Greendale Trips (flight + hotel)

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Top hotels in Greendale

Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is P7,286 per night from Jul 8 to Jul 9
P7,286
P8,590 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,786 reviews)
"Excellent stay. Enjoyed all the amenities. Great location- close to everything"

Reviewed on Jun 22, 2025

Drury Plaza Hotel Milwaukee Downtown
Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel
3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is P4,972 per night from Jun 29 to Jun 30
P4,972
P5,743 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (285 reviews)
"overall good experience"

Reviewed on Jun 20, 2025

Sheraton Milwaukee Brookfield Hotel
Motel 6 Oak Creek, WI
Motel 6 Oak Creek, WI
2 out of 5
1201 W College Ave, Oak Creek, WI
Fully refundableReserve now, pay when you stay
The price is P3,143 per night from Jun 26 to Jun 27
P3,143
P3,674 total
Jun 26 - Jun 27
includes taxes & fees
6.6/10 (1,011 reviews)
"Like that they have a great staff"

Reviewed on Jun 22, 2025

Motel 6 Oak Creek, WI
See all 1,406 properties in Greendale
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.

Frequently asked questions

How much does a Greendale vacation package cost?
You'll find cheap prices on Expedia for your Greendale break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Greendale costs.
What are the cheapest months to go to Greendale?
To pick up cheap Greendale vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Greendale?
The ideal length for your Greendale vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Greendale package deals?
Use Expedia's filter tool to help you find some fabulous Greendale package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Greendale package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Greendale vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations individually. Better still, you can customize your Greendale trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Greendale?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Greendale break.
How to plan a trip to Greendale?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Greendale.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Greendale.
  3. Decide your trip length: Consider how long you want to spend discovering Greendale. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Greendale vacation package.

What to do in Greendale

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

P279
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

P1,348
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

P505
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
See all activities in Greendale
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.