Greendale Vacations from $521
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.
County Clare Irish Hotel & Pub
Downtown Milwaukee
Price was $692, price is now $521 per person
$521
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (1,008 reviews)
Great older place that was in a nice, older neighborhood. Near enough to bars and restaurants to walk or short car hire. Overall, pretty quiet. Good Irish pub food downstairs and the free continental breakfast was perfect bonus! Overall very nice experience!
Reviewed on Oct 7, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $775, price is now $565 per person
$565
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,405 reviews)
Rooms very clean. Staff friendly. Walkable with lots of things near by.
Reviewed on Oct 3, 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
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
$32
per adult
Private Professional Photoshoot in Milwaukee
$223
per adult
Greendale Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave, Milwaukee, WI
$205 nightly
The price is $242 total per night from Nov 5 to Nov 6
$242 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (1,762 reviews)
"Historic hotel, beautiful interior design showcasing artwork. Artist Sasha was talented, friendly and a great person to meet. Rooftop interior pool and luxe condition and quality was outstanding. Highly recommend this hotel for a first visit to Milwaukee."
Reviewed on Oct 6, 2025
Potawatomi Hotel & Casino
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Nov 3 to Nov 4
$183 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (1,348 reviews)
"Fabulous clean room, wonderful staff, great food options! Got a room for a girls night and had a blast! The only issue we had was we wish there was a outdoor patio or area or balcony option. Comfy sheets, pillows, beautiful large bathrooms. Fun gaming options."
Reviewed on Oct 7, 2025
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street, Milwaukee, WI
$110 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,919 reviews)
"2nd time"
Reviewed on Oct 7, 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.
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.