Bayside Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Elizabeth Baumann

Top hotels in Bayside

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
The price is 4.855.503 ₫ per night from 2 Sept to 3 Sept
4.855.503 ₫
5.724.639 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (1,684 reviews)
"Excellent option for couples"

Reviewed on 10 Aug 2025

The Pfister Hotel
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 3.867.079 ₫ per night from 1 Sept to 2 Sept
3.867.079 ₫
4.559.285 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,339 reviews)
"Beautiful rooms"

Reviewed on 11 Aug 2025

Potawatomi Hotel & Casino
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd, Brookfield, WI
The price is 2.284.794 ₫ per night from 24 Aug to 25 Aug
2.284.794 ₫
2.638.938 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (387 reviews)
"Comfortable beds and clean hotel"

Reviewed on 13 Aug 2025

Sheraton Milwaukee Brookfield Hotel
See all 1,241 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.

Popular places to visit

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
Milwaukee Art Museum

Milwaukee Art Museum

You can spend time exploring the galleries in Milwaukee Art Museum in Milwaukee. Discover the area's lively breweries and its lively festivals.

Milwaukee Art Museum
Milwaukee River Walk

Milwaukee River Walk

After visiting Milwaukee River Walk, make a plan to see the other sights and activities in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Milwaukee River Walk

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.