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 Milwaukee
Lake Michigan and Cathedral Square 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.
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.
Wauwatosa
1 out of top 10 points of interest in this area
Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.
Historic Third Ward
Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.
Westown
2 out of top 10 points of interest in this area
While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.
Top hotels in Upper East Side
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
Rp1.664.700
Rp1.962.682 total
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,531 reviews)
"The hotel was very good, the doorman and customer service at the desk were excellent. The hotel was very clean and we enjoyed our stay. I think the $36 for overnight parking was high, but other than that the stay was excellent. Everything we wanted to do (Pabst theatre, Usinger's sausage, riverwalk) ..."
Reviewed on 14 Oct 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
Rp1.136.829
Rp1.313.037 total
1 Nov - 2 Nov
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
Rp2.129.921
Rp2.511.178 total
1 Nov - 2 Nov
includes taxes & fees
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.
Stay near popular Upper East Side attractions
Miramar Theatre
You can make plans for a show at Miramar Theatre during your trip to Milwaukee.
Things to do
Milwaukee Morbid Mirrorlight Ghost Tours
Rp431.184
per adult
100% of travellers recommend
Skip the Line: Museum Admission Ticket - Grohmann Museum
Rp89.830
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.