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

Find Hotels with a Pool in Oconomowoc, WI from CA $146

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Oconomowoc Hotels with a Pool

This weekend
Next weekend

Our top choices for Oconomowoc hotels with a pool

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG
3.0 star property
Oconomowoc
9.2 out of 10, Wonderful, (873 reviews)
  • cleanliness
    Refreshing year-round indoor pool retreat offers aquatic relaxation and fitness options for every season.
The price is CA $161
CA $182 total
includes taxes & fees
Jun 28 - Jun 29
Staybridge Suites Milwaukee West-Oconomowoc by IHG

Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc
3.0 star property
Oconomowoc
9.0 out of 10, Wonderful, (691 reviews)
  • cleanliness
    Splash into lakeside luxury with an indoor pool oasis and soothing hot tub retreat.
The price is CA $173
CA $195 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Garden Inn Oconomowoc

TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc
3.0 star property
Oconomowoc
9.2 out of 10, Wonderful, (195 reviews)
  • cleanliness
    Dip into relaxation at this modern hotel with a pristine indoor pool and 24-hour fitness centre for year-round aquatic enjoyment.
The price is CA $190
CA $214 total
includes taxes & fees
Jul 5 - Jul 6
TownePlace Suites by Marriott Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
  • cleanliness
    Studio offers year-round indoor swimming, BBQ grills, and free breakfast daily.
The price is CA $151
CA $202 total
includes taxes & fees
Jul 5 - Jul 6
Queen Studio Suite w/ Kitchenette in Oconomowoc

Downtown Lake Country Oconomowoc with River View

Downtown Lake Country Oconomowoc with River View
Oconomowoc
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $412
CA $638 total
includes taxes & fees
Jul 12 - Jul 13
Downtown Lake Country Oconomowoc with River View

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
  • cleanliness
    Indoor pool sanctuary just steps from Aurora Medical Centre offers year-round swimming in a pristine aquatic haven.
The price is CA $151
CA $202 total
includes taxes & fees
Jul 5 - Jul 6
Spacious Accessible Studio w/ Walk-In Shower

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $177
CA $232 total
includes taxes & fees
Jul 5 - Jul 6
Accessible 1-BR Suite w/ Two Double Beds

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

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
  • cleanliness
    Pool oasis offers cooling dips after exploring, plus gym and thoughtful room amenities for complete stays.
The price is CA $280
CA $359 total
includes taxes & fees
Jul 12 - Jul 13
2-BR Suite w/ King & Double Beds + Kitchen

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is CA $336
CA $434 total
includes taxes & fees
Jul 15 - Jul 16
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
3.0 star property
Brookfield
8.0 out of 10, Very good, (1,362 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
The price is CA $126
CA $146 total
includes taxes & fees
Jun 29 - Jun 30
AmericInn by Wyndham Brookfield
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.

Choose what matters most at hotels with a pool in Oconomowoc

Hotels with pools and free breakfast in Oconomowoc

Hotels with pools and hot tubs in Oconomowoc

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.

Top Oconomowoc Hotel Reviews

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 $146 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.
How can I save on a hotel in Oconomowoc with Expedia?
Before booking your Oconomowoc hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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.

Explore a world of travel with Expedia