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 area](https://images.trvl-media.com/place/9046/a73581f1-a67c-44a8-b334-20311f03bead.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9046/a73581f1-a67c-44a8-b334-20311f03bead.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 [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-01-31&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=9046&startDate=2026-02-13&endDate=2026-02-15&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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/d7ac95a7.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) ![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) ### Hilton Garden Inn Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) Oconomowoc 9.0/10 Wonderful (665 reviews) "Excellent at this price point and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $135 CA $153 total includes taxes & fees Feb 6 - Feb 7 [](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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/05c5c68e.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) ![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 (162 reviews) "Very clean. Front desk person was super friendly too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $143 CA $162 total includes taxes & fees Feb 22 - Feb 23 [](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/3000000/2430000/2420300/2420281/5fe55026.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) ### 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 (839 reviews) "Rooms were nice and clean. Staff was friendly and courteous. Beds were too soft for my liking, but that could be personal preference." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $135 CA $152 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Dining](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/f0fa1116.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) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/b9e62f0a.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/3d63675c.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/101000000/100600000/100593100/100593005/bf82eb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/1a7fc2b8.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! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.Hotel-Information) Oconomowoc CA $154 CA $202 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/e658cbb2.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) ![Business centre](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/6377bcb8.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/0918e79e.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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.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) ![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) ![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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.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) ![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) ![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) ### Pool. Gym. Your Next Trip! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) Oconomowoc CA $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/454f1ebe.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/101000000/100600000/100593100/100593007/3b9674d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593007/a6239ce8.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) ### Free Breakfast, Pool, Hot Tub, Gym. Great Suite! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593007.Hotel-Information) Oconomowoc 4.0/10 (1 review) [](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=2026-02-14&endDate=2026-02-15®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/d7ac95a7.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) ### Hilton Garden Inn Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) Oconomowoc 9.0/10 Wonderful (665) CA $135 CA $153 total includes taxes & fees Feb 6 - Feb 7 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/05c5c68e.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) ### TownePlace Suites by Marriott Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) Oconomowoc 9.2/10 Wonderful (162) CA $143 CA $162 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/65aa504c.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) ![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) ### 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 (839) CA $135 CA $152 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/77d38e8c.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) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/b9e62f0a.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/16a7366f.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/101000000/100600000/100593100/100593005/bf82eb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/1a7fc2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/3d63675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast, Gym, Great for Business Travelers! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.Hotel-Information) Oconomowoc CA $154 CA $202 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.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) ![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/96e47fcc.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) ![Business centre](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/6377bcb8.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/0918e79e.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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.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) ![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) ![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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.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) ![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) ![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) ### Pool. Gym. Your Next Trip! [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) Oconomowoc CA $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Pool-Gym-Your-Next-Trip.h115333254.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with indoor pools 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683610/d7ac95a7.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) ### Hilton Garden Inn Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-Hilton-Garden-Inn-Oconomowoc.h1683610.Hotel-Information) Oconomowoc 9.0/10 Wonderful (665) CA $135 CA $153 total includes taxes & fees Feb 6 - Feb 7 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772700/83772665/05c5c68e.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) ### TownePlace Suites by Marriott Oconomowoc [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) Oconomowoc 9.2/10 Wonderful (162) CA $143 CA $162 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Oconomowoc-Hotels-TownePlace-Suites-By-Marriott-Oconomowoc.h83772665.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/65aa504c.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) ![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) ### 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 (839) CA $135 CA $152 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/77d38e8c.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) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86310000/86309000/86308927/b9e62f0a.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Studio-Free-Breakfast-Pool-Gym.h86308927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/16a7366f.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/101000000/100600000/100593100/100593005/bf82eb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/1a7fc2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593005/3d63675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast, Gym, Great for Business Travelers! [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.Hotel-Information) Oconomowoc CA $154 CA $202 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast.h100593005.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) ![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/96e47fcc.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) ![Business centre](https://images.trvl-media.com/lodging/84000000/83260000/83257900/83257888/6377bcb8.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 $128 CA $173 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100600000/100593100/100593015/0918e79e.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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Great-For-Business-Travelers.h100593015.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) ![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) ![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 $258 CA $325 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oconomowoc-Hotels-Free-Breakfast-Suite-Near-Aurora-Medical-Center.h100593013.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=2026-02-14&endDate=2026-02-15®ionId=9046&adults=2&amenities=POOL&sort=RECOMMENDED&property_amenities_group_explore=indoor_pool&openPlayBack=true) ## Top Oconomowoc Hotel Reviews ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/c50e99ba_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Clean comfortable room." [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/f6965ade_y.jpg) ### Wildwood Lodge 10/10 Excellent "Excellent Staff, Friendly. Wonderful pool and hottub. Spacious room." [](https://expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/ac547b1c_y.jpg) ### Sheraton Milwaukee Brookfield Hotel 10/10 Excellent "Staff" [](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 "Good" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad_y.jpg) ### Sonesta Select Milwaukee Brookfield 10/10 Excellent "The room was great and perfect. The space was quiet and easy to navigate. " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.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 10/10 Excellent "Love it 1000/10" [](https://expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Brookfield.h26053.Hotel-Information) ![Comfort Suites Milwaukee West](https://images.trvl-media.com/lodging/1000000/50000/40200/40153/01b9e2b0_y.jpg) ### Comfort Suites Milwaukee West 10/10 Excellent "Stay here s lot! Skyways a great stay" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-West.h40153.Hotel-Information) ![The Ingleside Hotel](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg) ### The Ingleside Hotel 10/10 Excellent "Parking was easy. " [](https://expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Staybridge Suites Milwaukee West-Oconomowoc by IHG](https://images.trvl-media.com/lodging/3000000/2430000/2420300/2420281/65aa504c_y.jpg) ### Staybridge Suites Milwaukee West-Oconomowoc by IHG 10/10 Excellent "Clean room, staff very helpful, amenities were great and the breakfast was very good!" [](https://expedia.ca/Oconomowoc-Hotels-Staybridge-Suites-Milwaukee-West-Oconomowoc.h2420281.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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