Upper East Side Holidays

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Where to stay in Upper East Side

Find the best Upper East Side areas and neighborhoods for the activities you enjoy most. Learn more about Upper East Side
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Upper East Side

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 Rp3.775.010 per night from 19 Apr to 20 Apr
Rp3.775.010
Rp4.450.749 total
19 Apr - 20 Apr
includes taxes & fees
9.6/10 Exceptional! (2,057 reviews)
Excellent

Reviewed on 10 Apr 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 Rp2.384.055 per night from 12 Apr to 13 Apr
Rp2.384.055
Rp2.811.134 total
12 Apr - 13 Apr
includes taxes & fees
9.2/10 Wonderful! (1,427 reviews)
The people and facility are very nice. The food at the restaurants (including breakfast) is really not good--the baked goods are not fresh and the ingredients look pretty processed. Be aware that there is a strong fragrance added throughout the space including the upper levels.

Reviewed on 9 Apr 2026

Potawatomi Hotel & Casino
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
The price is Rp3.073.915 per night from 20 Apr to 21 Apr
Rp3.073.915
Rp3.624.146 total
20 Apr - 21 Apr
includes taxes & fees
9.8/10 Exceptional! (2,619 reviews)
Gorgeous hotel and amazing staff!

Reviewed on 9 Apr 2026

Saint Kate - The Arts Hotel
See all 1,132 properties in Upper 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 an Upper East Side holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Upper East Side from just . And the more you bundle, the more dollars you save. Your dream holiday has never been so affordable.
How do I get a cheap travel package to Upper East Side?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you money too. An Upper East Side holiday package makes it a breeze to create your dream adventure. With more than 550 airlines around the world to choose from, finding flights that suit your busy schedule won't be hard. In addition to that, we have over 1,000,000 hotel options globally to choose from. Now that's choice! No matter who you are, Expedia can show you the world.
Where should I stay in Upper East Side?
Make sightseeing easier by staying in a hotel just a stone's throw away from Upper East Side's main attractions. Milwaukee Art Museum and American Family Field are two of the best in the area.
What are the top hotels in Upper East Side?
If it's your very first time in Upper East Side, make a reservation at Flexhome East Side Studio Es2 - Uwm+rooftop+lounge or A Must See 1897 Historic Victorian In A Fantastic Safe Area. Both hotels will make you feel at home and are favourites with lots of travellers.
How far in advance should I book my Upper East Side holiday?
Savvy travellers book early. Airlines typically release flight tickets up to a year ahead of departure, and this is a perfect opportunity to pick up some of the lowest prices. Just been told you should take all your holiday days next month? That's fine too — Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Upper East Side travel package include?
That depends on what type of escape you have in mind. Upper East Side holiday deals can include car rentals, hotels and flights. You can mix and match to create the package that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking an Upper East Side travel package?
When you book your hotels, flights and car rentals together, you'll pick up fantastic discounts. Whether you're organising a mountain getaway in a cabin or would rather stay in a luxurious city hotel, Expedia will help make it happen.
Can I choose my airline with an Upper East Side Expedia holiday package?
You can, and with over 550 airlines to pick from across the globe, you've got lots of choice. Have a look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Upper East Side holiday package?
Don't worry if you're rethinking your Upper East Side holiday package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We know your circumstances can change suddenly, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Popular places to visit

Henry W. Maier Festival Park

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Henry W. Maier Festival Park
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
Buildings along the Milwaukee River at night, in Milwaukee, Wisconsin.

Milwaukee River Walk

4.5/5(8 reviews)

After visiting Milwaukee River Walk, make a plan to see the other sights and activities in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Milwaukee River Walk

Things to do

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

Rp84.790
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Picture 2 for Activity Milwaukee Ghosts: Macabre Milwaukee Haunted Walking Tour

Milwaukee Morbid Mirrorlight Ghost Tours

Rp542.656
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

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

Rp152.452
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through 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.