Five Fields Vacation Packages

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Top Holiday Package Deals in Five Fields

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown, an IHG Hotel

Holiday Inn Express Milwaukee Downtown, an IHG Hotel

2.5 out of 5
Downtown Milwaukee
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.6/10 Excellent! (808 reviews)
The property was affordable and in a good location downtown

Reviewed on Jan. 6, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,070 reviews)
Great hotel! Loved the unique artwork and location was perfect! Easy to walk to restaurants, the Fiserv forum, and the public market.

Reviewed on Jan. 7, 2025

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
Great location near lakefront. Fabulous breakfast omelets and cozy rooms.

Reviewed on Dec. 30, 2024

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,004 reviews)
Unique hotel in walkable distance to Harley

Reviewed on Jan. 1, 2025

Cambria Hotel Milwaukee Downtown

Cambria Hotel Milwaukee Downtown

3 out of 5
Westown
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.4/10 Very Good! (962 reviews)
Check in took 25 minutes. There were a lot of people and not enough staff. The lady was super nice though. She just needed a helper. Otherwise great stay.

Reviewed on Dec. 8, 2024

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
Milwaukee

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.

Find hotel + flight trips in Downtown Milwaukee

Five Fields Hotel Deals

Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Feb. 2 to Feb. 3
CA $185
CA $218 total
includes taxes & fees
Feb 2 - Feb 3
9.6/10 Exceptional! (2,095 reviews)
Stay here!
"We loved looking at the art. The hotel band was amazing and we had a lot of fun. Beds were super comfortable. Highly recommend."

Reviewed on Jan. 7, 2025

Saint Kate - The Arts Hotel
Hilton Milwaukee
Hilton Milwaukee
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Feb. 2 to Feb. 3
CA $148
CA $175 total
includes taxes & fees
Feb 2 - Feb 3
8/10 Very Good! (1,054 reviews)
"Overall great stay! It is a beautiful property but it is getting a little dated. Staff was friendly and helpful but they did knock on our doors twice the day of check out - one before 9am while we were sleeping."

Reviewed on Jan. 4, 2025

Hilton Milwaukee
The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jan. 28 to Jan. 29
CA $212
CA $250 total
includes taxes & fees
Jan 28 - Jan 29
9.4/10 Exceptional! (1,592 reviews)
"No upgrade"

Reviewed on Jan. 5, 2025

The Pfister Hotel
See all 1,314 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Five Fields vacation package cost?
From as low as CA $900. 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 vacation package. It’s as easy as that! From hotels and flights to tours and rental cars, Expedia is where your cheap vacation 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 neighborhood, 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 vacation?
Travelers 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 vacation 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 vacation package?
Don’t stress if you’re rethinking your Five Fields vacation 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.

Discover the most popular places to visit in Five Fields

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

5/5(13 reviews)

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.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

Things to do

At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $46
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

CA $10
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
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.