Greendale Vacations from $471
Book a Hotel + Flight or Car together to unlock savings
Your Greendale Vacation
Say farewell to planning hassles and hello to a Greendale vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Historic Third Ward, which is great for shopping, festivals and history. Every trip to Greendale needs a well-thought-out itinerary. Fill yours with major attractions such as American Family Field, Wisconsin State Fair Park and The Rock Sports Complex. Stop dreaming and start doing. Explore the multitude of options on Expedia today and put your Greendale vacation plans into motion!
The Latest Greendale vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Milwaukee
Westown
Price was $587, price is now $471 per person
$471
per person
May 8 - May 11
found 2 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
8.4/10 Very Good! (1,075 reviews)
Prior guest left heater on full blast. After a couple hours maintenance came up and unlocked the window so it was open a crack. By the end of the 4 days it was still 70-75 degrees in the room and -15 degree out side. I wish they would leave the AC active or have part of check out be that the heater is off and or have fans to blow in cold air and cool off rooms.
Reviewed on Feb 25, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was $803, price is now $581 per person
$581
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Was room was spotless and beautiful. The view from my room was amazing. Definitely will be staying with them again
Reviewed on Feb 25, 2026
Lake Lawn Resort
Price was $612, price is now $480 per person
$480
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
Room was clean. Food at the lookout bar is excellent! Espresso martinis were great at the 1878! We come here atleast three times a year.
Reviewed on Feb 18, 2026
DoubleTree by Hilton Milwaukee - Brookfield
Price was $619, price is now $498 per person
$498
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
The staff was extremely friendly. However my toilet barely worked it took five flushes every time I used it and the breakfast was awful. The eggs were powdered the bacon was cold the potatoes were mushy the orange juice was water with orange coloring and the coffee was cold the worst $15 breakfast I've ever had. However all that being said the cookies were fantastic.
Reviewed on Feb 11, 2026
Sheraton Milwaukee Brookfield Hotel
Price was $794, price is now $639 per person
$639
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
8.4/10 Very Good! (500 reviews)
Room was spotless and clean. Greeted at check in with a glass of tasty champagne. Check in was easy and fast. Hotel is in a great area and the staff was so nice and helpful. I’ll be staying here again
Reviewed on Feb 26, 2026
Discover the most popular places to visit in Greendale
American Family Field
Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.
Harley-Davidson Museum
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Milwaukee County Zoo
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
What to do in Greendale
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
$9
per adult
80% of travellers recommend
Milwaukee Best Street Food Tour With A Local Guide
$99
per adult
Greendale Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $185 total per night from Mar 19 to Mar 20
$185 total
Mar 19 - Mar 20
Total with taxes and fees
9.6/10 Exceptional! (2,005 reviews)
The location is beautiful. Staff was amazing. The room was comfortable and great
Reviewed on Feb 26, 2026
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $167 total per night from Mar 22 to Mar 23
$167 total
Mar 22 - Mar 23
Total with taxes and fees
9.8/10 Exceptional! (2,572 reviews)
Wonderful art everywhere, clean and spacious room. Very convenient self-park without going outside (valet is available too). Can walk indoors to adjacent Pabst Theatre and Milwaukee Rep Theatres. Several dining options.
Reviewed on Feb 26, 2026
The Knickerbocker on the Lake
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $137 total per night from Mar 12 to Mar 13
$137 total
Mar 12 - Mar 13
Total with taxes and fees
8.8/10 Excellent! (1,017 reviews)
Great stay, definitely going to be booking here for future visits to Milwaukee
Reviewed on Feb 26, 2026
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.
Find the Best Greendale Vacation Packages
Greendale Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Population | 14,300 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Harley-Davidson Museum, Milwaukee County Zoo and Milwaukee Art Museum |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.