Lower East Side Vacations from $257

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Your Lower East Side Vacation

Book a vacation package to Lower East Side and have fun discovering everything this riverside neighborhood has to offer. Well known for its nightlife, culture and dining, your next epic adventure can be found right here. Not sure where to go during your trip to Lower East Side? Nearby attractions such as Milwaukee Art Museum, Discovery World and Charles Allis Art Museum are good places to begin. Don't just dream it — turn it into reality! Reserve your ultimate Lower East Side vacation with Expedia and experience travel your way.

The Latest Lower East Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
Save 100% on your flight
Price was $358, price is now $257 per person
$257
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Bed sucked ass and no alarm clock.

Reviewed on Dec 31, 2025

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $877, price is now $604 per person
$604
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
The cleanness of the room, the staff accessibility to everything that was a very nice stay.

Reviewed on Jan 1, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $714, price is now $502 per person
$502
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $917, price is now $652 per person
$652
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Room ready early. Everything clean and well-kept. Will stay there again.

Reviewed on Jan 7, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $655, price is now $467 per person
$467
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,003 reviews)
Made to order omelets were wonderful! We have stayed here many times and love this boutique hotel. In room whirlpool is definitely a plus!!

Reviewed on Jan 6, 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
Milwaukee

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
$144 nightly
The price is $170 total per night from Jan 27 to Jan 28
$170 total
Jan 27 - Jan 28
Total with taxes and fees
9.4/10 Exceptional! (1,870 reviews)
Staff amazing

Reviewed on Jan 6, 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Jan 18 to Jan 19
$151 total
Jan 18 - Jan 19
Total with taxes and fees
9.6/10 Exceptional! (2,519 reviews)
Hotel was clean, unique and fun. Can't be anymore conveniently located for a downtown hotel. Staff was pleasant. Smallest note would be not a fan of the pillows. Also, ice tongs would be great. There was a bottle opener and cork screw, so tongs would be great too to round out the convenience of the ...

Reviewed on Jan 5, 2026

Saint Kate - The Arts Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Jan 13 to Jan 14
$118 total
Jan 13 - Jan 14
Total with taxes and fees
9.6/10 Exceptional! (2,020 reviews)
Everything is top tier, would definitely stay here again.

Reviewed on Jan 5, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,094 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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Lower East Side

Charles Allis Art Museum

Charles Allis Art Museum

This old mansion showcases a diverse range of paintings and furniture, including one-off pieces of art.

Charles Allis Art Museum

Brady Street

After visiting Brady Street, make a plan to see the other sights and activities in Milwaukee. Discover the area's art scene and shops.

Brady Street

Oriental Theatre

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.

Oriental Theatre

Things to do

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Milwaukee Morbid Mirrorlight Ghost Tours

$32
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee Best Street Food Tour With A Local Guide

$109
per adult
Milwaukee Best Street Food Tour With A Local Guide
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.