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
Price was CA $1,293, price is now CA $1,040 per person
CA $1,040
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)
I was pleasantly surprised with the comfortable, rustic vibe, artistry and excellent service this hotel offered. The beds were very comfortable, great shower, cold fridge and convenient electrical outlets, nice light blocking drapes. My room was spacious with comfortable air temperature. The check-in and restaurant staff were very friendly. Easy access to freeways and other city amenities.
Reviewed on Jul 12, 2026
The Pfister Hotel
Downtown Milwaukee
Price was CA $2,231, price is now CA $1,341 per person
CA $1,341
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
My husband and I loved the Pfister. It is centrally located. Has a good variety of restaurants and bars. Loved the penthouse bar"Blu" great views and good cocktails. Breakfast restaurant was good too. Cony beds.! Lovely art collection and beautifully decorated. Will stay again!
Reviewed on Jul 11, 2026
Lake Lawn Resort
Price was CA $2,288, price is now CA $1,784 per person
CA $1,784
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,007 reviews)
Everything seemed clean and well kept. The resort is cute and everything you would expect from a lake resort. Overall the property is dated and the pools are too small for the crowd size around the 4th of July weekend. The lake has a ton of seaweed and algae resides around the perimeter of the lake. The restaurants are above average and we had a blast at karaoke night. Overall a 4 out of 5!
Reviewed on Jul 10, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,330, price is now CA $1,060 per person
CA $1,060
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,652 reviews)
Very welcoming, clean , close to everything.
Reviewed on Jul 12, 2026
Comfort Suites Delavan - Lake Geneva Area
Price was CA $1,563, price is now CA $1,289 per person
CA $1,289
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,002 reviews)
Room sizes were great. Staff were very nice. Did not like that the rooms smelled musty.
Reviewed on Jul 8, 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
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul 26 to Jul 27
CA $251
CA $296 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (2,171 reviews)
"My husband and I loved the Pfister. It is centrally located. Has a good variety of restaurants and bars. Loved the penthouse bar"Blu" great views and good cocktails. Breakfast restaurant was good too. Cony beds.! Lovely art collection and beautifully decorated. Will stay again!"
Reviewed on Jul 11, 2026
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jul 14 to Jul 15
CA $223
CA $263 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (1,652 reviews)
"Staff at hotel was not helpful. Our remote control didn't work and it took almost 2 hours for someone to come to the room to fix it. We had no idea what restautants were available or what amrnities they had."
Reviewed on Jul 12, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
The price is CA $146 per night from Jul 26 to Jul 27
CA $146
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (960 reviews)
"Our room was nice (2 queen beds). Only thing was that there were what appeared to be a small blood stain on my friends sheets. Also, we paid the extra $$ for breakfast that was NONEXISTENT. Suppose to be cereal, pancake and waffle maker, fruits, yogurt and pastries, coffee & juices. Nothing was available! ..."
Reviewed on Jul 10, 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
Things to do
Small Group Kayak Tour of Skyline in Milwaukee
CA $118
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
CA $11
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.