Greendale Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Greendale

Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 19 Aug to 20 Aug
S$126
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (1,193 reviews)
Relaxed atmosphere.
"We really enjoyed our stay. The staff was friendly, the music was awesome, the food was pretty good. My only take is if you had a non pork option for some of us that don't eat pork. But rather than that? Everything else was spot on. I also surfaced cleaned before I left. Because the staff work do ..."

Reviewed on 29 Jul, 2025

Sonesta Select Milwaukee Brookfield
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 S$130 per night from 10 Aug to 11 Aug
S$130
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (350 reviews)
"I was able to do an early check in, the room was clean"

Reviewed on 28 Jul, 2025

Sheraton Milwaukee Brookfield Hotel
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 10 Aug to 11 Aug
S$155
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Everything was very nice. Clean comfortable room and the staff was friendly and welcoming."

Reviewed on 24 Jul, 2025

Four Points by Sheraton Milwaukee North Shore
See all 1,386 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.

Popular places to visit

Harley-Davidson Museum showing interior views

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.

Harley-Davidson Museum

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Henry W. Maier Festival Park

Harley Davidson Factory

Take the family on an outing to Harley Davidson Factory during your trip to Menomonee Falls. Experience the area's lively festivals or attend a sporting event.

Harley Davidson Factory

What to do in Greendale

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

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

S$12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
Kayaks Rentals Everyday

Milwaukee Kayak Rental

S$70
per adult
Milwaukee Kayak Rental
See all activities in Greendale

Frequently asked questions

How much does a Greendale holiday 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 holiday to Greendale costs.
What are the cheapest months to go to Greendale?
To pick up cheap Greendale holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Greendale holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and accommodation individually. Better still, you can customise 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 holiday 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 accommodation, 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 personalised Greendale holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.