Glendale Vacations from $517

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Your Glendale Vacation

Say goodbye to the stress of planning and hello to a Glendale vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with East Town, which is good for families, nightlife and dining. Charles Allis Art Museum, Fiserv Forum and University of Wisconsin-Milwaukee are just some of the attractions you'll want to see during your trip to Glendale. Stop dreaming and start traveling. Explore the multitude of options on Expedia today and finally put your Glendale vacation plans into gear!

The Latest Glendale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel

The Ingleside Hotel

$517
per person
Dec 3 - Dec 6
found 9 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
8.6/10 Excellent! (951 reviews)
The property was beautiful, well maintained and the rooms were excellent. Comfortable beds and pillows. Due to plumbing issues the water park was out of service. That would be my only complaint.

Reviewed on Sep 29, 2026

The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
$700
per person
Dec 3 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
9.6/10 Exceptional! (2,280 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
$649
per person
Dec 3 - Dec 6
found 9 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
9.8/10 Exceptional! (2,674 reviews)
The room was artfully appointed and we made good use of the record player! The lobby bar with live music and the art galleries added unique and fun spaces to relax and explore.

Reviewed on Sep 28, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$741
per person
Dec 4 - Dec 7
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,342 reviews)
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

Bay View
$605
per person
Dec 3 - Dec 6
found 9 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
9.4/10 Exceptional! (504 reviews)

Where to stay in Glendale

Find the best Glendale areas and neighborhoods for the activities you enjoy most. Learn more about Glendale
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

A stone bridge with a wooden walkway surrounded by lush greenery.

Wauwatosa

1 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Glendale Hotel Deals

Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

5485 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
$51 nightly
$59 total
Oct 6 - Oct 7
Total with taxes and fees
Motel 6 Milwaukee, WI - Glendale
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

5110 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
$89 nightly
$103 total
Sep 30 - Oct 1
Total with taxes and fees
8.2/10 Very Good! (1,096 reviews)
"good"

Reviewed on Sep 29, 2026

AmericInn by Wyndham Glendale/Milwaukee
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

4700 N Port Washington Rd Milwaukee WI
Fully refundable
$105 nightly
$122 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Milwaukee Riverfront by IHG
See all 1,208 properties in Glendale
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.

Stay near popular Glendale attractions

Bayshore Town Center

8.2/10 (15 reviews)
You can find the perfect gifts to bring home at Bayshore Town Center during your visit to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Sprecher Brewery

9.0/10 (2 reviews)
You can take time to visit Sprecher Brewery during your travels to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Milwaukee River Bike Trail

You can take time to visit Milwaukee River Bike Trail during your travels to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Paley Tennis Center

Catch an event at Paley Tennis Center during your trip to Milwaukee. Check out the shops and top-notch restaurants in this family-friendly area.
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Things to do

Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

$26
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

$16
per adult
Downtown Milwaukee Walking Tour
Historic Third Ward Walking Tour

Historic Third Ward Walking Tour

$16
per adult
Historic Third Ward Walking Tour
See all activities in Milwaukee

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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.