Lower East Side Vacation Packages

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Top Holiday Package Deals in Lower East Side

Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was CA $835, price is now CA $734 per person
CA $734
per person
Sep 11 - Sep 13
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
8.6/10 Excellent! (818 reviews)
Room was clean, staff was helpful with my child's allergies.

Reviewed on Jun 20, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,619, price is now CA $967 per person
CA $967
per person
Jul 30 - Aug 2
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,134 reviews)
Beautiful, historic hotel in downtown Milwaukee. Excellent location, allowing us to walk to various attractions. The staff was always friendly and helpful.

Reviewed on Jun 17, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,130, price is now CA $924 per person
CA $924
per person
Sep 11 - Sep 13
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,655 reviews)
Our second stay here. We really like the bar area, great cocktails and live music. The place was hopping. Rooms were clean, comfortable and spacious. Staff is friendly and helpful. We had some appetizers and pizza and it was delicious. Location is great, easy walkable for downtown sites and restaurants.

Reviewed on Jun 19, 2026

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was CA $1,020, price is now CA $855 per person
CA $855
per person
Sep 11 - Sep 13
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (148 reviews)
Excellent property! Near to everything we wanted to do, and very walkable!! Loved the building! Beautiful!!

Reviewed on Jun 21, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,081, price is now CA $939 per person
CA $939
per person
Sep 11 - Sep 13
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,166 reviews)
We loved the Iron Horse!! Location was fantastic, we walked to several places from the hotel. The room was gorgeous and huge, very comfortable. I agonized over where to stay in milwaukee and really happy with this hotel. The lobby has an oddly strong scent of aftershave that made us laugh. The valet are really friendly, front desk was great too!

Reviewed on Jun 20, 2026

Where to stay in Lower East Side

Find the best Lower East Side areas and neighborhoods for the activities you enjoy most. Learn more about Lower East Side
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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

Lower East Side Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jun 29 to Jun 30
CA $223
CA $263 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (1,547 reviews)
"Everything"

Reviewed on Jun 21, 2026

Potawatomi Hotel & Casino
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 CA $313 per night from Jul 5 to Jul 6
CA $313
CA $369 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,137 reviews)
"Great communication from the hotel manager from the very beginning. The hotel is everything you would expect it to be. Friendly staff, clean rooms, and super comfy beds! Cafe serves Starbucks coffee."

Reviewed on Jun 20, 2026

The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jun 28 to Jun 29
CA $150
CA $173 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (902 reviews)
"Very helpful staff check was a breeze"

Reviewed on Jun 21, 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,145 properties in Lower East Side
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
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Family Vacations
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Frequently asked questions

How much does a Lower East Side vacation package cost?
Get ready to book, because a getaway to Lower East Side starts from just CA $734. When you bundle your flights, hotels and more into a vacation package, you'll walk away with great deals.
How do I get a cheap travel package to Lower East Side?
Book everything all in one place with our Lower East Side vacation packages. You'll discover deals on hotels, flights, tours and more that'll keep your pocket happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 properties across the globe to choose from, you have countless opportunities to mix and match all you want.
Where should I stay in Lower East Side?
A visit to Lower East Side isn't over until you've seen Milwaukee Art Museum and American Family Field. Stay nearby and easily access these famous tourist attractions.
What are the top hotels in Lower East Side?
Get your vacation off to a flying start by reserving a room at Stunning/river View Brady St Home Loaded W Extras. It's one of most popular properties in Lower East Side. Another option is A Perfect Stay For A Savvy Traveler.
How far in advance should I book my Lower East Side vacation?
Browse Expedia to compare airfares as soon as possible. You can usually purchase a seat up to 12 months prior to departure. If you don't see your preferred air carrier, or you have to book last minute, don't worry. Cheap tickets to Lower East Side sometimes occur just weeks before departure.
What does an Expedia Lower East Side travel package include?
Rental cars, flights and hotels, or any combination of the three — it's totally up to you. Whether you're visiting Lower East Side with the whole family or traveling solo, there's a bundle to match your budget and style. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Lower East Side travel package?
So many places to wander around, so many things to see and do. With a package, you can check more of them off your list. Bundle your flights, hotels and rental cars and see how much you save.
Can I choose my airline with a Lower East Side Expedia vacation package?
You can, and with more than 550 airlines to choose from across the globe, you have loads of choice. Take a look at the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Lower East Side vacation package?
Yes, you can. We get that life doesn't always go to plan, so we're here to help if you need to make changes to your Lower East Side vacation package. You may be able to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

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
Thrilling Downtown Scavenger Hunt Game in Milwaukee

Thrilling Downtown Scavenger Hunt Game in Milwaukee

CA $14
per adult
Thrilling Downtown Scavenger Hunt Game 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.