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.
Candlewood Suites Milwaukee Airport by IHG

Candlewood Suites Milwaukee Airport by IHG

CA $1,092
per person
Dec 20 - Dec 27
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (493 reviews)
Chalet Motel Mequon

Chalet Motel Mequon

CA $1,356
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Milwaukee (MKE)
8.6/10 Excellent! (1,013 reviews)
Economical and close to Milwaukee and Northern Kettle Moraine State Forest. The Crave restaurant connected to motel property has very good food and creative menu along with a great "Wisconsin" bar; great Friday Fish Fry. The outdoor patio of the motel provides a relaxing area to sit and socialize.

Reviewed on Oct 12, 2026

Comfort Inn & Suites NW Milwaukee

Comfort Inn & Suites NW Milwaukee

CA $1,441
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Milwaukee (MKE)
8.6/10 Excellent! (1,000 reviews)
Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

CA $1,461
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Milwaukee (MKE)
9.4/10 Exceptional! (693 reviews)
Nice hotel & convenient location!

Reviewed on Oct 14, 2026

Comfort Suites Milwaukee Airport

Comfort Suites Milwaukee Airport

CA $1,446
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Milwaukee (MKE)
8.8/10 Excellent! (1,007 reviews)

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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Cathedral Square. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Lower East Side Hotel Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $119
CA $141 total
Nov 9 - Nov 10
includes taxes & fees
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $90
CA $104 total
Nov 1 - Nov 2
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $169
CA $199 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (2,407 reviews)
"Clean"

Reviewed on Oct 15, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,146 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.

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 $1,092. 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

Brady Street

8.8/10 (146 reviews)
After visiting Brady Street, make a plan to see the other sights and activities in Milwaukee. Discover the area's art scene and shops.
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Oriental Theatre

8.0/10 (2 reviews)
You can make plans for a show at Oriental Theatre on your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
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Jewish Museum Milwaukee

You can spend time browsing the exhibits at Jewish Museum Milwaukee during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Shank Hall

After visiting Shank Hall, make a plan to see the other sights and activities in Milwaukee. Experience the area's great live music and acclaimed art scene.
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Cass Street Park

Explore the great outdoors at Cass Street Park, a lovely green space in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
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Black Cat Alley

You can spend time studying the exhibits at Black Cat Alley during your travels in Milwaukee.
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Things to do

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $22
per adult
Downtown Milwaukee Walking Tour
Historic Third Ward Walking Tour

Historic Third Ward Walking Tour

CA $22
per adult
Historic Third Ward Walking Tour
Milwaukee's Riverwalk Walking Tour

Milwaukee's Riverwalk Walking Tour

CA $22
per adult
100% of travellers recommend
Milwaukee's Riverwalk Walking 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.