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.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,341, price is now CA $1,130 per person
CA $1,130
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,155 reviews)
We will be going back.

Reviewed on Jun 5, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,163, price is now CA $1,421 per person
CA $1,421
per person
Jul 10 - Jul 14
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,119 reviews)
Easy simple check in.

Reviewed on Jun 9, 2026

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was CA $2,010, price is now CA $1,555 per person
CA $1,555
per person
Jul 30 - Aug 4
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,009 reviews)
Beautiful & relaxing place.

Reviewed on May 31, 2026

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was CA $1,557, price is now CA $1,214 per person
CA $1,214
per person
Jul 10 - Jul 14
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (147 reviews)
There is a bar in the building that is loud until midnight. The parking fee was higher than the site warranted. The sofa couch was not suitable for any over 5' tall. It all depends on the room you get in terms of the experience. I would not stay there again, as it was more costly and had little to recommend it. No microwave in the room. Fridge froze my food overnight, making it useless and uneatable. NOT appropriate if you cannot walk up steps easily. I think a regular hotel room would have offered better service at a more reasonable price.

Reviewed on Oct 28, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,457, price is now CA $1,184 per person
CA $1,184
per person
Jul 10 - Jul 14
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,632 reviews)
Great staff at every area of the hotel. Perfect location.

Reviewed on Jun 9, 2026

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Caledonia Hotel Deals

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Caledonia WI
9.8/10 Exceptional! (218 reviews)
"Very clean and well-maintained property, responsive and accommodating host. We had a great time and would absolutely stay again."

Reviewed on May 21, 2026

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7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
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 $220 per night from Jul 6 to Jul 7
CA $220
CA $259 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,535 reviews)
"Hotels is minutes from Brewers stadium and they offer a shuttle to the game, only if you make a bet in the casino or buy a drink from the bar. My 13 year old son was traveling with me, so I offered to buy two drinks since my son couldn’t bet or drink. They said sorry no, my son couldn’t use the shuttle ..."

Reviewed on Jun 10, 2026

Potawatomi Hotel & Casino
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 $308 per night from Jun 21 to Jun 22
CA $308
CA $363 total
Jun 21 - Jun 22
includes taxes & fees
9.6/10 Exceptional! (2,134 reviews)
"Easy simple check in."

Reviewed on Jun 9, 2026

The Pfister Hotel
See all 1,234 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

Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $115
per adult
Small Group Kayak Tour of Skyline in Milwaukee
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

CA $11
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
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.