Whitefish Bay Holidays

Book a Hotel + Flight or Car together to unlock savings

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 skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

Downtown Milwaukee

Lake Michigan and Milwaukee City Hall 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

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is 3.157.431 ₫ per night from 8 Mar to 9 Mar
3.157.431 ₫
3.722.611 ₫ total
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (1,930 reviews)
Amazing as always

Reviewed on 3 Feb 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
The price is 3.336.062 ₫ per night from 23 Feb to 24 Feb
3.336.062 ₫
3.933.215 ₫ total
23 Feb - 24 Feb
includes taxes & fees
9.6/10 Exceptional! (2,549 reviews)
Nice experience. Room was clean

Reviewed on 5 Feb 2026

Saint Kate - The Arts Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is 2.596.340 ₫ per night from 16 Feb to 17 Feb
2.596.340 ₫
3.061.084 ₫ total
16 Feb - 17 Feb
includes taxes & fees
9.6/10 Exceptional! (2,036 reviews)
Location was excellent

Reviewed on 3 Feb 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,123 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.

Popular places to visit

Outfield sign at miller park

American Family Field

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

American Family Field
Harley-Davidson Museum showing interior views

Harley-Davidson Museum

You can spend an afternoon browsing the exhibits at Harley-Davidson Museum in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Harley-Davidson Museum
Downtown, Milwaukee

Marquette University

Explore the campus of Marquette University during your visit to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Marquette University