Trail Creek Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was CA $1,230, price is now CA $790 per person
CA $790
per person
May 22 - May 25
found 4 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.4/10 Exceptional! (306 reviews)
Everything was amazing

Reviewed on Apr 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,776, price is now CA $1,659 per person
CA $1,659
per person
Jun 3 - Jun 7
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!

Reviewed on Apr 20, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $3,318, price is now CA $2,075 per person
CA $2,075
per person
Jun 3 - Jun 7
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (3,266 reviews)
Great location, service wasn’t the greatest, fees are high, crib was outdated.

Reviewed on Apr 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,521, price is now CA $1,596 per person
CA $1,596
per person
Jun 3 - Jun 7
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was CA $2,236, price is now CA $1,496 per person
CA $1,496
per person
Jun 3 - Jun 7
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.

Reviewed on Apr 14, 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
The price is CA $122 per night from Apr 21 to Apr 22
CA $122
CA $160 total
Apr 21 - Apr 22
includes taxes & fees
8.4/10 Very Good! (2,024 reviews)
Very nice hotel!

Reviewed on Apr 19, 2026

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
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Apr 21 to Apr 22
CA $122
CA $142 total
Apr 21 - Apr 22
includes taxes & fees
9.4/10 Exceptional! (1,825 reviews)
Absolutely amazing place to stay!! Staff were the best and the food was on point we will definitely be back planning a longer stay next time

Reviewed on Apr 19, 2026

Four Winds Casino Resort – New Buffalo
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd Chesterton IN
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Apr 21 to Apr 22
CA $122
CA $143 total
Apr 21 - Apr 22
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
The property is pretty and very clean. We used the fitness room, but not the pool. Both were clean and quiet. We would stay there again.

Reviewed on Apr 20, 2026

Spring House Inn
See all 1,702 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Trail Creek vacation package cost?
You can grab a vacation package to this popular destination from CA $790 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.