Upper East Side Trips (flight + hotel)

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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
Milwaukee

Downtown Milwaukee

Known for its fantastic nightlife, stunning river views, and acclaimed art galleries, there's plenty to explore in Downtown Milwaukee. Top attractions like Lake Michigan and Pabst Theater are major draws. Catch the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop to see more of the city.

Find hotels in Downtown Milwaukee

Top hotels in Upper East Side

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
The price is P7,210 per night from Jul 8 to Jul 9
P7,210
P8,501 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,779 reviews)
A great place to stay in downtown Milwaukee.
"A great place to stay in downtown Milwaukee. All members of staff were friendly and helpful, especially Angel (a great sense of humour). The buffet breakfast and free evening buffet with drinks are a nice touch. Very easy access to most downtown areas. Offers very good value for money. Would thoroughly ..."

Reviewed on Jun 25, 2025

Drury Plaza Hotel Milwaukee Downtown
Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel
3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is P4,468 per night from Jul 20 to Jul 21
P4,468
P5,161 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (289 reviews)
"Convenient and clean"

Reviewed on Jun 25, 2025

Sheraton Milwaukee Brookfield Hotel
Motel 6 Oak Creek, WI
Motel 6 Oak Creek, WI
2 out of 5
1201 W College Ave, Oak Creek, WI
Fully refundableReserve now, pay when you stay
The price is P3,110 per night from Jun 29 to Jun 30
P3,110
P3,636 total
Jun 29 - Jun 30
includes taxes & fees
6.6/10 (1,006 reviews)
"Kim was helpful"

Reviewed on Jun 24, 2025

Motel 6 Oak Creek, WI
See all 1,255 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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Upper East Side from just . And the more you bundle, the more dollars you save. Your dream vacation 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 vacation 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 favorites with lots of travelers.
How far in advance should I book my Upper East Side vacation?
Savvy travelers 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 vacation 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 vacation 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 organizing 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 vacation 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 vacation package?
Don't worry if you're rethinking your Upper East Side vacation 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.

Things to do

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

P279
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
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

P1,348
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

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

P505
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.