Greenfield Holidays

Photo by Danielle Hoffman

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Greenfield

Find the best Greenfield areas and neighborhoods for the activities you enjoy most. Learn more about Greenfield
Milwaukee

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Greenfield

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$232 per night from 16 Jan to 17 Jan
S$232
16 Jan - 17 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (1,818 reviews)
Everything was fabulous

Reviewed on 18 Dec, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$195 per night from 28 Dec to 29 Dec
S$195
28 Dec - 29 Dec
includes taxes & fees
9.6/10 Exceptional! (2,481 reviews)
Great check in, efficient

Reviewed on 15 Dec, 2025

Saint Kate - The Arts Hotel
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 S$152 per night from 18 Jan to 19 Jan
S$152
18 Jan - 19 Jan, 2026
includes taxes & fees
9.6/10 Exceptional! (1,993 reviews)
Friendly staff, variety of breakfast food options.

Reviewed on 14 Dec, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,339 properties in Greenfield
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 Greenfield holiday package cost?
You'll find cheap prices on Expedia for your Greenfield escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Greenfield costs.
What are the cheapest months to go to Greenfield?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Greenfield holiday packages and you could score some great off-season deals.
How many days is enough for Greenfield?
Generally, a handful of days is enough to check out the main attractions during your Greenfield holiday. However, if you want to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Greenfield package deals?
Use Expedia's filter tool to help you find some tempting Greenfield package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Greenfield package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Greenfield holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a personalised Greenfield holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Greenfield?
If you're planning an impromptu Greenfield trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Greenfield?

  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to visit Greenfield.
  2. Budget wisely: In addition to the price of your accommodation, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Greenfield.
  3. Work out your trip length: Consider how long you want to spend exploring Greenfield. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Greenfield holiday package that brings all your bookings together.

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 lively breweries while you're in the area.

Henry W. Maier Festival Park

Harley Davidson Powertrain Operations

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 Powertrain Operations

Things to do

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
King Gambrinus at Best Place at the Historic Pabst Brewery.

Discover Iconic Milwaukee Tour

S$79
per adult
96% of travellers recommend
Discover Iconic Milwaukee Tour
See all activities in Milwaukee

* 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.