Deals on vacations and trips to Bayside

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Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $679, price is now $548 per person
$548
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $752, price is now $587 per person
$587
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,009, price is now $796 per person
$796
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $714, price is now $584 per person
$584
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $740, price is now $606 per person
$606
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.

Top Bayside hotels deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $199 total per night
$199 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $151 total per night
$151 total
Dec 28 - Dec 29
Total with taxes and fees
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Pet friendly
Free WiFi
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $183 total per night
$183 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
Parking included
Free WiFi
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $158 total per night
$158 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Spa
Pet friendly
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $86 total per night
$86 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pet friendly
Free WiFi
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $118 total per night
$118 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Hot Tub
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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.

Popular places to visit

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

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

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

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

Milwaukee Art Museum

Frequently asked questions

How much are vacation packages to Bayside?
Your travel fantasies can be realized in Bayside for only $548. Our affordable package deals include flights and hotels, so you'll find booking is a cinch. The only thing you'll have to focus on is having an incredible time.
Where can I get the best vacation package deals for Bayside?
Travelocity is here to help you snap up an awesome Bayside package deal. With 400 partner airlines and 1,000,000 properties worldwide, you're sure to be able to put together the perfect itinerary.
Why should I purchase my Bayside vacation bundle via Travelocity?
Nothing beats the satisfaction of knowing you've bagged the best deal around — that's our Price Match Guarantee. Add to that our impressively broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.
Can I save money on my Bayside car rental if I book it with a hotel or flight?
With a Bayside vacation package, you can combine your hotel, flight and car bookings and save a whole lot. When you're ready to uncover the best of this impressive destination, why not head to Wrigley Field? This renowned attraction is 85 mi from Bayside. With your own rental car, you'll be there soon enough.
Which airport is best for Bayside?
That would be General Mitchell Intl. Airport (MKE), about 16 mi south of central Bayside.
Where should I stay when visiting Bayside?
The Beautiful Milwaukee North Shore Home!- 15 minutes from downtown is the first choice of many travelers. Book soon before it's too late.

Photos of local treasures

Browse Bayside vacation photos for more inspiration

Photo by Elizabeth Baumann
Photo by Elizabeth Baumann