Greendale Vacations from $402
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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.
DoubleTree by Hilton Milwaukee - Brookfield
Price was $504, price is now $402 per person
$402
per person
Jan 2 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Milwaukee (MKE)
16.8/10 Exceptional! (1,001 reviews)
Clean room, most comfortable bed and pillows I’ve experienced in a hotel. There’s a bar and grill that offer food! Staff was very knowledgeable and pleasant.
Reviewed on Nov 17, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $666, price is now $495 per person
$495
per person
Jan 2 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Milwaukee (MKE)
19.6/10 Exceptional! (2,425 reviews)
The check-in was seamless. Nacho was so friendly and helpful! Our room was amazing! We couldn’t be happier!
Reviewed on Nov 24, 2025
Potawatomi Hotel & Casino
Menomonee River Valley
Price was $817, price is now $629 per person
$629
per person
Jan 2 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Milwaukee (MKE)
18/10 Exceptional! (1,357 reviews)
The hotel was beautiful, the room was super clean and the staff were super nice! Very good experience!
Reviewed on Nov 21, 2025
The Iron Horse Hotel
Fifth Ward
Price was $649, price is now $526 per person
$526
per person
Jan 2 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Milwaukee (MKE)
18.4/10 Exceptional! (1,008 reviews)
All was great. Great staff, great room. Would definitely stay there again.
Reviewed on Nov 16, 2025
Discover the most popular places to visit in Greendale
Harley-Davidson Museum
4.5/5(337 reviews)
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
4.5/5(217 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
Milwaukee Art Museum
4.5/5(400 reviews)
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
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
$107
per adult
Greendale Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $140 total per night from Dec 15 to Dec 16
$140 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (1,782 reviews)
We had an amazing stay! The staff were warm and welcoming, the room was large and spotless, and the entire hotel felt luxurious. The lobby alone was breathtaking—truly an unforgettable experience!
Reviewed on Nov 17, 2025
Hilton Milwaukee
509 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Dec 7 to Dec 8
$115 total
Dec 7 - Dec 8
Total with taxes and fees
8.2/10 Very Good! (1,079 reviews)
Clean room… friendly staff
Reviewed on Nov 18, 2025
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Nov 26 to Nov 27
$109 total
Nov 26 - Nov 27
Total with taxes and fees
8.4/10 Very Good! (1,201 reviews)
The staff was really nice and helpful. The room was clean and it’s in a great location.
Reviewed on Nov 18, 2025
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.