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.
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

2.5 out of 5
Price was CA $1,118, price is now CA $980 per person
CA $980
per person
Jun 18 - Jun 23
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
8.8/10 Excellent! (548 reviews)
Everything was very good

Reviewed on Mar 29, 2026

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,295, price is now CA $1,091 per person
CA $1,091
per person
May 11 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very Good! (685 reviews)
great place to stay

Reviewed on Apr 7, 2026

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

2.5 out of 5
Price was CA $1,313, price is now CA $1,165 per person
CA $1,165
per person
May 11 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (943 reviews)
Breakfast was good and the location is very convenient.

Reviewed on Apr 3, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Avenues West
Price was CA $1,336, price is now CA $1,192 per person
CA $1,192
per person
May 11 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,316 reviews)
Old school very retro but also very clean. Big rooms and very clean and quiet.

Reviewed on Apr 4, 2026

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3 out of 5
Westown
Price was CA $1,393, price is now CA $1,258 per person
CA $1,258
per person
May 11 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,006 reviews)
Excellent location to fiserv Arena, affordable, clean !

Reviewed on Apr 6, 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 $305 per night from May 11 to May 12
CA $305
CA $360 total
May 11 - May 12
includes taxes & fees
9.6/10 Exceptional! (2,060 reviews)
Very clean and comfortable. Staff were helpful and rapid in any needs I had. Check out the pool on 23rd floor! Amazing view and the pool is very nice.

Reviewed on Apr 10, 2026

The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 13 to Apr 14
CA $193
CA $228 total
Apr 13 - Apr 14
includes taxes & fees
9.2/10 Wonderful! (1,429 reviews)
Worth it!!!

Reviewed on Apr 10, 2026

Potawatomi Hotel & Casino
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
The price is CA $249 per night from Apr 20 to Apr 21
CA $249
CA $294 total
Apr 20 - Apr 21
includes taxes & fees
9.8/10 Exceptional! (2,622 reviews)
Gorgeous hotel and amazing staff!

Reviewed on Apr 9, 2026

Saint Kate - The Arts Hotel
See all 1,320 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Greenfield vacation package cost?
Offering great value package deals from CA $980 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

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.