Bayside Vacations from $634
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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.
Landing Apartments at Mayfair Collection
Wauwatosa
$634
per person
Oct 29 - Nov 2
found 11 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance.
We highly recommend staying here and will definitely be returning for a longer extended stay!
Reviewed on May 21, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
$823
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,658 reviews)
I had an amazing stay! Everyone was extremely nice and helpful. Food and drinks were Great!
Reviewed on Aug 11, 2026
The Iron Horse Hotel
Fifth Ward
$813
per person
Sep 30 - Oct 5
found 11 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
9.2/10 Wonderful! (1,267 reviews)
Services and staff are lacking as compared to just 2 years ago. Great restaurant and bar staff. A cool building and location, but sadly, not worth the money anymore.
Reviewed on Aug 12, 2026
Kinn Guesthouse Bay View
Bay View
$763
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (496 reviews)
This was the first time out family had the oppertunity to stay at a "Guest House", and we could not be more pleased with our stay. We loved this space and the amenidies. Our famlily loved the seperate stand alone entrance to our loft , this allowed us to come and go and not interfer with the restaurant guests. The kitchen and room setup was amazing. The room had exposed brick and high celings and was perfect for a family of 4. We utlized the scooters to get to numerous places in Bay View and Lake Michigan beaches. We could park the scooters on the curb outside the building and that was very convienent for us to come and go and have a scooter available The Sorella Restaurant that shares the building is amazing , we had a neapolitan pizza" and 2 pasta dishes and it was supurb and a fast easy for guests to have a great meal and not have to leave. This will be the only place that we will stay when we come back to Milwaukee in a few years. Thanks again for providing a wonderfull guest expirence.
Reviewed on Aug 11, 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
Small Group Kayak Tour of Skyline in Milwaukee
$83
per adult
Bayside Hotel Deals
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$79 nightly
$91 total
Aug 23 - Aug 24
Total with taxes and fees
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$155 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,754 reviews)
"Room was clean, staff was awesome, my only issue was the amount of walking I needed to do from parking garage, through casinos levels, to find the check- in desk, then the walk down the hall to our room. I am 74 years old, and got pretty exhausted doing all that walking. We unpacked ,then went back ..."
Reviewed on Aug 13, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$146 nightly
$173 total
Sep 13 - Sep 14
Total with taxes and fees
9.6/10 Exceptional! (2,208 reviews)
"it was the the best experience! I've had with a hotel 5 🌟"
Reviewed on Aug 12, 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 $634 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.
