Title: Trail Creek Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $507 Expedia.ca [Hotels in Trail Creek](https://expedia.ca/Trail-Creek-Michigan-City-Hotels.0-n553248634983215594-0.Travel-Guide-Filter-Hotels)[Flights to Michigan City](https://expedia.ca/Cheap-Flights-To-Michigan-City.d8727.Travel-Guide-Flights)[Things to do in Michigan City](https://expedia.ca/Things-To-Do-In-Michigan-City.d8727.Travel-Guide-Activities)[Trail Creek Car Rentals](https://expedia.ca/Car-Rentals-In-Trail-Creek.d553248634983215594.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # 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](https://www.expedia.ca/Blue-Chip-Casino-Michigan-City.d6175922.Vacation-Attraction), [Lighthouse Place Premium Outlets](https://www.expedia.ca/Lighthouse-Place-Premium-Outlets-Michigan-City.d6130013.Vacation-Attraction) and [Washington Park Beach](https://www.expedia.ca/Washington-Park-Beach-Michigan-City.d553248635979819877.Vacation-Attraction). 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. ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $507 per person Feb 17 - Feb 21 found 4 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) Clean rooms, great location in Evanston near the university. Helpful staff. Reviewed on Nov 17, 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,902 per person Jan 31 - Feb 6 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) One of the best, if not the best we have ever stayed at. Staff were exceptional including Osama who made us welcome from the moment we arrived. Outstanding!! Reviewed on Dec 15, 2025 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $808 per person Jan 31 - Feb 6 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside Reviewed on Dec 4, 2025 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $988 per person Feb 23 - Feb 27 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on Dec 14, 2025 ![Radisson Blu Aqua Hotel Chicago](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/8cd3425b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radisson Blu Aqua Hotel Chicago Downtown Chicago CA $725 per person Jan 31 - Feb 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,761 reviews) Hotel was amazing all around! Friendly and very helpful staff. Clean rooms and a Starbucks! Reviewed on Dec 14, 2025 ## Trail Creek Hotel Deals ![Blue Chip Casino Hotel and Spa](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Chip Casino Hotel and Spa 777 Blue Chip Drive Michigan City IN Fully refundableReserve now, pay when you stay 8.2/10 Very Good! (1,867 reviews) Great place to stay Reviewed on Dec 8, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=2991209&PinnedHotelID=2991209&HadPinnedHotel=true®ionId=553248634983215594) [](https://expedia.ca/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=2991209&PinnedHotelID=2991209&HadPinnedHotel=true®ionId=553248634983215594) ![Four Winds Casino Resort – New Buffalo](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/69fa9139_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Winds Casino Resort – New Buffalo 11111 Wilson Road New Buffalo MI Fully refundableReserve now, pay when you stay CA $123 CA $142 total Dec 18 - Dec 19 includes taxes & fees 9.2/10 Wonderful! (1,644 reviews) The room was very nice and very clean. The staff everywhere was helpful and friendly. Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=13278629&PinnedHotelID=13278629&HadPinnedHotel=true®ionId=553248634983215594) ![Baymont by Wyndham New Buffalo](https://images.trvl-media.com/lodging/1000000/870000/867300/867230/6dac1343_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham New Buffalo 18800 Harbor Country Drive New Buffalo MI Fully refundableReserve now, pay when you stay CA $88 CA $95 total Jan 13 - Jan 14, 2026 includes taxes & fees 6.8/10 (1,010 reviews) Staff was friendly. Room was clean. Breakfast was nothing to brag about. Also the pool and hot tub are both out of order at the time which was disappointing bc it was one of the reasons we booked this hotel. They do have a jacuzzi room, which was what we booked thankfully and that was nice and worked ... Reviewed on Dec 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=867230&PinnedHotelID=867230&HadPinnedHotel=true®ionId=553248634983215594) [See all 1,664 properties in Trail Creek](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=553248634983215594) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Trail Creek vacation package cost? ### What are the cheapest months to go to Trail Creek? ### How many days is enough for Trail Creek? ### How to find the best Trail Creek package deals? ### Is it cheaper to book a Trail Creek vacation as a package? ### When to book a vacation package to Trail Creek? ### 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. [](https://expedia.ca/Washington-Park-Zoo-Michigan-City.d6175942.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.