Whitefish Bay Vacations from $552
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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.
The Latest Whitefish Bay Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View
Bay View
Save 100% on your flight
Price was $1,738, price is now $1,326 per person
$1,326
per person
Aug 6 - Aug 11
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (472 reviews)
We stayed in suite #8. It was beautiful and very roomy. It had all the amenities one could need and it was quiet and comfortable despite being right next to the hotel’s restaurant (which was delicious). There are just a few small things that needed tending to and the customer service response to help us with those were very quick. The #3 does not work on the inner keypad to enter the room and our code contained a 3. This has apparently been a problem for a little while. When we called, the gal gave us a new number right away. Also, there was no WiFi passcode in the room or in the communication prior to checkin. We had to call again for that. Service was wonderful again. The lights in the bathroom were partially out and there were no replacement bulbs in the room. We didn’t call about this but were hopeful the housekeepers would resolve the issue for the next guests. We will definitely stay again as these were very minor issues.
Reviewed on Jun 17, 2026
The Iron Horse Hotel
Fifth Ward
Price was $779, price is now $608 per person
$608
per person
Sep 1 - Sep 4
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,162 reviews)
Cool decor and hotel theme. Room was generous size. Helpful and friendly staff.
We had a room on the 6 floor with a city view. We could hear the guests in the next room watching tv and talking (clear enough to hear every word).. however this may be due to the old building/windows.
Reviewed on Jun 25, 2026
Wildwood Lodge
Price was $853, price is now $667 per person
$667
per person
Aug 6 - Aug 11
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
8.8/10 Excellent! (1,027 reviews)
This hotel is beatiful, and very reasonable for the price. I would 100% book this hotel again. The room was spacious and clean and beautiful. Best Hotel I have stayed out probably ever. The breakfast was fantastic as well.
Reviewed on Jun 26, 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
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $186 total per night from Jul 5 to Jul 6
$186 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,565 reviews)
"Very nice hotel but it's easy to get lost, could use more signage."
Reviewed on Jun 27, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $205 total per night from Jul 26 to Jul 27
$205 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (2,147 reviews)
"Beautiful, historic hotel. Beds and pillows were insanely comfortable. Lovely stay."
Reviewed on Jun 26, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Jul 5 to Jul 6
$119 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (920 reviews)
"Overall great hotel. No major concerns. The indoor pool was closed the entire time of our stay."
Reviewed on Jun 26, 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 Whitefish Bay attractions
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
$83
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
$8
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.