Bayside Vacation Packages

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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.

Top Bayside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hawthorn Extended Stay by Wyndham Milwaukee Airport

Hawthorn Extended Stay by Wyndham Milwaukee Airport

3 out of 5
Price was CA $1,078, price is now CA $948 per person
CA $948
per person
Sep 21 - Sep 27
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
7.8/10 Good! (939 reviews)
This place is getting pretty run down around the edges. It’s not a great area either the roads are in terrible condition and there isn’t much around.

Reviewed on Jun 29, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,546, price is now CA $1,285 per person
CA $1,285
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,645 reviews)
Excellent hotel

Reviewed on Jun 30, 2026

Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
Price was CA $1,105, price is now CA $967 per person
CA $967
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (590 reviews)
TV didn't seem to offer the basic channels only a few obscure stations. Other than that glitch eveything was wonderful

Reviewed on Jun 27, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,640, price is now CA $1,451 per person
CA $1,451
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,176 reviews)
Rooms are good. Lobby is hot and humid. Room AC did not cool to what it was set to, but it wasn’t hot. Would stay again.

Reviewed on Jun 30, 2026

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was CA $1,353, price is now CA $1,218 per person
CA $1,218
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

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Bayside Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jul 5 to Jul 6
CA $224
CA $264 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,595 reviews)
"Highly recommend. Thank you"

Reviewed on Jul 1, 2026

Potawatomi Hotel & Casino
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from Jul 6 to Jul 7
CA $314
CA $370 total
Jul 6 - Jul 7
includes taxes & fees
9.6/10 Exceptional! (2,139 reviews)
"N/a"

Reviewed on Jun 29, 2026

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jul 15 to Jul 16
CA $182
CA $214 total
Jul 15 - Jul 16
includes taxes & fees
9.6/10 Exceptional! (2,274 reviews)
"Clean rooms, quiet, free breakfast and kickback in the evening, GREAT location for everything downtown! We loved it and will be back!"

Reviewed on Jun 30, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,177 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.
All Inclusive Vacations
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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.
See properties

What to do in Bayside

Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $115
per adult
Small Group Kayak Tour of Skyline in Milwaukee
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

CA $11
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
See all activities in Bayside

Frequently asked questions

How much does a Bayside vacation package cost?
Offering great value package deals from CA $948 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?

  1. Choose your travel dates: What you plan to do in Bayside and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, lock in the perfect Bayside vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.