Title: Book the Best Hotels with POOL in Oconomowoc in 2025 | Expedia.ca [Hotels in Oconomowoc](https://expedia.ca/Oconomowoc-Hotels.d9046.Travel-Guide-Hotels)[Vacation Rentals in Oconomowoc](https://expedia.ca/Oconomowoc-Vacation-Rentals.d9046.Travel-Guide-VacationRentals)[Flights to Oconomowoc](https://expedia.ca/Cheap-Flights-To-Oconomowoc.d9046.Travel-Guide-Flights)[Oconomowoc Car Rentals](https://expedia.ca/Car-Rentals-In-Oconomowoc.d9046.Car-Rental-Guide)[Oconomowoc Vacation Packages](https://expedia.ca/Oconomowoc.d9046.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Oconomowoc, WI from CA $157 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oconomowoc Hotels with a Pool Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oconomowoc Hotels with a Pool ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/0510de16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/182e9620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/94deab4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/9236d043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Oconomowoc Oconomowoc 9.0/10 Wonderful (645) "Great area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $139 CA $157 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/0f16d37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/0c27366f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/b63a4255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/68bb0070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Oconomowoc Oconomowoc 9.2/10 Wonderful (140) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $175 CA $198 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/7a994e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/c179f765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/d15d401f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/1850dcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG Oconomowoc 9.2/10 Wonderful (809) "Nice clean hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $150 CA $169 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/cf61898d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/0295f8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/29cbc684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/ca36fff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio | Free Breakfast. Pool. Gym Oconomowoc CA $142 CA $190 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Hot-Tub-Gym.h86308927.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/7c41746c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/90c243bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/0458fd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/dc313043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast, Gym, Great for Business Travelers! Oconomowoc CA $173 CA $223 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/a782a390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/96e47fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/e658cbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/90a6f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool. Gym. Near Aurora Medical Center! Oconomowoc CA $142 CA $190 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Pool-Hot-Tub-Gym-Near-Aurora-Medical-Center.h83257888.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/f9a5ac92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/470f85b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/2c28fa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/b76366fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast | Great for Business Travelers! Oconomowoc CA $276 CA $350 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/24dbc0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/4315819c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/f8729da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/5c6746da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool. Gym. Your Next Trip! Oconomowoc CA $276 CA $350 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/b4908a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/677464b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/8a83977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/0555880f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Suite Near Aurora Medical Center! Oconomowoc CA $282 CA $359 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/33483394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/6b640bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/eca6d175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/b79da4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast, Pool, Hot Tub, Gym. Great Suite! Oconomowoc 4.0/10 (1) CA $255 CA $324 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593007.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oconomowoc Hotel Reviews ![Sonesta Milwaukee West Wauwatosa](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730127/aa54a792_y.jpg) ### Sonesta Milwaukee West Wauwatosa 10/10 Excellent "Great job 👍" [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.Hotel-Information) ![Embassy Suites by Hilton Milwaukee Brookfield](//images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "Very comfortable bed, rooms are exceptional with a separate sleeping area and a separate room with desks, a couch and tv. Truly a suite. Breakfast features build your own omelette and every evening they have happy hour with complementary beer, wine and cocktails. We would definitely choose to stay here again. For the price, this is an exceptional choice!" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Staybridge Suites Milwaukee West-Oconomowoc by IHG](//images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/65aa504c_y.jpg) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG 10/10 Excellent "Our stay was great. Breakfast was excellent. A great value." [](https://expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](//images.trvl-media.com/lodging/1000000/430000/422900/422851/c50e99ba_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Near the highway and 2 restaurants next door. " [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](//images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad_y.jpg) ### Sonesta Select Milwaukee Brookfield 10/10 Excellent "This was our second time staying here. The rooms are comfortable and clean. The staff is super friendly and helpful and the beds are comfortable. This is a great place to stay on a budget. " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) ![The Ingleside Hotel](//images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg) ### The Ingleside Hotel 10/10 Excellent "We were there on an unusual basis and we book a double queen room for us and our two toddlers because we were unable to book a suite for the amount of time we needed such short notice unfortunately, the room was not big enough and there is no microwave in the room now there was a microwave literally right down the hallway and we were the closest room to the microwave with two toddlers it just wasn’t gonna be feasible for the next five days, but they were very very accommodating trying to help us get a suite for a couple days and then ultimately refunded the rest of our state even though their policy stated 24 hour notice❤️ staff was amazing very compassionate and sympathetic towards our situation and explained in detail what to do to make sure that I got my refund.Would definitely stay there again!" [](https://expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Sheraton Milwaukee Brookfield Hotel](//images.trvl-media.com/lodging/1000000/10000/9500/9488/ac547b1c_y.jpg) ### Sheraton Milwaukee Brookfield Hotel 10/10 Excellent "The room was clean. Staff was friendly " [](https://expedia.ca/Milwaukee-Hotels-Sheraton-Milwaukee-Brookfield-Hotel.h9488.Hotel-Information) ![Comfort Suites Milwaukee West](//images.trvl-media.com/lodging/1000000/50000/40200/40153/01b9e2b0_y.jpg) ### Comfort Suites Milwaukee West 10/10 Excellent "Stayed in 5 different hotels while in Wisconsin. This was by far the best" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-West.h40153.Hotel-Information) ![Hampton Inn Milwaukee/Brookfield](//images.trvl-media.com/lodging/1000000/10000/4800/4743/655de575_y.jpg) ### Hampton Inn Milwaukee/Brookfield 10/10 Excellent " Convenient location, many dining options nearby" [](https://expedia.ca/Milwaukee-Hotels-Hampton-Inn-MilwaukeeBrookfield.h4743.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Oconomowoc? > [Staybridge Suites Milwaukee West-Oconomowoc by IHG](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. [Hilton Garden Inn Oconomowoc](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information): Offers complimentary wired internet access, a pool, and free self parking. [TownePlace Suites by Marriott Oconomowoc](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information): Provides daily, an indoor pool, and free self parking. [Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle](https://www.expedia.ca/Oconomowoc-Hotels-Kohl-Manor-Luxury-Lake-8-Br-Exclusive-Retreat-Pool.h117177328.Hotel-Information): Features a water park, a pool, and sun loungers. [Holiday Inn Express Milwaukee-West Medical Center by IHG](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-West-Medical-Center.h3512.Hotel-Information): Hotel located near Milwaukee County Zoo. Features free self parking, an indoor pool, and complimentary wireless internet access. ### 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 Golf Club, Oakbrook-Eser Studios and Gallery, and Theatre On Main 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Concord Hotels](https://www.expedia.ca/Concord-Hotels.d553248635975872372.Travel-Guide-Hotels) - [Villas in Concord](https://www.expedia.ca/Concord-Villas.d553248635975872372-aaVillas.Travel-Guide-Accommodation) - [Boutique Hotels in Delafield](https://www.expedia.ca/Delafield-Hotels-Boutique-Hotel.0-0-d55667-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Delafield](https://www.expedia.ca/Delafield-Hotels-Historic-Hotel.0-0-d55667-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Delafield](https://www.expedia.ca/Delafield-Hotels-Luxury-Hotel.0-0-d55667-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Delafield](https://www.expedia.ca/Delafield-Hotels-Romantic-Hotel.0-0-d55667-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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