Wilson Park Vacation Packages
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Top Holiday Package Deals in Wilson Park
Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel
Fifth Ward
Price was CA $1,293, price is now CA $1,040 per person
CA $1,040
per person
Sep 11 - Sep 14
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)
Seriously one of my all time favorite stays! If Im ever back in Milwaukee, this would be my choice. I even happened to be there on Biker night. Live performance and people on bikes. The hotel is so gorgeously designed and the room was huge, clean and modern. This is on the favs list.
Reviewed on Jul 10, 2026
Lake Lawn Resort
Price was CA $2,288, price is now CA $1,784 per person
CA $1,784
per person
Aug 20 - Aug 25
found 9 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,007 reviews)
Everything seemed clean and well kept. The resort is cute and everything you would expect from a lake resort. Overall the property is dated and the pools are too small for the crowd size around the 4th of July weekend. The lake has a ton of seaweed and algae resides around the perimeter of the lake. The restaurants are above average and we had a blast at karaoke night. Overall a 4 out of 5!
Reviewed on Jul 10, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,330, price is now CA $1,060 per person
CA $1,060
per person
Sep 11 - Sep 14
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,652 reviews)
The hotel was fantastic! From the champagne upon check-in and records to take to your room, to the live music every night this play was great. The onsite art displays were wonderful and all the staff onsite was friendly and helpful. We would definitely stay here again when we are back in town.
Reviewed on Jul 10, 2026
Comfort Suites Delavan - Lake Geneva Area
Price was CA $1,563, price is now CA $1,289 per person
CA $1,289
per person
Aug 20 - Aug 25
found 9 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,002 reviews)
Room sizes were great. Staff were very nice. Did not like that the rooms smelled musty.
Reviewed on Jul 8, 2026
Where to stay in Wilson Park
Find the best Wilson Park areas and neighborhoods for the activities you enjoy most. Learn more about Wilson Park
Downtown Milwaukee
Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.
Wilson Park Hotel Deals
Travelodge by Wyndham Milwaukee
1716 W Layton Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Aug 10 to Aug 11
CA $86
CA $102 total
Aug 10 - Aug 11
includes taxes & fees
5.8/10 (1,007 reviews)
"Would not recommend the jacuzzi suite. The room was filthy! Trash was found on the floor around the room. The outside door jam was damaged leaving a gap from the wall. For a jacuzzi suite, the room only provided hand towels & a washcloth - adult-size towels had to be requested. The jacuzzi was large ..."
Reviewed on Jul 10, 2026
Quality Suites Milwaukee Airport
4488 S 27th Street Milwaukee WI
Fully refundable
The price is CA $119 per night from Aug 2 to Aug 3
CA $119
CA $140 total
Aug 2 - Aug 3
includes taxes & fees
7.4/10 Good! (1,008 reviews)
"No guest allowed, jacuzzi was being filled by hose, pool was cloudy and smelled strong of chemicals, one ac unit for a bedroom suite."
Reviewed on Jul 4, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
The price is CA $313 per night from Jul 29 to Jul 30
CA $313
CA $369 total
Jul 29 - Jul 30
includes taxes & fees
9.6/10 Exceptional! (2,168 reviews)
"Historic"
Reviewed on Jul 11, 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.
Stay near popular Wilson Park attractions
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
CA $118
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
CA $11
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.