Lower East Side Vacations from $514

Book a Hotel + Flight or Car together to unlock savings

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.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $692, price is now $514 per person
$514
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (1,008 reviews)
Just love both there properties

Reviewed on Oct 3, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $892, price is now $640 per person
$640
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,362 reviews)
One of the best stays I’ve ever had. Had a room upgrade for free to king suite. The suite and bathtub with city view was pure perfection. Free valet parking. The casino foot was amazing. All around I 100% be returning!

Reviewed on Oct 3, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $775, price is now $574 per person
$574
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,405 reviews)
Rooms very clean. Staff friendly. Walkable with lots of things near by.

Reviewed on Oct 3, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $762, price is now $566 per person
$566
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (411 reviews)
Nice huge room lots of walkable bars and restaurants

Reviewed on Sep 19, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $770, price is now $586 per person
$586
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,014 reviews)
Loved the location and the room!

Reviewed on Oct 2, 2025

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
$205 nightly
The price is $242 total per night from Nov 3 to Nov 4
$242 total
Nov 3 - Nov 4
Total with taxes and fees
9.4/10 Exceptional! (1,751 reviews)
"Beautifully renovated historic hotel where all the staff is top notch."

Reviewed on Sep 30, 2025

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
$155 nightly
The price is $183 total per night from Oct 7 to Oct 8
$183 total
Oct 7 - Oct 8
Total with taxes and fees
9/10 Wonderful! (1,398 reviews)
"Hotel was very clean & modern. Very chic quiet & demure!"

Reviewed on Sep 29, 2025

Potawatomi Hotel & Casino
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
$110 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,902 reviews)
"We had a great stay!"

Reviewed on Oct 1, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,150 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

4.5/5(34 reviews)

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

Charles Allis Art Museum

Brady Street

4.5/5(137 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.

Brady Street

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 top-notch restaurants while you're in the area.

Cass Street Park

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

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

$32
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Private Professional Photoshoot in Milwaukee

Private Professional Photoshoot in Milwaukee

$223
per adult
Private Professional Photoshoot 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.