Whitefish Bay Vacation Packages
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Your Whitefish Bay Vacation
Book a tailored Whitefish Bay vacation package that has only the things you need and nothing you don't. Great for families, nightlife and dining, think about staying in the neighborhood of East Town. If sightseeing is part of the program during your trip to Whitefish Bay, look around top attractions like Milwaukee Art Museum, Discovery World and Charles Allis Art Museum. Whatever your travel plans or budget, putting together the ultimate tailored Whitefish Bay vacation is a breeze with Expedia.
Top Holiday Package Deals in Whitefish Bay
Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel
Price was CA $849, price is now CA $785 per person
CA $785
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.6/10 Excellent! (981 reviews)
Beautiful hotel. Room and property are very clean. Staff were incredibly helpful and check in was efficient. Plenty of parking.
Reviewed on Oct 31, 2026
The Iron Horse Hotel
Fifth Ward
Price was CA $1,115, price is now CA $1,031 per person
CA $1,031
per person
Jan 20 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
I really liked the property but the bar was a little pricey over $40 for two drinks
Reviewed on Oct 30, 2026
Where to stay in Whitefish Bay
Find the best Whitefish Bay areas and neighborhoods for the activities you enjoy most. Learn more about Whitefish Bay
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.
Whitefish Bay Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Nov 23 to Nov 24
CA $138
CA $163 total
Nov 23 - Nov 24
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 8 to Nov 9
CA $122
CA $140 total
Nov 8 - Nov 9
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Nov 30 to Dec 1
CA $155
CA $183 total
Nov 30 - Dec 1
includes taxes & fees
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
Stay near popular Whitefish Bay attractions
Things to do
Milwaukee Historic Downtown Self Guided Walking Tour
CA $14
per adult
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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.