
Wind Lake Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Wind Lake Vacation
Book a Wind Lake vacation package and get set to experience everything this city has to offer. Think about staying in the neighborhood of Browns Lake, which is good for watersports, golfing and walking. During your trip to Wind Lake, set aside some time for sightseeing. A fantastic place to start is Bear Den Zoo and Petting Farm. Whoever you're taking time off with and whatever you want to spend, your dream Wind Lake vacation is just a few clicks away with Expedia.
Top Wind Lake Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $2,367, price is now CA $1,924 per person
CA $1,924
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,498 reviews)
Front desk staff nice but I was told hotel gave me $20 credit for EACH of our 2 nites, for use on sundries, etc. He said must use separately each day. Now only 1 of 2 vouchers credited. Phoned hotel, no help except email suggestion. No response from hotel on my emails yet.
Reviewed on Jun 1, 2026

The Iron Horse Hotel
Fifth Ward
Price was CA $3,146, price is now CA $2,444 per person
CA $2,444
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,139 reviews)
Overall a great experience. The curtains in the room didn’t close all the way so the sun was glaring at us by 6am.
Reviewed on May 31, 2026

Kinn Guesthouse Bay View
Bay View
Price was CA $2,674, price is now CA $2,152 per person
CA $2,152
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.4/10 Exceptional! (464 reviews)
Kinn Guesthouses are a great place to stay if you don’t mind no front desk and coded entries. We’ve found them to have large rooms which are tastefully decorated, comfortable and quiet. The common area is stocked with teas, coffee and breakfast cereals which you can use.
Be sure to contact property directly before you arrive for entry code. Expedia apparently does not share contact information with Kinn so you can access the room. Therefore they have no way to send you this information This can result in check-in delay until you find a person affiliated with Kinn to update you with this info.
Reviewed on May 29, 2026

Hilton Milwaukee
Westown
Price was CA $3,238, price is now CA $2,615 per person
CA $2,615
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.6/10 Excellent! (1,167 reviews)
Hotel was very clean and well organized. The decor was pretty. Staff was friendly and helpful. We used in room dining and the food was good. Ate twice at on site restaurant and that food was good. Parking was easy. Hotel was close to everything.
Reviewed on May 26, 2026

Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was CA $2,537, price is now CA $2,068 per person
CA $2,068
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9/10 Wonderful! (1,006 reviews)
The breakfast was very good. The staff was very helpful with the parking situation. Our only negative is that my husband has a c pap machine to sleep. There is a master switch for all the outlets and lights on the bed wall. When the switch was turned off the c pap wouldn’t work without the light staying on behind the bed. We finally did find an outlet on the opposite wall and had an extension cord so it worked.
Reviewed on May 31, 2026
Wind Lake Hotel Deals

Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jun 7 to Jun 8
CA $206
CA $242 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (1,512 reviews)
"Only complaint was pillows I never saw such small pillows for sleeping! Also ask for extra quilt or you’ll be quite cold. Hotel is great, the casino cleanliness is questionable. Especially at the drink self serve stations. If a smoker the 2 areas do not have great ventilation nor are they cleaned ..."
Reviewed on Jun 2, 2026

Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jun 28 to Jun 29
CA $146
CA $169 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (862 reviews)
"Clean Room.friendly staff"
Reviewed on May 31, 2026

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $309 per night from Jun 10 to Jun 11
CA $309
CA $399 total
Jun 10 - Jun 11
includes taxes & fees
8.6/10 Excellent! (3,278 reviews)
"Loved the staff the place is worn out needs renovation not worth what I paid"
Reviewed on Jun 1, 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.
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.







