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.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $1,117, price is now CA $993 per person
CA $993
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
8.4/10 Very Good! (1,003 reviews)
Very nice hotel, great room. The only problems I had were no mini fridge, and a paid breakfast only.

Reviewed on Mar 13, 2026

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,721, price is now CA $1,523 per person
CA $1,523
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (1,040 reviews)
Very unique hotel in the Brewery area of Milwaukee! Great vibe from all the staff and the restaurant was very good too!!

Reviewed on Mar 21, 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 $1,339, price is now CA $1,198 per person
CA $1,198
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9/10 Wonderful! (1,004 reviews)
10/10!!! Convenient, Nice Staff and Clean! I’d definitely stay here again!

Reviewed on Mar 22, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,228, price is now CA $1,105 per person
CA $1,105
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9/10 Wonderful! (1,417 reviews)
The Staff was absolutely awesome! Everyone we encountered was so helpful and friendly. We stayed 5 nights and from check in to check out we had the best time. Security, housekeeping, servers, bartenders, Marketplace workers, front desk, Cream City Coffee, Sportsbook cashiers were all great and made you feel welcome. Our room on the 19th floor was awesome with the floor to ceiling windows. The hotel is very clean. The Sportsbook for the March Madness Tourney was organized and ran so well, kudos to ALL the employees who worked that, they did amazing.

Reviewed on Mar 23, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was CA $1,188, price is now CA $1,072 per person
CA $1,072
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.4/10 Exceptional! (450 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 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
The price is CA $412 per night from Mar 26 to Mar 27
CA $412
CA $824 total
Mar 26 - Mar 27
includes taxes & fees
9.8/10 Exceptional! (214 reviews)
Beautiful warm cozy property to spend time as a large family.

Reviewed on Dec 28, 2025

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
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 $254 per night from Apr 20 to Apr 21
CA $254
CA $299 total
Apr 20 - Apr 21
includes taxes & fees
9.6/10 Exceptional! (2,034 reviews)
Beautiful lobby and close to everything downtown. Comfortable room. Room service was fantastic.

Reviewed on Mar 24, 2026

The Pfister Hotel
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 $225 per night from Mar 31 to Apr 1
CA $225
CA $265 total
Mar 31 - Apr 1
includes taxes & fees
9.8/10 Exceptional! (2,618 reviews)
Lovely hotel and wonderful bars! Fun, artsy hotel to stay in. Love the albums in the lobby to bring back to your room and okay on the turntable 👍

Reviewed on Mar 24, 2026

Saint Kate - The Arts Hotel
See all 1,218 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 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

What to do in Caledonia

2 Hour Milwaukee Scavenger Hunt Game

Milwaukee Scavenger Hunt Walking Tour and Game

CA $67
per adult
Milwaukee Scavenger Hunt Walking Tour and Game
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.