Bayside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Bayside Holiday

Our pick of the best Bayside Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is NZ$325 per night from 7 July to 8 July
NZ$325
7 July - 8 July
includes taxes & fees
9.2/10 Wonderful! (1,620 reviews)
"We should have been told when we checked in they were short staffed. No one came to our room and we called down for fresh towels, sheets and items in our room we were brought towels and sheets for us to change our own bed linens. Please do not misunderstand, I can change my own linens, but you stay ..."

Reviewed on 5 July 2026

Potawatomi Hotel & Casino
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 NZ$370 per night from 27 July to 28 July
NZ$370
27 July - 28 July
includes taxes & fees
9.6/10 Exceptional! (2,148 reviews)
"Las instalaciones son espectaculares. La bienvenida con champagne fue un súper detalle. La cama estaba muy cómoda. La cena y la atención fue maravillosa."

Reviewed on 5 July 2026

The Pfister Hotel
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 NZ$214 per night from 19 July to 20 July
NZ$214
19 July - 20 July
includes taxes & fees
8.4/10 Very good! (936 reviews)
"Hotel is older and the updates rushed or in progress. The outside emergency door that was supposed to be locked was not locked or armed. The room had no remote. No one answered the desk at around midnight (had to unplug tv)."

Reviewed on 5 July 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,181 properties in Bayside
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.

Stay near popular Bayside attractions

Lynden Sculpture Garden

Explore the great outdoors at Lynden Sculpture Garden, a lovely green space in River Hills. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Bayside

Private Downtown Milwaukee Helicopter Ride

Private Downtown Milwaukee Helicopter Ride

NZ$197
per adult
Private Downtown Milwaukee Helicopter Ride
Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

NZ$9
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Discover Iconic Milwaukee Tour

Discover Iconic Milwaukee Tour

NZ$116
per adult
96% of travellers recommend
Discover Iconic Milwaukee Tour
See all activities in Bayside

Frequently asked questions

How much does a Bayside holiday package cost?
You'll find cheap prices on Expedia for your Bayside escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Bayside costs.
What are the cheapest months to go to Bayside?
January, February and November are the best times to look for cheap Bayside holiday packages. Choosing to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Bayside?
The ideal duration for your Bayside holiday depends on what you'd like to see and do. Usually, a few days to a week will give you time to hit all the major sights and discover some hidden treasures along the way.
How to find the best Bayside package deals?
Bagging a cheap Bayside package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customise your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Bayside package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Bayside holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised Bayside holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Bayside?
If you're considering a spontaneous Bayside adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Bayside?

  1. Pick your dates: The things you want to do in Bayside and your favourite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Bayside.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Bayside. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Bayside holiday package that brings all your bookings together.

Explore a world of travel with Expedia

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