Title: Wind Point Vacation Packages & Trips 2026 from CA $972 | Expedia.ca [Hotels in Wind Point](https://expedia.ca/Wind-Point-Hotels.d553248634983201840.Travel-Guide-Hotels)[Vacation Rentals in Wind Point](https://expedia.ca/Wind-Point-Vacation-Rentals.d553248634983201840.Travel-Guide-VacationRentals)[Wind Point Car Rentals](https://expedia.ca/Car-Rentals-In-Wind-Point.d553248634983201840.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6094003/4e624b1e-b433-467f-9b3a-d13cceac8418.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wind Point Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Milestone Travels - ## 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 Wind Point Vacation Come and discover this vibrant city for yourself with a Wind Point vacation package. Consider spending some time in the neighborhood of Historic Downtown Racine, which is great for history and culture, and your time here is bound to be unforgettable. If your trip to Wind Point includes a little sightseeing, drop by popular attractions like [Wind Point Lighthouse](https://www.expedia.ca/Wind-Point-Lighthouse-Racine.d6094003.Vacation-Attraction), [North Beach Park](https://www.expedia.ca/North-Beach-Park-Wisconsin.d6335492.Vacation-Attraction) and [Wingspread](https://www.expedia.ca/Wingspread-Racine.d6335504.Vacation-Attraction). Whoever you're going away with and whatever your budget, your dream Wind Point vacation is just a few clicks away with Expedia. ## Top Wind Point 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 $972 per person May 29 - May 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 9.4/10 Exceptional! (450 reviews) The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed. Reviewed on Mar 23, 2026 ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pfister Hotel Downtown Milwaukee CA $1,073 per person May 29 - May 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 9.6/10 Exceptional! (2,047 reviews) We always stay at the Pfister because of its great location . A few troubles this time. The tv service in our room kept going in and out. Of course someone offered to come and fix it but at the time it wasn’t ideal (already in pajamas). There was also a dirty pillow case on the chair in our room when we first arrived . I also was disappointed there were no locker rooms or other amenities in the spa area. My husband had a massage but was allowed a 10 minute shower afterwards, then had to vacate for the next person. Other than that the food was great and the staff other than one snippy waitress was superb. Reviewed on Mar 30, 2026 ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Potawatomi Hotel & Casino Menomonee River Valley CA $1,128 per person May 29 - May 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 9.2/10 Wonderful! (1,417 reviews) The Hotel & Casino was very nice! Clean, friendly staff! However, when we were told at check-in how to use our Food & Beverage Credit, it was not being excepted at the check-out when ordering and we were told to go back to the Hotel Check-In to get it fixed! At that point, we were too tired and considered it a loss. Reviewed on Apr 2, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward CA $1,119 per person May 29 - May 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 9.2/10 Wonderful! (1,046 reviews) Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it. Reviewed on Mar 30, 2026 ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saint Kate - The Arts Hotel Downtown Milwaukee CA $1,061 per person May 29 - May 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 9.8/10 Exceptional! (2,619 reviews) We loved the place wgen we git there. Friendly staff and nice, spacious rooms. It went downhill from there. We ate at their restaurant and the food was terrible. Old cheese on a salad, undercooked vegetables, dry sushi. We coulnt eat it. We were there for an overnight getaway and concert. After the concert, we went straight to bed. The next morning, I turned back my blanket to find this dried, bloody booger on my comforter. So disgusting. We reported it, but just git, "Ew. We should look into that." No apologies. I would never stay here again. Reviewed on Apr 2, 2026 ## Ready to book your vacation to Wind Point? Choose your dates ## Wind Point Hotel Deals ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pfister Hotel 424 E Wisconsin Ave Milwaukee WI Fully refundableReserve now, pay when you stay CA $293 CA $345 total Apr 13 - Apr 14 includes taxes & fees 9.6/10 Exceptional! (2,040 reviews) It really bothered me that you offer no complimentary coffee in the lobby. You gave me a glass of champaign when i got there. But either had to make my own, or go to Starbucks for coffee. Weird. Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true®ionId=553248634983201840) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Potawatomi Hotel & Casino 1611 West Canal Street Milwaukee WI Fully refundableReserve now, pay when you stay CA $194 CA $229 total Apr 5 - Apr 6 includes taxes & fees 9.2/10 Wonderful! (1,419 reviews) The Hotel & Casino was very nice! Clean, friendly staff! However, when we were told at check-in how to use our Food & Beverage Credit, it was not being excepted at the check-out when ordering and we were told to go back to the Hotel Check-In to get it fixed! At that point, we were too tired and considered ... Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=8474917&PinnedHotelID=8474917&HadPinnedHotel=true®ionId=553248634983201840) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI Fully refundableReserve now, pay when you stay CA $277 CA $326 total Apr 5 - Apr 6 includes taxes & fees 9.8/10 Exceptional! (2,620 reviews) We loved the place wgen we git there. Friendly staff and nice, spacious rooms. It went downhill from there. We ate at their restaurant and the food was terrible. Old cheese on a salad, undercooked vegetables, dry sushi. We coulnt eat it. We were there for an overnight getaway and concert. After the ... Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=553248634983201840) [See all 572 properties in Wind Point](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=553248634983201840) 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 Wind Point ![Wind Point Lighthouse](https://images.trvl-media.com/place/6094003/53ee1bf5-05f3-4258-9455-d78bcffd45bf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wind Point Lighthouse This historical landmark and fully functioning lighthouse offers a great spot for a summer picnic with views over Lake Michigan. [](https://expedia.ca/Wind-Point-Lighthouse-Racine.d6094003.Vacation-Attraction) #### Regency Mall You can do some window-shopping at Regency Mall during your trip to Racine. Stroll along the area's lakeside or simply enjoy its bars. [](https://expedia.ca/Regency-Mall-Racine.d6335496.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