Whitefish Bay Packages (Flight + Hotel)

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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
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

Downtown Milwaukee

Lake Michigan and Cathedral Square are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Whitefish Bay

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿2,832 per night from 23 Nov to 24 Nov
฿2,832
฿3,340 total
23 Nov - 24 Nov
includes taxes & fees
8.6/10 Excellent! (1,562 reviews)
"Room was nice size. Staff friendly and helpful. Our room included buffet breakfast which was ok. Scrambled eggs dry. Waffles soggy But oatmeal and bagels were good. Some fruit and yogurt option also. Evening has an option to order food from the bar area with a limited menu. But accommodating bar ..."

Reviewed on 28 Oct 2026

Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is ฿2,934 per night from 9 Nov to 10 Nov
฿2,934
฿3,388 total
9 Nov - 10 Nov
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿4,012 per night from 3 Nov to 4 Nov
฿4,012
฿4,731 total
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (2,423 reviews)
"Free breakfast, and dinner and 3 coupons for drinks during happy hour - a real bargain."

Reviewed on 29 Oct 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,146 properties in Whitefish Bay
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

How much does a Whitefish Bay holiday package cost?
You'll find cheap prices on Expedia for your Whitefish Bay escape. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Whitefish Bay costs.
What are the cheapest months to go to Whitefish Bay?
January, February and November are great times to search for cheap Whitefish Bay holiday packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodation.
How many days is enough for Whitefish Bay?
Generally, a handful of days is enough to explore the main sights during your Whitefish Bay holiday. However, if you prefer to have time to rest or go on day tours, consider extending your itinerary.
How to find the best Whitefish Bay package deals?
Use Expedia's filters to find some tempting Whitefish Bay package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Whitefish Bay package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Whitefish Bay holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Whitefish Bay holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Whitefish Bay?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Whitefish Bay break.
How to plan a trip to Whitefish Bay?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Whitefish Bay.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Whitefish Bay. Then, choose a hotel that works with your budget, whether that's an affordable option or a swankier retreat.
  3. Decide how long to go away for: Now that you're more familiar with Whitefish Bay, you can work out the right length of your break. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Whitefish Bay holiday package that brings all your bookings together.

Stay near popular Whitefish Bay attractions

Klode Park

Perched on Lake Michigan's shore, Klode Park offers serene beach access and panoramic water views. Enjoy a peaceful picnic on the grassy areas while watching sailboats drift across the blue horizon.
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Things to do

2-Hour Bus Tour in Milwaukee City

2-Hour Bus Tour in Milwaukee City

฿1,335
per adult
2-Hour Bus Tour in Milwaukee City
Picture 2 for Activity Milwaukee Ghosts: Macabre Milwaukee Haunted Walking Tour

Milwaukee Morbid Mirrorlight Ghost Tours

฿801
per adult
100% of travellers recommend
Milwaukee Morbid Mirrorlight Ghost Tours
Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

฿167
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.