Lower East Side Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • Jun 25 - Jun 28

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,485 reviews)
    "Food cost to much"
    Reviewed May 23, 2026
    Roundtrip New York (EWR) - Milwaukee (MKE)
    EWR - MKE1 stop MKE - EWR1 stop
    CA $1,598
    CA $1,347
    per traveller
    found 14 hours ago
    Potawatomi Hotel & Casino
  • Aug 6 - Aug 9

    The Brewhouse Inn & Suites + Flight

    Westown
    3 nights
    3.5 star property
    9.6/10 - Exceptional (1,055 reviews)
    "This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance. The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar. We will be back!"
    Reviewed May 21, 2026
    Roundtrip Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE1 stop MKE - YYC1 stop
    CA $2,605
    CA $2,156
    per traveller
    found 1 day ago
    The Brewhouse Inn & Suites
  • Aug 6 - Aug 9

    The Iron Horse Hotel + Flight

    Fifth Ward
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,133 reviews)
    "DO NOT STAY HERE. Someone broke into our room, flooded the bathroom sink, and the hotel charged me $250 while refusing to return my calls. On 5/15 left our room with the do not disturb sign on the door. When we returned, our belongings had clearly been moved around and the toilet paper was soaked. I called for replacements and was told our room had flooded because we “left the sink on” and that we’d be charged $150. I immediately spoke with the manager, Louis, and explained we absolutely did not..."
    Reviewed May 20, 2026
    Roundtrip Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE1 stop MKE - YYC1 stop
    CA $1,965
    CA $1,642
    per traveller
    found 1 day ago
    The Iron Horse Hotel
  • Jun 25 - Jun 28

    Home2 Suites by Hilton Milwaukee Downtown + Flight

    Downtown Milwaukee
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,001 reviews)
    "Our room was large, as it was a handicap accessible room and worked well. Lots or electrical outlets. The only shortcomings were that the TP was awful. I always anticipate this and carry my own Charmin on every trip. Secondly, the waffle making station should be moved off the rest of the breakfast bar. Placing it on a separate counter solves two major issues. 1] The people are not held up by waffle makers and 2] syrup is not tracked about the room. I have visited other hotels that have put the..."
    Reviewed May 22, 2026
    Roundtrip New York (EWR) - Milwaukee (MKE)
    EWR - MKE1 stop MKE - EWR1 stop
    CA $1,972
    CA $1,680
    per traveller
    found 14 hours ago
    Home2 Suites by Hilton Milwaukee Downtown
  • Aug 6 - Aug 9

    Tru By Hilton Milwaukee Downtown, WI + Flight

    Downtown Milwaukee
    3 nights
    2.5 star property
    8.6/10 - Excellent (1,002 reviews)
    "Modern hotel with clean, spacious rooms and decent hot breakfast. Great location by the lake!"
    Reviewed May 22, 2026
    Roundtrip Calgary (YYC) - Milwaukee (MKE)
    YYC - MKE1 stop MKE - YYC1 stop
    CA $1,963
    CA $1,683
    per traveller
    found 1 day ago
    Tru By Hilton Milwaukee Downtown, WI

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

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 $205 per night from May 25 to May 26
CA $205
CA $242 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,485 reviews)
"Food cost to much"

Reviewed on May 23, 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 $235 per night from Jun 14 to Jun 15
CA $235
CA $277 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (2,105 reviews)
"Gorgeous hotel, great staff"

Reviewed on May 23, 2026

The Pfister 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 CA $310 per night from May 28 to May 29
CA $310
CA $365 total
May 28 - May 29
includes taxes & fees
9.2/10 Wonderful! (1,133 reviews)
"DO NOT STAY HERE. Someone broke into our room, flooded the bathroom sink, and the hotel charged me $250 while refusing to return my calls. On 5/15 left our room with the do not disturb sign on the door. When we returned, our belongings had clearly been moved around and the toilet paper was soaked. ..."

Reviewed on May 20, 2026

The Iron Horse Hotel
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 Lower East Side vacation package cost?
Get ready to book, because a getaway to Lower East Side starts from just . 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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.