Bayside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Bayside Vacation
Lock in a Bayside vacation package and get set to experience all this city has to offer. Think about staying in the neighborhood of East Town, which is good for families, nightlife and dining. If a sightseeing tour is on the to-do list during your trip to Bayside, stop by popular attractions like Milwaukee River Walk, Concordia University Wisconsin and Rays MTB Indoor Mountain Bike Park. Whoever you're traveling with and whatever the size of your budget, your ultimate Bayside vacation is just a few clicks away with Expedia.
Top Bayside Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel
Fifth Ward
CA $1,558
per person
Nov 16 - Nov 20
found 16 hours ago
Roundtrip flight included
Saskatoon (YXE) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
Beautiful hotel with easily accessible parking garage next door for $26 a day (or valet). The restaurant at the hotel was also great - steak sando was perfect! Very comfortable beds and clean rooms.
Reviewed on Oct 14, 2026
Ready to book your vacation to Bayside?
Bayside Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $120
CA $141 total
Nov 9 - Nov 10
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $90
CA $104 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,250 reviews)
"Clean Room."
Reviewed on Oct 14, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $169
CA $199 total
Nov 3 - Nov 4
includes taxes & fees
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
Milwaukee's Riverwalk Walking Tour
CA $22
per adult
100% of travellers recommend
Frequently asked questions
How much does a Bayside vacation package cost?
Offering great value package deals from CA $1,512 on Expedia, you'll be thrilled with how little a vacation to Bayside costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bayside?
You're likely to find reduced prices and better availability in January, February and November. Take a look at our cheap Bayside vacation packages and you could score some excellent off-season deals.
How many days is enough for Bayside?
For a Bayside vacation, a handful of days will be enough to tour all the highlights. Make sure to stop by Schlitz Audubon Nature Centre — it's one of the leading attractions in this destination. If you're looking for more activities, consider basing yourself here and heading off on some day tours from Bayside.
How to find the best Bayside package deals?
Use Expedia's filters to help you find some unbeatable Bayside package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Bayside 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 usually best to book your vacation package well in advance.
Is it cheaper to book a Bayside vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Bayside escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Bayside?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Bayside getaway.
How to plan a trip to Bayside?
- Choose your travel dates: What you plan to do in Bayside and your favourite season can help you decide when to travel.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to flights and activities. Your hotel will probably be the biggest expense during your trip to Bayside.
- Decide how many days away: Start by listing all the attractions you'd like to experience in Bayside. Then, estimate how long you'll need at each, along with any travel time.
- Combine your accommodations and airfare: After you've settled on your dates and duration, lock in the perfect Bayside vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
