Bayside Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Bayside
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
S$127
9 Nov - 10 Nov
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
S$128
1 Nov - 2 Nov
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
S$179
5 Nov - 6 Nov
includes taxes & fees
9.6/10 Exceptional! (2,407 reviews)
"Great place with good breakfast and dinner. friendly staff"
Reviewed on 21 Oct, 2026
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.
What to do in Bayside
Skip the Line: Museum Admission Ticket - Grohmann Museum
S$6
per adult
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
S$11
per adult
80% of travellers recommend
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?
- Pick your dates: The things you want to do in Bayside and your favourite season will help you decide when to go.
- 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.
- 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.
- 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.
* 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.
