Whitefish Bay Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 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

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.

Find hotels in Downtown Milwaukee

Whitefish Bay Hotel Deals

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 ₩176,330 per night from Mar 8 to Mar 9
₩176,330
₩207,892 total
Mar 8 - Mar 9
includes taxes & fees
9.4/10 Exceptional! (1,926 reviews)
Beautiful hotel, fantastic service - traditional and amazing in every way!

Reviewed on Jan 31, 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 ₩183,393 per night from Feb 15 to Feb 16
₩183,393
₩216,219 total
Feb 15 - Feb 16
includes taxes & fees
9.6/10 Exceptional! (2,545 reviews)
Excellent stay there !

Reviewed on Feb 1, 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 ₩144,995 per night from Feb 10 to Feb 11
₩144,995
₩170,947 total
Feb 10 - Feb 11
includes taxes & fees
9.6/10 Exceptional! (2,036 reviews)
Staff quick to respond. Amenities were awesome.

Reviewed on Jan 29, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,119 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 vacation 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 vacation 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 vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Whitefish Bay?
Generally, a handful of days is enough to explore the main sights during your Whitefish Bay vacation. 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 vacation package as soon as possible.
Is it cheaper to book a Whitefish Bay vacation as a package?
Expedia vacation 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 vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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, favorite 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Whitefish Bay

Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

The Rave-Eagles Club

You can enjoy a show at The Rave-Eagles Club during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

The Rave-Eagles Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.