Title: Summit Vacation Packages & Trips 2026 from CA $948 | Expedia.ca [Hotels in Summit](https://expedia.ca/Summit-Hotels.d553248634983458567.Travel-Guide-Hotels)[Vacation Rentals in Summit](https://expedia.ca/Summit-Vacation-Rentals.d553248634983458567.Travel-Guide-VacationRentals)[Summit Car Rentals](https://expedia.ca/Car-Rentals-In-Summit.d553248634983458567.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Summit Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Summit Vacation Book a tailored Summit vacation package that has only the things you need and nothing you don't. Great for nature, watersports and views, consider basing yourself in the neighborhood of Halls Park. Any trip to Summit needs a well-thought-out itinerary. Fill yours with famous sights like [Fowler Lake Park](https://www.expedia.ca/Fowler-Lake-Park-Oconomowoc.d6335427.Vacation-Attraction), [Oconomowoc Arts Center](https://www.expedia.ca/Oconomowoc-Arts-Center-Oconomowoc.d553248621558786508.Vacation-Attraction) and [Oconomowoc Golf Club](https://www.expedia.ca/Oconomowoc-Golf-Club-Oconomowoc.d6288999.Vacation-Attraction). Stop daydreaming and start adventuring. Browse the range of options on Expedia today and put your Summit vacation plans in motion! ## Top Summit Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Kinn Guesthouse Bay View](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/4e3a3faa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinn Guesthouse Bay View Bay View CA $948 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.6/10 Exceptional! (428 reviews) The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on. Reviewed on Nov 5, 2025 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward CA $1,236 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.2/10 Wonderful! (1,008 reviews) Check in with Deb was not good-she was rude and didn’t offer an upgrade when we asked as Expedia Gold members. Met Shy later at desk-very nice and bartenders and breakfast server nice. Valet attendants also good. Very warm in gym and no water or hand sanitizer available. Reviewed on Feb 1, 2026 ![Holiday Inn Express Milwaukee Downtown by IHG](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/ecb2f8b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Milwaukee Downtown by IHG Downtown Milwaukee CA $1,038 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9/10 Wonderful! (1,002 reviews) Room was good for the price however housecleaning was hit or miss and they did not clean the bathroom floor once in the 5 days we were there and on the days they did clean the room, they would forget to empty out the trash cans or left the bathroom sink dirty. Breakfast was just ok, nothing to rave about. The staff day staff was much more helpful than the night staff but both were friendly. The hotel itself is nice and centrally located. We walked almost everywhere. Reviewed on Jan 27, 2026 ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Potawatomi Hotel & Casino Menomonee River Valley CA $1,033 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9/10 Wonderful! (1,357 reviews) Room was clean and beautiful!! Front desk staff was helpful and has one of the best selections of slot machines in the casino will definitely be going back!!! Reviewed on Feb 7, 2026 ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Brewhouse Inn & Suites Westown CA $1,315 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Milwaukee (MKE) 9.4/10 Exceptional! (1,001 reviews) The great hospitality Reviewed on Feb 8, 2026 ## Ready to book your vacation to Summit? Choose your dates ## Summit Hotel Deals ![Beautiful Historic Tudor Mansion with sandy Private Beach](https://images.trvl-media.com/lodging/31000000/30010000/30009000/30008932/264573a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful Historic Tudor Mansion with sandy Private Beach Oconomowoc WI 9.6/10 Exceptional! (36 reviews) This has become an annual trip and this house is the staple of it. There are so many options, from the yard, to the pool/jacuzzi/hot tub, to the firepit and lake area for everyone to hang out and have a great time! Can't wait til next year! Reviewed on Sep 8, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=30008932&PinnedHotelID=30008932&HadPinnedHotel=true®ionId=553248634983458567) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=30008932&PinnedHotelID=30008932&HadPinnedHotel=true®ionId=553248634983458567) ![Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!](https://images.trvl-media.com/lodging/96000000/95300000/95296400/95296389/407a0ab8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom! Oconomowoc WI 9.4/10 Exceptional! (14 reviews) This was a great place to have a get together! We loved it. Reviewed on Jan 1, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=95296389&PinnedHotelID=95296389&HadPinnedHotel=true®ionId=553248634983458567) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=95296389&PinnedHotelID=95296389&HadPinnedHotel=true®ionId=553248634983458567) ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/ac547b1c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Milwaukee Brookfield Hotel 375 S Moorland Rd Brookfield WI Fully refundableReserve now, pay when you stay CA $119 CA $137 total Feb 15 - Feb 16 includes taxes & fees 8.4/10 Very Good! (558 reviews) Staff was courteous but room could have been cleaner and better stocked Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=9488&PinnedHotelID=9488&HadPinnedHotel=true®ionId=553248634983458567) [See all 348 properties in Summit](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=553248634983458567) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Summit ![The veteran memorial site gives honor and remembrance to all the brave men and women that have fought.](https://images.trvl-media.com/place/6335427/c1e464db-fe1b-48ac-8c14-acf2ef9b086a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fowler Lake Park Explore the great outdoors at Fowler Lake Park, a lovely green space in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area. [](https://expedia.ca/Fowler-Lake-Park-Oconomowoc.d6335427.Vacation-Attraction) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app