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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was CA $1,285, price is now CA $995 per person
CA $995
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (456 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,061, price is now CA $1,484 per person
CA $1,484
per person
Jun 27 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,072 reviews)
Very helpful staff and kind people. They were so friendly and easy to talk to. They welcomed us very nicely. I personally felt the room needed more care because it wasn’t clean that much. The hotel is so nice and close to everything. The lobby is vintage and peaceful. The pool has an incredible view.

Reviewed on Apr 21, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,770, price is now CA $1,413 per person
CA $1,413
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9/10 Wonderful! (1,009 reviews)
Clean rooms, friendly and helpful staff, and a good breakfast selection. Within walking distance of a variety of things.

Reviewed on Apr 21, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,639, price is now CA $1,318 per person
CA $1,318
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,435 reviews)
I was hoping there was a spa

Reviewed on Apr 20, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,655, price is now CA $1,363 per person
CA $1,363
per person
Jun 27 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,057 reviews)
Great location. Decor was hip, fun and artistic. Room was clean. Bed and pillow comfy. Room was a little worn.

Reviewed on Apr 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

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 $232 per night from May 19 to May 20
CA $232
CA $274 total
May 19 - May 20
includes taxes & fees
9.6/10 Exceptional! (2,082 reviews)
Very helpful staff and kind people. They were so friendly and easy to talk to. They welcomed us very nicely. I personally felt the room needed more care because it wasn’t clean that much. The hotel is so nice and close to everything. The lobby is vintage and peaceful. The pool has an incredible ...

Reviewed on Apr 21, 2026

The Pfister Hotel
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 $203 per night from Apr 27 to Apr 28
CA $203
CA $239 total
Apr 27 - Apr 28
includes taxes & fees
9.2/10 Wonderful! (1,431 reviews)
I was hoping there was a spa

Reviewed on Apr 20, 2026

Potawatomi Hotel & Casino
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
The price is CA $177 per night from Apr 26 to Apr 27
CA $177
CA $209 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (2,170 reviews)
The place was fine the room was big n comfy and comfy beds

Reviewed on Apr 19, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,158 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 $995. 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.

Discover the most popular places to visit in Lower East Side

Harley-Davidson Museum

Harley-Davidson Museum

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

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

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum, Miller Brewery 1-Day Trip from Chicago

CA $172
per traveller
Milwaukee,Harley-Davidson Museum, Miller Brewery 1-Day Trip from Chicago
The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour

The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour

CA $358
per adult
The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour
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.