Trail Creek Vacation Packages

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Your Trail Creek Vacation

Take the worry out of planning your next exciting adventure with a Trail Creek vacation package. Whether you're lured here by its cuisine, history, art or something else, there's a never-ending supply of new experiences to be had. If your trip to Trail Creek includes a little sightseeing, hit up much-loved attractions like Blue Chip Casino, Lighthouse Place Premium Outlets and Washington Park Beach. A few quick clicks is all it takes to craft the perfect Trail Creek vacation on Expedia.

Top Holiday Package Deals in Trail Creek

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,403, price is now CA $852 per person
CA $852
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (467 reviews)
Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous

Reviewed on Mar 1, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,824, price is now CA $1,915 per person
CA $1,915
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
This Hotel is the re-l deal! Right by Michigan avenue within close distance to magnificent mile and multiple attractions. Breakfast was great and accomodations were great. Highly recommend!

Reviewed on Mar 2, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,419, price is now CA $1,641 per person
CA $1,641
per person
May 14 - May 18
found 11 hours ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
9.2/10 Wonderful! (413 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,478, price is now CA $1,126 per person
CA $1,126
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (1,136 reviews)
Front desk staff are gems! They knew my name after 1 interaction and were very attentive. The room amenities were very nice-- espresso, bottled water, chocolates, steamer, toiletries.

Reviewed on Mar 1, 2026

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $2,049, price is now CA $1,564 per person
CA $1,564
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean room, but the standout was the staff. Everyone was incredibly friendly. I don't think I've ever had a staff member at a hotel call elevators for me, ask me about my day, greet me when I come back from my time out. Very pleasant experience overall.

Reviewed on Mar 2, 2026

Trail Creek Hotel Deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
Get rates
Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
The price is CA $109 per night from Mar 5 to Mar 6
CA $109
CA $127 total
Mar 5 - Mar 6
includes taxes & fees
9.4/10 Exceptional! (1,743 reviews)
Very clean room, spacious and our bathroom had a privacy door for the toilet and shower.

Reviewed on Mar 2, 2026

Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Mar 8 to Mar 9
CA $94
CA $101 total
Mar 8 - Mar 9
includes taxes & fees
6.8/10 (1,027 reviews)
Horrible. For the amount we paid for the weekend we expected better. Upon arrival there was a sign the pool and hot tub were out, the side door to get in the building had no lock on it, we entered the room to find no smoke detector, a broken bathroom door and a broken dresser, no screen on the window, ...

Reviewed on Mar 1, 2026

Baymont by Wyndham New Buffalo
See all 1,666 properties in Trail Creek
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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Frequently asked questions

How much does a Trail Creek vacation package cost?
You can grab a vacation package to this popular destination from CA $852 on Expedia. But how much your vacation to Trail Creek costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Trail Creek?
You're likely to find lower prices and better availability in January, February and November. Take a look at our cheap Trail Creek vacation packages and you could land some great off-season discounts.
How many days is enough for Trail Creek?
You can easily visit all the top attractions in Trail Creek within a few days, including the must-see Lighthouse Place Premium Outlets. If you want a longer Trail Creek vacation, look at what sort of activities and day trips are available nearby.
How to find the best Trail Creek package deals?
Start your search for a Trail Creek package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Trail Creek package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Trail Creek adventure underway.
Is it cheaper to book a Trail Creek vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can personalize your Trail Creek escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Trail Creek?
If you've got your Trail Creek travel dates finalized, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Trail Creek?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to vacation in Trail Creek.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to Trail Creek.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Trail Creek. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Trail Creek vacation package.

Discover the most popular places to visit in Trail Creek

Washington Park Zoo

Why not meet the animals who live at Washington Park Zoo during your trip to Michigan City? Visit the area's casinos or amble around its beautiful beaches.

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