Greendale Vacations from $631
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.
The Pfister Hotel
Downtown Milwaukee
Price was $1,457, price is now $1,010 per person
$1,010
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,115 reviews)
The Pfister Hotel is a lovely place to stay at. It's breathtaking, the food was delicious, very clean, and the staff was fabulous. We enjoyed our time at the lobby enjoying a drink and the music provided by the piano player. I highly recommend The Pfister when visiting Milwaukee/
Reviewed on May 29, 2026
Kinn Guesthouse Bay View
Bay View
Price was $1,045, price is now $875 per person
$875
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.4/10 Exceptional! (462 reviews)
Kinn Guesthouses are a great place to stay if you don’t mind no front desk and coded entries. We’ve found them to have large rooms which are tastefully decorated, comfortable and quiet. The common area is stocked with teas, coffee and breakfast cereals which you can use.
Be sure to contact property directly before you arrive for entry code. Expedia apparently does not share contact information with Kinn so you can access the room. Therefore they have no way to send you this information This can result in check-in delay until you find a person affiliated with Kinn to update you with this info.
Reviewed on May 29, 2026
The Iron Horse Hotel
Fifth Ward
Price was $1,189, price is now $1,000 per person
$1,000
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,126 reviews)
Hotel was great! Very unique, artwork, and inside and outdoor dining area was amazing. Room was very roomy and will definitely be back.
Reviewed on May 29, 2026
The Ingleside Hotel
Price was $855, price is now $724 per person
$724
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
8.6/10 Excellent! (800 reviews)
Clean rooms and overall property. Friendly staff and helpful instructions.
Only thing lacking is a smart tv in rooms.
Reviewed on May 25, 2026
Discover the most popular places to visit in Greendale
American Family Field
4.5/5(777 reviews)
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
4.5/5(342 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(226 reviews)
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
Skip the Line: Museum Admission Ticket - Grohmann Museum
$5
per adult
Small Group Kayak Tour of Skyline in Milwaukee
$83
per adult
Greendale Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $195 total per night from Jun 1 to Jun 2
$195 total
Jun 1 - Jun 2
Total with taxes and fees
9.2/10 Wonderful! (1,503 reviews)
"Gorgeous hotel and rooms were very nice!!"
Reviewed on May 30, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $223 total per night from Jun 21 to Jun 22
$223 total
Jun 21 - Jun 22
Total with taxes and fees
9.6/10 Exceptional! (2,114 reviews)
"The Pfister Hotel is a lovely place to stay at. It's breathtaking, the food was delicious, very clean, and the staff was fabulous. We enjoyed our time at the lobby enjoying a drink and the music provided by the piano player. I highly recommend The Pfister when visiting Milwaukee/"
Reviewed on May 29, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Jun 28 to Jun 29
$119 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (849 reviews)
"Beautiful decor, clean rooms except there were gnats in the room and from one nights stay, my son had about 9 bug bites on his leg. Also, there’s no microwave in the room."
Reviewed on May 30, 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.