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 Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,786, price is now CA $1,407 per person
CA $1,407
per person
Aug 28 - Aug 31
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)
Great hotel to stay at and helpful staff. The only thing I would say is the air freshener they use is so strong, it made me sick. I asked a couple other people and they felt the same way too.

Reviewed on Jul 14, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,231, price is now CA $1,491 per person
CA $1,491
per person
Aug 28 - Aug 31
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
We were in Milwaukee for our son’s engagement. I had scheduled some special deserts to be shipped from NewJersey. I had called the hotel and advised them to refrigerate the box immediately when received. I was assured that they would take care of it. However when we arrived, and were ready to leave for the engagement we were informed that they had put the box in the freezer instead of the refrigerator. Also the management did not make any attempt to apologize for messing this up for us. Extremely bad customer service.

Reviewed on Jul 14, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,839, price is now CA $1,567 per person
CA $1,567
per person
Aug 28 - Aug 31
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,652 reviews)
Wonderful stay at a great location! Walking distance to a lot of places and restaurants. Amazing and friendly staff. Will definitely stay here again.

Reviewed on Jul 13, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,602, price is now CA $1,438 per person
CA $1,438
per person
Aug 28 - Aug 31
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,592 reviews)
I really enjoyed my stay here. The room had a casino, and that was part of the reason for my stay.

Reviewed on Jul 15, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Marquette
Price was CA $1,586, price is now CA $1,440 per person
CA $1,440
per person
Aug 28 - Aug 31
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,342 reviews)
Great spot!!

Reviewed on Jul 14, 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
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

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 $221 per night from Jul 28 to Jul 29
CA $221
CA $261 total
Jul 28 - Jul 29
includes taxes & fees
9.2/10 Wonderful! (1,666 reviews)
"I really enjoyed my stay here. The room had a casino, and that was part of the reason for my stay."

Reviewed on Jul 15, 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 $271 per night from Jul 29 to Jul 30
CA $271
CA $320 total
Jul 29 - Jul 30
includes taxes & fees
9.6/10 Exceptional! (2,154 reviews)
"We were in Milwaukee for our son’s engagement. I had scheduled some special deserts to be shipped from NewJersey. I had called the hotel and advised them to refrigerate the box immediately when received. I was assured that they would take care of it. However when we arrived, and were ready to leave ..."

Reviewed on Jul 14, 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 $149 per night from Jul 19 to Jul 20
CA $149
CA $172 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (974 reviews)
"Outdoor pool was not opened and was drained. Very disappointing since that’s one of the reasons why we chose Sheraton."

Reviewed on Jul 14, 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,165 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.
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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 $1,407. 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.

Stay near popular Lower East Side attractions

Charles Allis Art Museum

8.4/10 (53 reviews)
This old mansion showcases a diverse range of paintings and furniture, including one-off pieces of art.
See properties

Things to do

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

CA $145
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
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
Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $118
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.