Creekwood Highlands Vacation Packages
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Top Holiday Package Deals in Creekwood Highlands
Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge
Price was CA $1,364, price is now CA $1,127 per person
CA $1,127
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
8.8/10 Excellent! (1,006 reviews)
Great rooms for the price. The breakfast was great too! Friendly staff as well
Reviewed on May 5, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $2,337, price is now CA $1,793 per person
CA $1,793
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,452 reviews)
The hotel and our room was so clean and smelled so fresh. Everyone was so nice and polite. It didn’t matter who we spoke to everyone was so friendly. Always saying good morning and have a good day.
Reviewed on May 12, 2026
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was CA $2,161, price is now CA $1,700 per person
CA $1,700
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9/10 Wonderful! (1,004 reviews)
The room was very large and nice. Very clean. The bed was comfortable. The breakfast was outstanding.
I had trouble with the lighting. There was a master switch that had to be turned on or some of the lights wouldn’t work. Also the air conditioner was very loud but I just turned it off as the room was cold.
I was not told that there would be an additional $39 parking fee added on to the room charge. This upset me. The manager seemed to think that everyone should know that you have to pay to park in a big city. I thought the motel would have a parking garage that would be included in the room cost. The manager gave me a discount since I was upset. Very kind of her.
Reviewed on May 11, 2026
The Brewhouse Inn & Suites
Westown
Price was CA $2,402, price is now CA $1,939 per person
CA $1,939
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.6/10 Exceptional! (1,050 reviews)
Stayed one night. Everything we needed. Very clean & quiet. Loved the esthetics of the building, very cool!
Reviewed on May 11, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was CA $1,988, price is now CA $1,621 per person
CA $1,621
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9/10 Wonderful! (1,322 reviews)
Hotel was amazing!!!!! Nikki and Roberto at the front desk were awesome as well as another female who checked us out… I didn’t get her name but she had beautiful jewelry! Everyone was so nice and Nikki gave loved our pups and gave them treats and love every time we went out to use bathroom!! The area was a little sketchy with some locals who hang out at the corner store, but no one bothered us even on our walks to the school down the street. Parking was great and felt secure as well as the hotel staff after hours and room key entry late at night. Thank you ambassador for making us feel safe and so welcome!!!!!! Also the free shuttle within 3 miles was a cool plus!
Reviewed on May 13, 2026
Where to stay in Creekwood Highlands
Find the best Creekwood Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Creekwood Highlands
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.
Creekwood Highlands Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from May 18 to May 19
CA $203
CA $240 total
May 18 - May 19
includes taxes & fees
9.2/10 Wonderful! (1,474 reviews)
Great hotel
Reviewed on May 13, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from May 21 to May 22
CA $238
CA $280 total
May 21 - May 22
includes taxes & fees
9.6/10 Exceptional! (2,102 reviews)
Perfect stay at an iconic hotel. Having a drink in the 23rd floor lounge is an absolute must. Staff is polished and professional. Hope to stay there again.
Reviewed on May 12, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from May 31 to Jun 1
CA $233
CA $275 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,111 reviews)
Nice looking rooms, comfy bed, Keurig, but not great pillows. Strangely shallow sink. The worst part was how poorly the loft rooms were insulated for noice. We weren't warned that a massive Derby party was happening in the entire hotel, and the room next to ours stayed up shouting at the top of their ...
Reviewed on May 12, 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.
Frequently asked questions
Discover the most popular places to visit in Creekwood Highlands
Harley-Davidson Museum
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Milwaukee Art Museum
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
Potawatomi Bingo Casino
Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
CA $114
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.