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.
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was CA $1,325, price is now CA $1,109 per person
CA $1,109
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
7.8/10 Good! (1,008 reviews)
Clean room easy smooth check in

Reviewed on Apr 3, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,784, price is now CA $1,365 per person
CA $1,365
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,047 reviews)
Service was perfect! Strongly recommend the top floor bar! Wonderful views!

Reviewed on Apr 9, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was CA $1,353, price is now CA $1,116 per person
CA $1,116
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.4/10 Exceptional! (456 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,392, price is now CA $1,163 per person
CA $1,163
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,417 reviews)
Clean room, nice casino

Reviewed on Apr 3, 2026

Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was CA $1,556, price is now CA $1,305 per person
CA $1,305
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
6.8/10 (1,004 reviews)
This is our go-to hotel in Milwaukee. Great location for shows. We have stayed here a few times. Parking is very convenient. The parking garage is connected to the hotel. The breakfast is great! Never had a problem. And, its really quiet.

Reviewed on Apr 4, 2026

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 $301 per night from Apr 30 to May 1
CA $301
CA $355 total
Apr 30 - May 1
includes taxes & fees
9.6/10 Exceptional! (2,056 reviews)
Beautiful building and nice location. We really loved our stay in this hotel.

Reviewed on Apr 9, 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 12 to Apr 13
CA $193
CA $228 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (1,426 reviews)
The people and facility are very nice. The food at the restaurants (including breakfast) is really not good--the baked goods are not fresh and the ingredients look pretty processed. Be aware that there is a strong fragrance added throughout the space including the upper levels.

Reviewed on Apr 9, 2026

Potawatomi Hotel & Casino
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 $257 per night from Apr 20 to Apr 21
CA $257
CA $303 total
Apr 20 - Apr 21
includes taxes & fees
9.8/10 Exceptional! (2,617 reviews)
Staff were very informative and efficient!

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.
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Frequently asked questions

How much does a Greenfield vacation package cost?
Offering great value package deals from CA $1,109 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.