Title: Book the Best Hotels with POOL in Oconomowoc in 2026 | 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) ![Oconomowoc, WI USA - May 17, 2021: Aerial view of Okauchee Lake ](https://images.trvl-media.com/place/9046/2f3ff0fb-9df9-482b-bafb-e89db720ee12.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9046/2f3ff0fb-9df9-482b-bafb-e89db720ee12.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-03-19&endDate=2026-03-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/0f1fbd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/aa70551e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/852790b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) Oconomowoc 9.0/10 Wonderful (677 reviews) "Very nice hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $145 CA $164 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/891a3f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible, Kitchen (Communications, Mobility, Access Tub)](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/2dcf6953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG [](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) Oconomowoc 9.2/10 Wonderful (853 reviews) "Great stay every time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $136 CA $154 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/77d38e8c.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) ![Business centre](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/aad0ffbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/f0fa1116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio | Free Breakfast. Pool. Gym [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) Oconomowoc CA $159 CA $208 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.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) ![Property amenity](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/c56f6f0a.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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/05c5c68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) Oconomowoc 9.2/10 Wonderful (174 reviews) "Clean room, nice breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $159 CA $180 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/1e0d2510.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) ![Dining](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/677464b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/d26d8f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Suite Near Aurora Medical Center! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.Hotel-Information) Oconomowoc CA $255 CA $322 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.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) ![Business centre](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/6377bcb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/d31680e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool. Gym. Near Aurora Medical Center! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Near-Aurora-Medical-Center.h83257888.Hotel-Information) Oconomowoc CA $159 CA $208 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Near-Aurora-Medical-Center.h83257888.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/1b6adc4e.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) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/470f85b2.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! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.Hotel-Information) Oconomowoc CA $287 CA $364 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/9c889a5c.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/5104fa02.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! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) Oconomowoc CA $287 CA $364 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/7d4c3023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/63e4cb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/77cb267c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/d4fd070c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Germantown Inn [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Germantown-Inn.h328609.Hotel-Information) Village of Germantown 8.8/10 Excellent (653 reviews) "Clean room and environment. Nice pool and hot tub. Great staff members. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberley CA $115 CA $128 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Germantown-Inn.h328609.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/48dc172f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/e15a6904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paradise Suite, Jetted Tub, Valley View](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/1aac8537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paradise Suite, Jetted Tub, Valley View](https://images.trvl-media.com/lodging/29000000/28420000/28414500/28414416/055b073d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shane Acres Country Inn [](https://www.expedia.ca/Juneau-Hotels-Shane-Acres-Country-Inn.h28414416.Hotel-Information) Juneau 10/10 Exceptional (220 reviews) "Friendly, helpful staff, good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $111 CA $117 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Juneau-Hotels-Shane-Acres-Country-Inn.h28414416.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=2026-04-02&endDate=2026-04-03®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/0f1fbd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/852790b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/d7ac95a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) Oconomowoc 9.0/10 Wonderful (677) CA $145 CA $164 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/c56f6f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/05c5c68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/167395ed.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) ### TownePlace Suites by Marriott Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) Oconomowoc 9.2/10 Wonderful (174) CA $159 CA $180 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/c179f765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/5fe55026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible, Kitchen (Communications, Mobility, Access Tub)](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/2dcf6953.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/e13b196f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG [](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) Oconomowoc 9.2/10 Wonderful (853) CA $136 CA $154 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/0295f8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/f0fa1116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/aad0ffbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/77d38e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio | Free Breakfast. Pool. Gym [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) Oconomowoc CA $159 CA $208 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/8a83977a.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) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/1e0d2510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593013/d26d8f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Suite Near Aurora Medical Center! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.Hotel-Information) Oconomowoc CA $255 CA $322 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/e658cbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/a782a390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/6377bcb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/d31680e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool. Gym. Near Aurora Medical Center! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Near-Aurora-Medical-Center.h83257888.Hotel-Information) Oconomowoc CA $159 CA $208 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Near-Aurora-Medical-Center.h83257888.Hotel-Information) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/1b6adc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast | Great for Business Travelers! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.Hotel-Information) Oconomowoc CA $287 CA $364 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/5c6746da.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115340000/115333300/115333254/5104fa02.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) ### Pool. Gym. Your Next Trip! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) Oconomowoc CA $287 CA $364 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/127000000/126950000/126944800/126944707/020d837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/127000000/126950000/126944800/126944707/a4e6eb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/127000000/126950000/126944800/126944707/bdba881b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126950000/126944800/126944707/d37c5268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast, Pool, Hot Tub, Gym. Great Suite! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h126944707.Hotel-Information) Oconomowoc CA $167 CA $216 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h126944707.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=2026-04-02&endDate=2026-04-03®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Top Oconomowoc Hotel Reviews ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/w3995h2667x0y0-0e2042cd_y.jpg) ### Sheraton Milwaukee Brookfield Hotel 6/10 Okay "Pool was enjoyable!" [](https://expedia.ca/Milwaukee-Hotels-Sheraton-Milwaukee-Brookfield-Hotel.h9488.Hotel-Information) ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "Love this hotel! Breakfast is great. Staff is very friendly and helpful!" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/9f44c71d_y.jpg) ### Sonesta Select Milwaukee Brookfield 8/10 Good "Great stay,Would recommend" [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/01f74bde_y.jpg) ### Wildwood Lodge 10/10 Excellent "Amazing staff, clean rooms" [](https://expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ![Staybridge Suites Milwaukee West-Oconomowoc by IHG](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/c179f765_y.jpg) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG 8/10 Good "Good" [](https://expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.Hotel-Information) ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/284a0284_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Comfortable stay." [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![The Ingleside Hotel](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg) ### The Ingleside Hotel 10/10 Excellent "Hotel was extremely clean ! Staff was very welcoming. Will definitely be coming back. " [](https://expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![DoubleTree by Hilton Milwaukee - Brookfield](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/fb600f8a_y.jpg) ### DoubleTree by Hilton Milwaukee - Brookfield 8/10 Good "Very nice hotel, great room. The only problems I had were no mini fridge, and a paid breakfast only. " [](https://expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Brookfield.h26053.Hotel-Information) ![Hilton Garden Inn Oconomowoc](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/0f1fbd02_y.jpg) ### Hilton Garden Inn Oconomowoc 10/10 Excellent "Very nice hotel." [](https://expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Oconomowoc with outdoor pools? > 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? ### Is it cheaper to book flights and a hotel in Oconomowoc as a package? ### How can I save on a hotel in Oconomowoc with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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