Greenfield Vacation Packages

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Your Greenfield Vacation

When a fun city break is calling, answer it with a Greenfield vacation package. The neighborhood of Historic Third Ward, which is good for shopping, festivals and history, makes a great base for your adventures. Every trip to Greenfield needs a well-planned itinerary. Fill yours with major attractions like American Family Field, Mitchell Park Horticultural Conservatory and Milwaukee County Zoo. Whoever you're taking time off with and whether your budget is big or small, your ultimate Greenfield vacation is only clicks away with Expedia.

Top Holiday Package Deals in Greenfield

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $810, price is now CA $692 per person
CA $692
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
The staff was extremely friendly. However my toilet barely worked it took five flushes every time I used it and the breakfast was awful. The eggs were powdered the bacon was cold the potatoes were mushy the orange juice was water with orange coloring and the coffee was cold the worst $15 breakfast I've ever had. However all that being said the cookies were fantastic.

Reviewed on Feb 11, 2026

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was CA $1,134, price is now CA $939 per person
CA $939
per person
Mar 26 - Mar 31
found 15 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.6/10 Excellent! (1,644 reviews)
Great atmosphere, staff were very nice and friendly

Reviewed on Feb 20, 2026

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,210, price is now CA $1,008 per person
CA $1,008
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
The historical aspect of this being the Pabst Blue Ribbon brewery from 1876 was very cool with the enormous brewing eqipment and the preservation of the historic building. Staff was great and always had a smile on their face. Bar was fun with good food and reasonably priced drinks. The suite was clean and I love this place. Will be back and thank you for a great one night stay!

Reviewed on Feb 18, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,312, price is now CA $1,100 per person
CA $1,100
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
This stay was absolutely perfect. This is better than any experience I’ve had at an upscale hotel. They put the people first.

Reviewed on Feb 18, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,001, price is now CA $854 per person
CA $854
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Everything was wonderful

Reviewed on Feb 17, 2026

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

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotels in Downtown Milwaukee

Greenfield Hotel Deals

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 CA $184 per night from Mar 9 to Mar 10
CA $184
CA $217 total
Mar 9 - Mar 10
includes taxes & fees
9.6/10 Exceptional! (1,985 reviews)
Staff was great & extremely responsive. The property was very cool & we look forward to staying again!

Reviewed on Feb 19, 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 CA $184 per night from Mar 9 to Mar 10
CA $184
CA $217 total
Mar 9 - Mar 10
includes taxes & fees
9.8/10 Exceptional! (2,561 reviews)
Yes

Reviewed on Feb 19, 2026

Saint Kate - The Arts Hotel
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Mar 8 to Mar 9
CA $127
CA $150 total
Mar 8 - Mar 9
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Yes room was lovely

Reviewed on Feb 20, 2026

The Knickerbocker on the Lake
See all 1,299 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.
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Frequently asked questions

How much does a Greenfield vacation package cost?
Offering great value package deals from CA $692 on Expedia, you'll be pleasantly surprised at how much a vacation to Greenfield costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenfield?
You can typically find lower prices and greater availability in January, February and November. Check out our cheap Greenfield vacation packages and you could get some great off-season deals.
How many days is enough for Greenfield?
With around 2 days, you'll have enough time to enjoy popular neighbourhoods such as Mitchell West and College Heights during your Greenfield vacation. Make sure to also add Milwaukee County Zoo and Milwaukee Mile to your sightseeing itinerary. Looking for more adventures? Consider exploring outside of Greenfield on day trips and tours.
How to find the best Greenfield package deals?
Begin your search for a Greenfield package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Greenfield package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Greenfield escape underway.
Is it cheaper to book a Greenfield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Greenfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Greenfield?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Greenfield vacation.
How to plan a trip to Greenfield?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Greenfield.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your accommodations will probably be the largest expense during your trip to Greenfield.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Greenfield. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Greenfield vacation package for you.

Discover the most popular places to visit in Greenfield

Harley-Davidson Museum featuring 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
Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

Things to do

2 Hour Milwaukee Scavenger Hunt Game

Milwaukee Scavenger Hunt Walking Tour and Game

CA $67
per adult
Milwaukee Scavenger Hunt Walking Tour and Game
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.