Glendale Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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!

Top Holiday Package Deals in Glendale

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $798, price is now CA $644 per person
CA $644
per person
Sep 1 - Sep 6
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
8.4/10 Very good! (913 reviews)
Location

Reviewed on Jun 29, 2026

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was CA $1,172, price is now CA $965 per person
CA $965
per person
Sep 1 - Sep 6
found 16 hours ago
Roundtrip flight included
Toronto (YTO) 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

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 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,669 reviews)
Artwork everywhere. I’d go back.

Reviewed on Jun 30, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,312, price is now CA $1,096 per person
CA $1,096
per person
Sep 1 - Sep 6
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,554 reviews)
Clean room, love staying here!

Reviewed on Jun 29, 2026

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was CA $912, price is now CA $786 per person
CA $786
per person
Sep 1 - Sep 6
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
8.6/10 Excellent! (842 reviews)
In the room, there was mold on shower curtain. Blood stains on side of box spring. Front doors do not automatically open so, it is difficult to bring in luggage cart by yourself.

Reviewed on Jun 29, 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.

Find hotels in Downtown Milwaukee

Glendale Hotel Deals

AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

3 out of 5
5110 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Jul 5 to Jul 6
CA $114
CA $132 total
Jul 5 - Jul 6
includes taxes & fees
8/10 Very good! (1,016 reviews)
"This hotel is an older hotel but they have done a lot of work to update. CLEAN and Friendly staff. Minimum amenities. Good price point."

Reviewed on Jun 29, 2026

AmericInn by Wyndham Glendale/Milwaukee
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jul 15 to Jul 16
CA $88
CA $102 total
Jul 15 - Jul 16
includes taxes & fees
6.2/10 (1,255 reviews)
"They told me they couldn’t find my reservation and charged my card 5 days later, found out from the nearest gas station they will sell your room to long term rentals"

Reviewed on Jun 30, 2026

Motel 6 Milwaukee, WI - Glendale
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3 out of 5
4700 N Port Washington Rd Milwaukee WI
Fully refundable
The price is CA $168 per night from Jul 5 to Jul 6
CA $168
CA $194 total
Jul 5 - Jul 6
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"."

Reviewed on Jun 29, 2026

Holiday Inn Milwaukee Riverfront by IHG
See all 1,203 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Glendale vacation package cost?
Starting from as low as CA $644, a package is your passport to cheap travel. Custom build your Glendale escape by selecting from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Glendale?
Crafting your own Glendale vacation package with Expedia is a simple way to save. We have more than 550 air carriers and 1,000,000 hotel options globally. With such a broad range to choose from, you'll have no difficulty creating your ideal escape.
Where should I stay in Glendale?
Stay close to the action. Many visitors book hotels within easy reach of top attractions, like Milwaukee River Walk, Bayshore Town Center and Sprecher Brewery.
What are the top hotels in Glendale?
Get your trip off to an excellent start by locking in a room at Fairfield Inn & Suites by Marriott Milwaukee North. It's one of most sought-after hotels in Glendale. Another cozy option is Hampton Inn Glendale Milwaukee, WI.
How far in advance should I book my Glendale vacation?
Be rewarded with the widest variety at the lowest prices by booking your adventure to Glendale early. Air carriers generally publish flights around 12 months before departure, so reserve your spot ASAP. That being said, Expedia is dedicated to giving you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Glendale travel package include?
Much of that is up to you. You can pick from a variety of Glendale bundles, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Glendale getaway looks like, get ready to save!
What should I know before booking a Glendale travel package?
We already have low prices. However, you'll enjoy an even better deal if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Glendale Expedia vacation package?
You can, and with over 550 airlines to select from across the globe, you have loads of choice. Search the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Glendale vacation package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Glendale vacation package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may incur a fee from your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Glendale attractions

Bayshore Town Center

8.2/5 (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

Things to do

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