Posted 5 days ago
Comfort Suites Milwaukee West
Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield

10/10 Excellent
"Easy parking, kind staff, good breakfast, clean room!! I traveled alone (22F) and felt safe in the hotel and in the area!"
Hailey 1-night trip
Posted 7 days ago
Hampton Inn Milwaukee/Brookfield

Frequently asked questions

What are the best hotels in Oconomowoc with outdoor pools?
The Hilton Garden Inn Oconomowoc is an inviting 3-star hotel that stands out for its refreshing outdoor pool, great for families seeking a fun way to unwind after a day of adventures. Guests rave about the pool area, often describing it as "nice and comfortable," which adds to the hotel's appeal for those traveling with children.In addition to the pool, this hotel offers a range of amenities designed for convenience and comfort. Families will appreciate the free grocery shopping service, allowing you to stock up on snacks and essentials without hassle. The spacious, clean rooms come with complimentary WiFi, ensuring that everyone stays connected during their stay. With a review rating of 9.0, travellers have consistently noted the great location and friendly service, making it a reliable choice for a family getaway in Oconomowoc.
How much does a hotel with outdoor pool in Oconomowoc cost?
Enjoy staying in a hotel in Oconomowoc with an outdoor pool. You can find a great deal from CA $105 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a hotel in Oconomowoc as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Oconomowoc for you.
How can I save on a hotel in Oconomowoc with Expedia?
Before booking your Oconomowoc hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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