Shorewood Holidays

Photo by Dan Winsey

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

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

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Shorewood

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$231 per night from 13 Jan to 14 Jan
S$231
13 Jan - 14 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (1,818 reviews)
Everything was fabulous

Reviewed on 18 Dec, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$194 per night from 29 Dec to 30 Dec
S$194
29 Dec - 30 Dec
includes taxes & fees
9.6/10 Exceptional! (2,490 reviews)
The art galleries on site are fabulous. Everything was too notch.

Reviewed on 18 Dec, 2025

Saint Kate - The Arts Hotel
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$217 per night from 5 Jan to 6 Jan
S$217
5 Jan - 6 Jan, 2026
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Great room, great bar and food. If you like unique, brick wood and leather, and dim lighting, you’ll love this place. Had a really cool vibe to it.

Reviewed on 18 Dec, 2025

The Iron Horse Hotel
See all 1,149 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.

Frequently asked questions

How much does a Shorewood holiday package cost?
Starting from just , a holiday 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 holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Shorewood Expedia holiday 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 holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Shorewood holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.