Whitefish Bay Holidays

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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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

Lake Michigan and Cathedral Square are top sights in East Town, and you should be sure to explore the fantastic nightlife. Hop aboard the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop to see more sights in the area.

Top hotels in Whitefish Bay

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
€88
9 Nov - 10 Nov
includes taxes & fees
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
€65
8 Nov - 9 Nov
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
€125
5 Nov - 6 Nov
includes taxes & fees
9.6/10 Exceptional! (2,407 reviews)
"Clean"

Reviewed on 15 Oct 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,160 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

Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

€4
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Picture 2 for Activity Milwaukee Ghosts: Macabre Milwaukee Haunted Walking Tour

Milwaukee Morbid Mirrorlight Ghost Tours

€21
per adult
100% of travellers recommend
Milwaukee Morbid Mirrorlight Ghost Tours
Discover Iconic Milwaukee Tour

Discover Iconic Milwaukee Tour

€61
per adult
96% of travellers recommend
Discover Iconic Milwaukee Tour
See all activities in Milwaukee

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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.