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.
Skyview Inn

Skyview Inn

2.5 out of 5
Price was CA $709, price is now CA $603 per person
CA $603
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milwaukee (MKE)
7.2/10 Good! (436 reviews)
Duane stayed in contact via text, was very helpful and accommodating! The rooms are very clean, they don’t smell like mold, no bugs anywhere, and the beds are comfortable! Worth every penny! I will be staying here when I come back! There is a mexican place next door that rocks too! Great location for this little inn!

Reviewed on Mar 15, 2026

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was CA $1,307, price is now CA $1,038 per person
CA $1,038
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,010 reviews)
Lake Lawn has been around for well over 100 years. While the grounds are as expansive and lovely as always, major renovations have been done to the rooms, restaurant and common areas. Staff is friendly and professional from maintenance to front desk. While we went in what was the "off season" there were still enough options to make our stay worthwhile.

Reviewed on Mar 21, 2026

Sky Lodge Inn & Suites

Sky Lodge Inn & Suites

2 out of 5
Price was CA $972, price is now CA $803 per person
CA $803
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milwaukee (MKE)
8.2/10 Very Good! (1,001 reviews)
Did not have towels stocked for us, fridge was unplugged, and garbage found behind tv/microwave

Reviewed on Mar 19, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,321, price is now CA $1,148 per person
CA $1,148
per person
May 10 - May 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,417 reviews)
Excellent service, very clean, nice amenities

Reviewed on Mar 25, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,543, price is now CA $1,342 per person
CA $1,342
per person
May 10 - May 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,039 reviews)
Beautiful lobby and close to everything downtown. Comfortable room. Room service was fantastic.

Reviewed on Mar 24, 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 $414 per night from Mar 31 to Apr 1
CA $414
CA $829 total
Mar 31 - Apr 1
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 $262 per night from Apr 4 to Apr 5
CA $262
CA $309 total
Apr 4 - Apr 5
includes taxes & fees
9.6/10 Exceptional! (2,038 reviews)
Always a pleasure

Reviewed on Mar 27, 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 $206 per night from Mar 30 to Mar 31
CA $206
CA $243 total
Mar 30 - Mar 31
includes taxes & fees
9.2/10 Wonderful! (1,412 reviews)
Great location for other places we wanted to get to in and around Milwaukee. Very affordable price for the quality of the room.

Reviewed on Mar 26, 2026

Potawatomi Hotel & Casino
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

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 Day Trip from Chicago

CA $171
per traveller
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
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.