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.
The Iron Horse Hotel
Fifth Ward
CA $1,174
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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
The Pfister Hotel
Downtown Milwaukee
CA $1,197
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.6/10 Exceptional! (2,221 reviews)
We had a nice stay but we did find two used robes in the closet of our suite. So someone forgot to remove them from previous guests. Also we were not supplied with any coffee pods or mugs for our coffee maker. Just two water bottles. We called and requested coffee and mugs in the morning, but didn’t receive them before checkout. The front desk staff was not very friendly when we called about the coffee. And some of us were offered champagne at checkout while some of us weren’t. The valet staff was very friendly and attentive so we appreciated that.
Reviewed on Aug 26, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
CA $1,360
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.8/10 Exceptional! (2,661 reviews)
From arrival to departure, we loved everything about Saint Kate Hotel. All of the staff (front desk, housekeeping, restaurant, bar) were friendly and service oriented. We loved our room and it's artsy amenities and the bed was very comfortable. I even bought some of the erasure bars of soap to take home. We enjoyed the restaurant and music and drinks at the bar. I highly recommend the Saint Kate Hotel for a couple who wants to enjoy the artistic environment (including gallery) and wants a friendly and lovely place to stay.
Reviewed on Aug 26, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
CA $1,290
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.4/10 Exceptional! (401 reviews)
We stayed in a King Deluxe room- it was spacious and left luxurious with cathedral ceilings and a large bathroom. They did provide towels and basic “hotel” amenities which was great- but we were on the main floor (floor 1) which does NOT have a common area for dining and workspace. We had access to the 2nd floor, but it was a bit inconvenient and far from where we were at. Also the reason for 4 stars instead of 5.. the parking is HORRIBLE. The paid parking garage is across and down the street slightly so your car is quite a walk from where you get into the hotel. The parking garage staff aren’t very kind/helpful and there’s VERY LIMITED signage on how to enter and exit. You have to go to the glass doors and ask a front desk security agent to let you up to your floor you are parked on. Knowing that we would have just done paid parking closer. They do have a line you can text for assistance but they do take a little bit to reply. Overall good experience but definitely for quite possibly single quick travelers wanting a “self-checkout” experience.
Reviewed on Aug 25, 2026
Where to stay in Greenfield
Find the best Greenfield areas and neighborhoods for the activities you enjoy most. Learn more about Greenfield
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.
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.
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.
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.
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
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (1,535 reviews)
"Faucet airator was plugged in bathroom sink as water barely came out. Walls needed painting and back security door would not latch shut."
Reviewed on Aug 26, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $207
CA $244 total
Sep 13 - Sep 14
includes taxes & fees
9.6/10 Exceptional! (2,230 reviews)
"We had a nice stay but we did find two used robes in the closet of our suite. So someone forgot to remove them from previous guests. Also we were not supplied with any coffee pods or mugs for our coffee maker. Just two water bottles. We called and requested coffee and mugs in the morning, but didn’t ..."
Reviewed on Aug 26, 2026
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
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 $1,174 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?
- 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.
- 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.
- 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.
- 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
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
CA $143
per adult
Small Group Kayak Tour of Skyline in Milwaukee
CA $117
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.