Bayside Vacations from $355

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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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $446, price is now $355 per person
$355
per person
Jan 10 - Jan 12
found 22 hours ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Trade, Autograph Collection

The Trade, Autograph Collection

4 out of 5
Westown
Price was $691, price is now $514 per person
$514
per person
Feb 4 - Feb 7
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.4/10 Exceptional! (496 reviews)
Check in was easy and fast. Excellent front desk staff...friendly and accommodating. Beautiful place. Excellent room. Great location. Fitness center is well equipped and roomy. Will always come back on my next trip to Milwaukee.

Reviewed on Nov 23, 2025

Courtyard by Marriott Milwaukee Downtown

Courtyard by Marriott Milwaukee Downtown

3 out of 5
Westown
Price was $567, price is now $443 per person
$443
per person
Feb 4 - Feb 7
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
8.6/10 Excellent! (1,004 reviews)
Friendly staff, clean room

Reviewed on Nov 9, 2025

Renaissance Milwaukee West Hotel

Renaissance Milwaukee West Hotel

4 out of 5
Wauwatosa
Price was $522, price is now $415 per person
$415
per person
Feb 4 - Feb 7
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9/10 Wonderful! (812 reviews)
We enjoyed our stay very much. The room was beautiful

Reviewed on Oct 19, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $485, price is now $389 per person
$389
per person
Jan 10 - Jan 12
found 22 hours ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Sue was outstanding when we checked in. Room was great too!

Reviewed on Nov 25, 2025

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Discover the most popular places to visit in Bayside

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(337 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Milwaukee County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

4.5/5(217 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

What to do in Bayside

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Milwaukee Morbid Mirrorlight Ghost Tours

$32
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee Best Street Food Tour With A Local Guide

$107
per adult
Milwaukee Best Street Food Tour With A Local Guide
See all activities in Bayside

Bayside Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $140 total per night from Dec 18 to Dec 19
$140 total
Dec 18 - Dec 19
Total with taxes and fees
9.4/10 Exceptional! (1,794 reviews)
This hotel was phenomenal absolutely gorgeous the staff were amazing, amenities on point, extremely clean rooms, everything you could ask for to be great it was!

Reviewed on Nov 24, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $122 total per night from Dec 21 to Dec 22
$122 total
Dec 21 - Dec 22
Total with taxes and fees
9.6/10 Exceptional! (2,447 reviews)
Wonderful staff, courteous and kind!

Reviewed on Nov 27, 2025

Saint Kate - The Arts Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $131 total per night from Dec 3 to Dec 4
$131 total
Dec 3 - Dec 4
Total with taxes and fees
9.6/10 Exceptional! (2,018 reviews)
They did not have the room available that I reserved. The front desk staff did their best to try to make it right. The room was fine.

Reviewed on Nov 28, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,165 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.

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 $355 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.