Greenfield Vacation Packages 2026 from $643

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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.

Kinn Guesthouse Bay View

Bay View

$643

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Milwaukee (MKE)

9.4/10 Exceptional! (493 reviews)

This was our second stay here, and unfortunately many of the same issues remained. The check-in process was still frustrating—I never received the access code and had to call to get it. I was told that because I booked through a third-party site, they didn't receive my information to send the code. Regardless of how the reservation is made, guests should receive the information they need before arrival. The concept of this place is great, but the execution is very poor. The room showed a lack of upkeep, with walls covered in marks, empty hooks above the bed where a picture had apparently been removed, and a bathroom with no functioning exhaust fan. Overall, the experience was disappointing, especially since this was our second visit and we had hoped things would be improved.

Reviewed on Jul 31, 2026

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$1,165

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Milwaukee (MKE)

9.6/10 Exceptional! (2,179 reviews)

Saint Kate - The Arts Hotel

Downtown Milwaukee

Save 100% on your flight

$1,045

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Milwaukee (MKE)

9.8/10 Exceptional! (2,651 reviews)

The Iron Horse Hotel

Fifth Ward

$921

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Milwaukee (MKE)

9.2/10 Wonderful! (1,243 reviews)

The property itself is beautiful. Really cool artwork and decor. The hotel staff is very friendly as well. A few things that I would mention that aren’t necessarily “bad” but more heads up items 1. We couldn’t get the a/c cooler than 70 in the room regardless of what you set the temp to 2. We were given a room on the 2nd floor which is open to the lobby below. They play fairly loud music in the lobby which was audible in our room. This seems to only be a factor if you are on the 2nd floor though as all other floors are closed off 3. Although admittedly we did not have a do not disturb sign up, housekeeping was knocking on our door at 8:40am. Pretty surprised they start that early and if you are a later sleeper, definitely put up the tag

Reviewed on Aug 6, 2026

Kinn Guesthouse Downtown

Downtown Milwaukee

$797

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Milwaukee (MKE)

9.4/10 Exceptional! (390 reviews)

Great place, first impression I wasn’t sure if I was in the right place since it was booked for me. Beautiful building, built in the 1800s. Rooms are amazing. Since it is in downtown Milwaukee, it does get a little loud but it’s to be expected. We’ll definitely stay here again.

Reviewed on Jul 30, 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 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.

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.

Greenfield Hotel Deals

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$155 nightly

$183 total

Sep 7 - Sep 8

Total with taxes and fees

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$150 nightly

$176 total

Aug 16 - Aug 17

Total with taxes and fees

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Fully refundableReserve now, pay when you stay

$111 nightly

$128 total

Aug 16 - Aug 17

Total with taxes and fees

8.4/10 Very Good! (1,072 reviews)

"Everything was great"

Reviewed on Aug 7, 2026

See all 1,339 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.