Caledonia Vacation Packages

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Your Caledonia Vacation

Book a Caledonia vacation package and get set to experience this exciting city the easy way. Consider spending some time in the neighborhood of South Milwaukee, which is good for hiking and golfing. If your trip to Caledonia includes a little sightseeing, hit up popular attractions like Milwaukee County Sport Complex, River Bend Nature Center and Franksville Park. Stop daydreaming and start adventuring. Browse the broad range of options on Expedia today and put your Caledonia vacation plans into motion!

Top Caledonia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,701, price is now CA $1,371 per person
CA $1,371
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
8.4/10 Very Good! (738 reviews)
Club room was excellent

Reviewed on Apr 25, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,728, price is now CA $1,990 per person
CA $1,990
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.6/10 Exceptional! (2,072 reviews)
Beautiful and elegant. Great food. Fun rooftop bar. Wonderful spa experience, both pedicure and massage. I’ll definitely be back. We’re already planning our next visit here.

Reviewed on Apr 22, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,979, price is now CA $1,599 per person
CA $1,599
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.2/10 Wonderful! (1,435 reviews)
Great place to visit

Reviewed on Apr 23, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,977, price is now CA $1,614 per person
CA $1,614
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9/10 Wonderful! (1,005 reviews)
Clean rooms, friendly and helpful staff, and a good breakfast selection. Within walking distance of a variety of things.

Reviewed on Apr 21, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $2,389, price is now CA $1,967 per person
CA $1,967
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.2/10 Wonderful! (1,057 reviews)
Staff was very nice and helpful. They need more snack options to quickly buy.

Reviewed on Apr 24, 2026

Ready to book your vacation to Caledonia?

 

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Caledonia Hotel Deals

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 $233 per night from May 17 to May 18
CA $233
CA $274 total
May 17 - May 18
includes taxes & fees
9.6/10 Exceptional! (2,080 reviews)
The pool

Reviewed on Apr 25, 2026

The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from May 3 to May 4
CA $203
CA $239 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,433 reviews)
Muy cara para el tipo de habitación

Reviewed on Apr 23, 2026

Potawatomi Hotel & Casino
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Apr 30 to May 1
CA $196
CA $231 total
Apr 30 - May 1
includes taxes & fees
9.2/10 Wonderful! (1,075 reviews)
My room was not clean when I arrived at 10:30pm. The receptionist and bar staff were amazing, but because the hotel was sold out we were sent to another hotel. That hotel room was much smaller, smelled like sewage, and had maintenance issues. The staff were amazing, but if management thinks that ...

Reviewed on Apr 25, 2026

The Iron Horse Hotel
See all 1,242 properties in Caledonia
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.
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Discover the most popular places to visit in Caledonia

Harley-Davidson Museum

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

What to do in Caledonia

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum, Miller Brewery 1-Day Trip from Chicago

CA $172
per traveller
Milwaukee,Harley-Davidson Museum, Miller Brewery 1-Day Trip from Chicago
The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour

The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour

CA $358
per adult
The Ghosts of Milwaukee & the Haunted Third Ward: Private Tour
See all activities in Caledonia

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.