Glendale Vacations from $860

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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 Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$860
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
9.2/10 Wonderful! (1,310 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
Save 100% on your flight
$891
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
9.6/10 Exceptional! (2,244 reviews)
Mason Street Grill is attached to hotel. Fabulous!

Reviewed on Sep 22, 2026

Washington House Inn

Washington House Inn

$995
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
9.2/10 Wonderful! (1,000 reviews)
Clean room and cozy bed. Great location in a Hallmark Town!

Reviewed on Sep 17, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
$1,113
per person
Nov 24 - Nov 30
found 15 hours ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
9.4/10 Exceptional! (412 reviews)
Good afternoon place to stay in downtown MKE. Parking was a little way away, but not big issue.

Reviewed on Sep 20, 2026

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

Wauwatosa
$943
per person
Nov 24 - Nov 30
found 15 hours ago
Roundtrip flight included
Charlotte (CLT) 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

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

AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

5110 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
$85 nightly
$98 total
Oct 18 - Oct 19
Total with taxes and fees
8.2/10 Very Good! (1,094 reviews)
"Hotel is older and had a musty smell when we arrived on the third floor. Breakfast was nothing to rave about. Had stayed in AmericInn in Red Wing, MN. Where we had a great experience. This location needs help. It worked for going to Octoberfest and having a place to put our heads down. Would not ..."

Reviewed on Sep 21, 2026

AmericInn by Wyndham Glendale/Milwaukee
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 1 - Oct 2
Total with taxes and fees
Motel 6 Milwaukee, WI - Glendale
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

4700 N Port Washington Rd Milwaukee WI
Fully refundable
$101 nightly
$117 total
Oct 11 - Oct 12
Total with taxes and fees
Holiday Inn Milwaukee Riverfront by IHG
See all 1,215 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.
See properties

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.
See properties

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.
See properties

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

Explore a world of travel with Expedia

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