Greenfield Vacations from $604
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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.
The Latest Greenfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Dubbel Dutch
Downtown Milwaukee
Price was $904, price is now $604 per person
$604
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (148 reviews)
Excellent property! Near to everything we wanted to do, and very walkable!! Loved the building! Beautiful!!
Reviewed on Jun 21, 2026
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,576, price is now $817 per person
$817
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,134 reviews)
Very impressed with the hotel and staff!
Reviewed on Jun 22, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,345, price is now $888 per person
$888
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,655 reviews)
St. Kates is a must stay. No need to leave the property. The food, art and daily live music provide great options for a staycation!
Reviewed on Jun 22, 2026
Kinn Guesthouse Bay View
Bay View
Save 100% on your flight
Price was $2,082, price is now $1,521 per person
$1,521
per person
Aug 4 - Aug 9
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.4/10 Exceptional! (471 reviews)
We stayed in suite #8. It was beautiful and very roomy. It had all the amenities one could need and it was quiet and comfortable despite being right next to the hotel’s restaurant (which was delicious). There are just a few small things that needed tending to and the customer service response to help us with those were very quick. The #3 does not work on the inner keypad to enter the room and our code contained a 3. This has apparently been a problem for a little while. When we called, the gal gave us a new number right away. Also, there was no WiFi passcode in the room or in the communication prior to checkin. We had to call again for that. Service was wonderful again. The lights in the bathroom were partially out and there were no replacement bulbs in the room. We didn’t call about this but were hopeful the housekeepers would resolve the issue for the next guests. We will definitely stay again as these were very minor issues.
Reviewed on Jun 17, 2026
The Iron Horse Hotel
Fifth Ward
Price was $1,014, price is now $758 per person
$758
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,162 reviews)
The lobby is beautiful and the staff is super friendly. The room was very clean! The shower glass wall partition into the room could be less transparent. You need to be comfortable showering and using the toilet in view of your spouse or partner… I think an exhibitionist designed it. We didn’t notice the great outdoor seating and bar area until we were waiting for our Uber to leave…. be sure to find it early! The coffee is only 6a.m.-10a.m., and they frequently ran out of either coffee or supplies. However, the coffee was very good! The room phone did not ring to the desk or concierge- just a busy tone, and there wasn’t any cleaning or towel service even though we were there 3 nights. Maybe they could use a door knob hanger to indicate room refreshing needed?
Overall we enjoyed our stay, although we expected more for the price we paid.
Reviewed on Jun 22, 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.
Greenfield Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $206 total per night from Jun 24 to Jun 25
$206 total
Jun 24 - Jun 25
Total with taxes and fees
9.2/10 Wonderful! (1,555 reviews)
"Room and hotel were very clean. Customer service was terrible. I got double charged and the hotel was less than helpful in resolving the issue."
Reviewed on Jun 22, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $209 total per night from Jul 5 to Jul 6
$209 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (2,145 reviews)
"Very impressed with the hotel and staff!"
Reviewed on Jun 22, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Jun 28 to Jun 29
$119 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (911 reviews)
"Hotel was nice but definitely needs some update especially the bathrooms"
Reviewed on Jun 22, 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.
Discover the most popular places to visit in Greenfield
American Family Field
Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.
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.
Henry W. Maier Festival Park
Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
$83
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
$8
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.