Wind Point Vacation Packages
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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, North Beach Park and Wingspread. 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.
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,493, price is now CA $1,269 per person
CA $1,269
per person
Jul 24 - Jul 26
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,639 reviews)
Loved the vibe, the atmosphere at the Lobby bar, the music!
Reviewed on May 22, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $1,598, price is now CA $1,347 per person
CA $1,347
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,469 reviews)
Haven’t been there in years! Many things have changed! Nice casino and hotel!
Reviewed on May 20, 2026
The Iron Horse Hotel
Fifth Ward
Price was CA $2,732, price is now CA $2,302 per person
CA $2,302
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,111 reviews)
This is probably one of the most beautiful iconic historical hotels you will see. The artwork alone is like being in an art show. The architecture, the industrial feel, plus all the motorcycle and vintage merchandise. I've traveled quite a bit and I've never seen anything quite like it. Amazing, fantastic, beautiful, inspiring, iconic, fun, historical, and good food and drinks. You won't be disappointed.
Reviewed on May 19, 2026
Home2 Suites by Hilton Milwaukee Downtown
Downtown Milwaukee
Price was CA $1,973, price is now CA $1,680 per person
CA $1,680
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
8.6/10 Excellent! (1,009 reviews)
Our room was large, as it was a handicap accessible room and worked well. Lots or electrical outlets. The only shortcomings were that the TP was awful. I always anticipate this and carry my own Charmin on every trip. Secondly, the waffle making station should be moved off the rest of the breakfast bar. Placing it on a separate counter solves two major issues. 1] The people are not held up by waffle makers and 2] syrup is not tracked about the room. I have visited other hotels that have put the waffle maker on a counter away from the rest of the buffet. Also, others use syrup packets so no tracking of the sticky mess. Overall, I'd give you and 85 or 90 out of 100. A- very good.
Reviewed on May 22, 2026
Wind Point Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from May 26 to May 27
CA $205
CA $242 total
May 26 - May 27
includes taxes & fees
9.2/10 Wonderful! (1,485 reviews)
"Food cost to much"
Reviewed on May 23, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Jun 14 to Jun 15
CA $235
CA $277 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (2,105 reviews)
"Gorgeous hotel, great staff"
Reviewed on May 23, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $294 per night from May 31 to Jun 1
CA $294
CA $346 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,137 reviews)
"Very interesting hotel. Very friendly staff."
Reviewed on May 23, 2026
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.
Discover the most popular places to visit in Wind Point
Wind Point Lighthouse
This historical landmark and fully functioning lighthouse offers a great spot for a summer picnic with views over Lake Michigan.
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
