Shorewood 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 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.
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee
CA $966
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
8.8/10 Excellent! (1,006 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,115
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,221 reviews)
Amazing experience. Staff is trained well.

Reviewed on Aug 28, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,382
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,661 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,074
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,291 reviews)
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
CA $1,231
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.4/10 Exceptional! (401 reviews)
Great boutique hotel with nearby parking that is convention in and out. Beautiful rooms. Dog friendly. Yummy brunch places attached to it. Had an issue with our TV remote and they came immediately to fix! Would stay again!

Reviewed on Aug 28, 2026

Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood
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
A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

1 out of top 10 points of interest in this area

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.

Find hotels in West Allis
A stone bridge with a wooden walkway surrounded by lush greenery.

Wauwatosa

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.

Find hotels in Wauwatosa
A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

1 out of top 10 points of interest in this area

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.

Find hotels in Historic Third Ward
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.

Find hotels in East Town

Shorewood Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $225
CA $265 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (2,236 reviews)
"Amazing experience. Staff is trained well."

Reviewed on Aug 28, 2026

The Pfister Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Aug 31 - Sep 1
includes taxes & fees
AmericInn by Wyndham Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $130
CA $154 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Regency Milwaukee
See all 1,179 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
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Shorewood vacation package cost?
Starting from just CA $966, 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.

Stay near popular Shorewood attractions

Atwater Park & Beach

8.0/10 (3 reviews)
If a restful vacation is part of your travel plans, Atwater Park & Beach might be the perfect place to seek out during your trip to Milwaukee. While you're in the area, wander around the parks.
See properties

Things to do

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $23
per adult
Downtown Milwaukee Walking Tour
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

CA $143
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $117
per adult
Small Group Kayak Tour of Skyline 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.