Greenfield Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Lake Michigan and Cathedral Square are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee
A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

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.

Find hotels in West Allis
A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.

Find hotels in Wauwatosa
A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.

Find hotels in Historic Third Ward
A boat named "Vista King" on a river with a building featuring fish decorations in the background.

Westown

2 out of top 10 points of interest in this area

While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.

Find hotels in Westown

Top hotels in Greenfield

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
S$140
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,533 reviews)
"Just ok. We were in town a couple of days before at a more "affordable" hotel and I would choose that one again in the future."

Reviewed on 12 Oct, 2026

Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
S$94
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,242 reviews)
"The bathrooms need updating. Rooms were clean but also need updating. We had broken closet doors. It was quiet and staff were friendly!"

Reviewed on 12 Oct, 2026

Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
S$180
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (2,418 reviews)
"Room was clean and breakfast was hot."

Reviewed on 12 Oct, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,321 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 holiday package cost?
You'll find cheap prices on Expedia for your Greenfield escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Greenfield costs.
What are the cheapest months to go to Greenfield?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Greenfield holiday packages and you could score some great off-season deals.
How many days is enough for Greenfield?
Generally, a handful of days is enough to check out the main attractions during your Greenfield holiday. However, if you want to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Greenfield package deals?
Use Expedia's filter tool to help you find some tempting Greenfield package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Greenfield package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Greenfield holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a personalised Greenfield holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Greenfield?
If you're planning an impromptu Greenfield trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Greenfield?
  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to visit Greenfield.
  2. Budget wisely: In addition to the price of your accommodation, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Greenfield.
  3. Work out your trip length: Consider how long you want to spend exploring Greenfield. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Greenfield holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.