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.
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

2 out of 5
Price was CA $735, price is now CA $640 per person
CA $640
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
6.8/10 (372 reviews)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,091, price is now CA $1,373 per person
CA $1,373
per person
Aug 28 - Aug 31
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,176 reviews)

Candlewood Suites Milwaukee Airport by IHG

Candlewood Suites Milwaukee Airport by IHG

2.5 out of 5
Price was CA $1,037, price is now CA $781 per person
CA $781
per person
Sep 11 - Sep 18
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (483 reviews)
Laundry facilities were trash , washing machine shredded our clothes . Bleach was in fabric softener dispenser also ruined clothes . Staff said nothing they can do we’re on our own , but note says any problems with laundry let them know. Let them know for what they didn’t even check to see what our issue was so the next persons clothes aren’t ruined . Besides rude staff, the ridiculous amount of cigarette smoking directly in front of the door and filthy carpet and mold smell The hotel overall is clean and nice..

Reviewed on Jul 17, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,532, price is now CA $1,275 per person
CA $1,275
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,225 reviews)
definitely a smart choice

Reviewed on Jul 25, 2026

Hawthorn Extended Stay by Wyndham Milwaukee Airport

Hawthorn Extended Stay by Wyndham Milwaukee Airport

3 out of 5
Price was CA $856, price is now CA $737 per person
CA $737
per person
Sep 11 - Sep 18
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
7.8/10 Good! (949 reviews)
Would book again !

Reviewed on Jul 21, 2026

Ready to book your vacation to Caledonia?

 

Choose your dates

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 $250 per night from Aug 9 to Aug 10
CA $250
CA $295 total
Aug 9 - Aug 10
includes taxes & fees
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 $197 per night from Jul 29 to Jul 30
CA $197
CA $232 total
Jul 29 - Jul 30
includes taxes & fees
Potawatomi Hotel & Casino
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Aug 2 to Aug 3
CA $161
CA $186 total
Aug 2 - Aug 3
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
See all 1,252 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.
All Inclusive Vacations
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What to do in Caledonia

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $23
per adult
Downtown Milwaukee Walking Tour
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

CA $145
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown

Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown

CA $13
per adult
Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown
See all activities in Caledonia

Frequently asked questions

How much does a Caledonia vacation package cost?
Offering excellent value package deals from CA $640 on Expedia, you'll be pleasantly surprised at how much a vacation to Caledonia costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Caledonia?
January, February and November are great times to look for cheap Caledonia vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on hotels and flights.
How many days is enough for Caledonia?
The ideal length for your Caledonia vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to hit all the top attractions and discover some hidden treasures along the way.
How to find the best Caledonia package deals?
Start your search for a Caledonia package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Caledonia package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Caledonia adventure underway.
Is it cheaper to book a Caledonia vacation as a package?
You can enjoy significant savings on your Caledonia break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Caledonia?
Enjoy incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Caledonia vacation.
How to plan a trip to Caledonia?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Caledonia.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Caledonia. Then, choose a property that suits your budget, whether that's a wallet-friendly stay or a lavish getaway.
  3. Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Caledonia. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Caledonia vacation package that brings all your bookings together.

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