Greendale Vacations from $380
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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.
Kinn Guesthouse Bay View
Bay View
Price was $468, price is now $380 per person
$380
per person
Jul 12 - Jul 14
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (462 reviews)
Love the decor. Felt like home! Walking distance to coffee & dinner places was great!
Reviewed on May 8, 2026
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,031, price is now $758 per person
$758
per person
Jul 2 - Jul 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (2,101 reviews)
The staff was very helpful and kind. Beautiful facility
Reviewed on May 25, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $845, price is now $676 per person
$676
per person
Jul 2 - Jul 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,639 reviews)
Love staying here. It is such a cool hotel. We didn't eat at the restaurant but the pizza place was delicious. Nightly music in the bar area. Located in a very walkable area. Would stay there again
Reviewed on May 26, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was $861, price is now $690 per person
$690
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,488 reviews)
Very clean and up to date hotel.
We had a great view of Am Fam Field and a beautiful room! Heard the front desk say it was sold out….but we never heard any noise or anything from our room.
Would stay again in a heartbeat!
Shuttle to Brewers game is also very handy!
Reviewed on May 25, 2026
The Brewhouse Inn & Suites
Westown
Price was $1,143, price is now $926 per person
$926
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.6/10 Exceptional! (1,064 reviews)
This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance.
The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar.
We will be back!
Reviewed on May 21, 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
Small Group Kayak Tour of Skyline in Milwaukee
$83
per adult
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
$9
per adult
80% of travellers recommend
Greendale Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $189 total per night from Jun 3 to Jun 4
$189 total
Jun 3 - Jun 4
Total with taxes and fees
9.2/10 Wonderful! (1,495 reviews)
"Spent a wonderful weekend at Potawatomi Casino and Hotel. The entire staff was polite, courteous, friendly and helpful. The room and bathroom were clean and spacious- we were on the 19th floor. The location was close to everything- American Family Field, great restaurants, etc... The casino had so ..."
Reviewed on May 26, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $246 total per night from Jun 7 to Jun 8
$246 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (2,112 reviews)
"The staff was very helpful and kind. Beautiful facility"
Reviewed on May 25, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $278 total per night from May 31 to Jun 1
$278 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (1,146 reviews)
"The room was a bit dirty with a used bar of soap left in the shower. By 5pm on Sunday housekeeping hadn’t made up our room so we decided to skip it."
Reviewed on May 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.
