Bayside Vacations from $771
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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.
The Latest Bayside vacation packages
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
$838
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.6/10 Exceptional! (2,283 reviews)
Beautiful, historic hotel , where everything is 1st class! Room was spacious and clean.Bar on 23 rd floor overlooking the city was a nice place to have a drink.
I don’t usually eat at hotel restaurants , but this restaurant was excellent! Staff is friendly and helpful
Reviewed on Oct 19, 2026
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
Bayside Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$84 nightly
$99 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,552 reviews)
"No ventilation in the room, very stuffy. hard to work the thermostat."
Reviewed on Oct 19, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
$100 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,273 reviews)
"Cozy, well designed. Amenities were terrific… full length plus shaving mirror. Freezer in mini fridge. Safe. Multiple charging stations. Very comfortable !"
Reviewed on Oct 19, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$119 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (2,414 reviews)
"Beautiful slave and great location. I don't love that the room requires a keycard to turn the light on but that's a pretty minor inconvenience compared to all the wonderful things that this hotel offers. Walkable area, happy hour reception. Will stay again."
Reviewed on Oct 18, 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.
Find the Best Bayside Vacation Packages
Bayside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Population | 4,400 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Harley-Davidson Museum, Milwaukee Art Museum and Riverside Theater |
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Frequently asked questions
How much does a Bayside vacation package cost?
You'll find cheap prices from $771 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 vacation to Bayside costs.
What are the cheapest months to go to Bayside?
If you're looking to book a cheap Bayside vacation package, consider visiting in January, October and December. You'll generally find better rates on airfares and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Bayside?
The ideal length for your Bayside vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to hit all the main attractions and discover some hidden spots along the way.
Is it worth booking a vacation package to Bayside?
It's easy to see why a Bayside vacation is on the to-do list of many travelers. Well-known attractions like Schlitz Audubon Nature Center are just the beginning of things to keep you busy here.
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 customize 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 vacation as a package?
Expedia vacation 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 customized Bayside vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Bayside vacation packages?
Your Bayside trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
