Greenfield Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Danielle Hoffman

Where to stay in Greenfield

Find the best Greenfield areas and neighborhoods for the activities you enjoy most. Learn more about Greenfield
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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 4.645.475 ₫ per night from 30 Jan to 31 Jan
4.645.475 ₫
5.477.013 ₫ total
30 Jan - 31 Jan
includes taxes & fees
9.4/10 Exceptional! (1,872 reviews)
The Pfister exceeded my expectations. The staff was exceptional. The entire hotel sparkled.

Reviewed on 11 Jan 2026

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 3.973.022 ₫ per night from 24 Jan to 25 Jan
3.973.022 ₫
4.684.192 ₫ total
24 Jan - 25 Jan
includes taxes & fees
9.6/10 Exceptional! (2,515 reviews)
Great hotel! So fun and unique. Very clean and personalized

Reviewed on 11 Jan 2026

Saint Kate - The Arts Hotel
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is 3.759.094 ₫ per night from 27 Jan to 28 Jan
3.759.094 ₫
4.431.970 ₫ total
27 Jan - 28 Jan
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Wonderful stay!

Reviewed on 9 Jan 2026

The Iron Horse Hotel
See all 1,272 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

Outfield sign at miller park

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.

American Family Field
Harley-Davidson Museum showing interior views

Harley-Davidson Museum

You can spend an afternoon browsing the exhibits at Harley-Davidson Museum in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Harley-Davidson Museum
Downtown, Milwaukee

Marquette University

Explore the campus of Marquette University during your visit to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Marquette University