Shorewood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Dan Winsey

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Your Shorewood Vacation

Book a Shorewood vacation package that includes everything you need and no unnecessary extras. Good for families, nightlife and dining, consider staying in the neighborhood of East Town. Milwaukee Art Museum, American Family Field and Discovery World are just some of the attractions you'll want to check out during your trip to Shorewood. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to Shorewood today.

Top Holiday Package Deals in Shorewood

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $1,054, price is now CA $948 per person
CA $948
per person
Oct 3 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug. 15, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,414, price is now CA $1,218 per person
CA $1,218
per person
Oct 3 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Clean room and Friendly staff

Reviewed on Aug. 28, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,298, price is now CA $1,160 per person
CA $1,160
per person
Oct 3 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,397 reviews)
The hotel itself is unique and still the perfect room for comfort and cleanliness. Easy checkin with a glass of champagne. Loved the lobby bar with great bartenders. Great overall hotel close to many arts opportunities, but especially convenient when attending a show at Pabst Theater. Great experience!

Reviewed on Aug. 26, 2025

Kasa Relax in Your Spacious 1BD Pet Friendly Milwaukee

Kasa Relax in Your Spacious 1BD Pet Friendly Milwaukee

2 out of 5
Westown
Price was CA $1,678, price is now CA $1,523 per person
CA $1,523
per person
Oct 3 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
No reviews
Kasa Pet Friendly Nearby Local Eateries Milwaukee

Kasa Pet Friendly Nearby Local Eateries Milwaukee

2 out of 5
Westown
Price was CA $1,678, price is now CA $1,523 per person
CA $1,523
per person
Oct 3 - Oct 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
No reviews

Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood
Milwaukee

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

Shorewood Hotel Deals

Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Sep 4 to Sep 5
CA $115
CA $133 total
Sep 4 - Sep 5
includes taxes & fees
Sonesta Milwaukee West Wauwatosa
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Sep 14 to Sep 15
CA $93
CA $108 total
Sep 14 - Sep 15
includes taxes & fees
AmericInn by Wyndham Glendale/Milwaukee
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Sep 17 to Sep 18
CA $105
CA $121 total
Sep 17 - Sep 18
includes taxes & fees
Sonesta Select Milwaukee Brookfield
See all 1,158 properties in Shorewood
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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Shorewood vacation package cost?
Starting from just CA $948, a vacation package is your ticket to affordable travel. Custom build your Shorewood getaway by choosing from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Shorewood?
Combine your bookings with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotel options globally, your Shorewood vacation package can be tailored exactly to suit your budget. With all that extra cash, why not include some awesome tours and activities? It's an easy way to unlock even more bargains. That dream vacation to Shorewood is closer than you thought!
Where should I stay in Shorewood?
Most people who travel to Shorewood put both Milwaukee Art Museum and American Family Field on their sightseeing itineraries. Why not choose a hotel that's close to these main attractions?
What are the top hotels in Shorewood?
Sunny Upper Flat In Shorewood. Great Location is one of Shorewood's top properties. Lock in a room here and you can rest easy knowing you're in good hands.
How far in advance should I book my Shorewood vacation?
It's always wise to book early. Airlines generally release flights up to a year prior to departure, and this is a perfect opportunity to land some of the cheapest prices. Just been told you need to take all your vacation days next month? Don't fret. Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Shorewood travel package include?
It all comes down to what sort of escape you're planning. Shorewood vacation deals can include flights, hotels and car rentals. You can mix and match to create the package that suits your style and budget. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Shorewood travel package?
Whether it's adventure or relaxation you're chasing, a Shorewood vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Shorewood Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to select from around the world. With such a big range of choice, finding the right carrier to whisk you away to Shorewood will be a cinch.
If I'm not able to travel, can I cancel my Shorewood vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Shorewood vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Shorewood

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

5/5(13 reviews)

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 Art Museum

Milwaukee Art Museum

5/5(12 reviews)

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

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

Things to do

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
A Romantic Journey Through Milwaukee

A Romantic Journey Through Milwaukee

CA $1,077
per adult
A Romantic Journey Through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $36
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
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.