Whitefish Bay Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 S$252 per night from 1 Mar to 2 Mar
S$252
1 Mar - 2 Mar
includes taxes & fees
9.6/10 Exceptional! (2,007 reviews)
Beautiful property and excellent staff

Reviewed on 27 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
Fully refundableReserve now, pay when you stay
The price is S$248 per night from 11 Mar to 12 Mar
S$248
11 Mar - 12 Mar
includes taxes & fees
9.8/10 Exceptional! (2,572 reviews)
Wonderful art everywhere, clean and spacious room. Very convenient self-park without going outside (valet is available too). Can walk indoors to adjacent Pabst Theatre and Milwaukee Rep Theatres. Several dining options.

Reviewed on 26 Feb, 2026

Saint Kate - The Arts Hotel
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 12 Mar to 13 Mar
S$138
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
Great stay, definitely going to be booking here for future visits to Milwaukee

Reviewed on 26 Feb, 2026

The Knickerbocker on the Lake
See all 1,139 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

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
#LoveMyTown because living right on the lake is beautiful! Milwaukee sunrises are a sight to see!

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Henry W. Maier Festival Park

Things to do

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

S$11
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Milwaukee Morbid Mirrorlight Ghost Tours

S$41
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.