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.
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee
CA $827
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (1,006 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $929
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,291 reviews)
Great and helpful service, place has a great vibe. I had some minor quibbles with the room (TV issues and some bathroom oddities, walls seemed to be a bit thin) but otherwise I enjoyed my brief stay.

Reviewed on Aug 26, 2026

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

Wauwatosa
CA $953
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!

Reviewed on May 21, 2026

The Westin Milwaukee

The Westin Milwaukee

Downtown Milwaukee
CA $885
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (970 reviews)
First no microwave in the room. N the mini frig was up so high that my drinks froze!

Reviewed on Aug 24, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee
CA $848
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,005 reviews)
Nice

Reviewed on Aug 27, 2026

Where to stay in Greenfield

Find the best Greenfield areas and neighborhoods for the activities you enjoy most. Learn more about Greenfield
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

1 out of top 10 points of interest in this area

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A stone bridge with a wooden walkway surrounded by lush greenery.

Wauwatosa

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

1 out of top 10 points of interest in this area

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Greenfield Hotel Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very good! (1,537 reviews)
"We had a glitch with our reservation but the staff, literally bent over backwards to help us solve the issue. We were so grateful! The rooms were very nice, and the location for restaurants, shopping, and frozen yogurt was great!"

Reviewed on Aug 27, 2026

AmericInn by Wyndham Brookfield
The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $214
CA $252 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (2,231 reviews)
"Location and amenities are the best"

Reviewed on Aug 27, 2026

The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $104
CA $121 total
Sep 10 - Sep 11
includes taxes & fees
8.4/10 Very good! (1,139 reviews)
"Room was clean 👌"

Reviewed on Aug 25, 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,357 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 vacation package cost?
Offering great value package deals from CA $827 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.

Things to do

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $23
per adult
Downtown Milwaukee Walking Tour
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

CA $143
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $117
per adult
Small Group Kayak Tour of Skyline in Milwaukee
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.