Five Fields Holidays

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Your Five Fields Holiday

Planning your next adventure just got a whole lot easier with a holiday package to Five Fields. Take in the very best this neighbourhood has to offer while making beautiful memories you'll remember for years. Your trip to Five Fields wouldn't be complete without exploring popular attractions nearby such as Pewaukee Lake Beach, Pewaukee Golf Club and Two Brothers Wines. Stop dreaming and start doing. When you're ready to book your ideal holiday to Five Fields, Expedia will help get you there.

Our guide on where to stay in Five Fields

Find the best Five Fields areas and neighborhoods for the activities you enjoy most. Learn more about Five Fields
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 Pabst Theater 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 stone bridge with a wooden walkway surrounded by lush greenery.

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 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.

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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 pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

Lake Michigan and Veteran's Park are top sights in East Town, and you should be sure to explore the fantastic nightlife. Hop aboard the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop to see more sights in the area.

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Our pick of the best Five Fields Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
AU$322
19 Oct - 20 Oct
includes taxes & fees
9.6/10 Exceptional! (2,273 reviews)
"Great location. Cool view of the city from the pool. Employees prompt and caring"

Reviewed on 24 Sept 2026

The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
AU$156
1 Oct - 2 Oct
includes taxes & fees
Hyatt Regency Milwaukee
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
AU$130
29 Sept - 30 Sept
includes taxes & fees
AmericInn by Wyndham Brookfield
See all 1,266 properties in Five Fields
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Five Fields holiday package cost?
From as low as . Yes, you read that right. Our Five Fields packages are the best way to make your budget stretch further. Combine your flights, hotels and rental car and discover this popular destination.
How do I get a cheap travel package to Five Fields?
Lock in flights that fit in with your schedule, add a hotel room to your booking and watch the savings rack up with a Five Fields holiday package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia is where your cheap holiday begins. And with more than 550 partner airlines and 1 000 000 properties worldwide to pick from, you won't be short of choice.
Where should I stay in Five Fields?
With interesting attractions like Pewaukee Lake Beach and Pewaukee Golf Club in this neighbourhood, try to find a hotel situated near either one. Two Brothers Wines is another sight in Five Fields that draws the crowds.
How far in advance should I book my Five Fields holiday?
Travellers are generally able to look up international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Five Fields travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can shape your Five Fields package the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Five Fields travel package?
When you book your flights, hotels and car rentals together, you'll pick up awesome discounts. Whether you're planning a rural escape in a cottage or would rather stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Five Fields Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines across the globe, so you can tailor your Five Fields adventure according to your budget and style.
If I'm not able to travel, can I cancel my Five Fields holiday package?
Don't stress if you're rethinking your Five Fields holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We get that your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Activities

Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

AU$36
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee's Riverwalk Walking Tour

Milwaukee's Riverwalk Walking Tour

AU$22
per adult
Milwaukee's Riverwalk Walking Tour
Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

AU$7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.