Trail Creek Holidays from £1,480

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Your Trail Creek Holiday

Take the worry out of planning your next exciting adventure with a Trail Creek holiday 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 holiday on Expedia.

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £2,079, price is now £1,480 per person
£1,480
per person
9 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on 30 Jul 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
Save 100% on your flight
Price was £2,366, price is now £1,592 per person
£1,592
per person
9 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,606 reviews)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,313, price is now £1,596 per person
£1,596
per person
9 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
Room was clean…Welcoming staff..Perfect a/c cuz it was Heat waive when we visited Chicago…Parking was awesome cuz we just valeted our car!

Reviewed on 30 Jul 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,872, price is now £2,024 per person
£2,024
per person
9 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,302, price is now £1,636 per person
£1,636
per person
9 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (1,416 reviews)
I will never stay at this hotel again. The staff and policies are a joke. Could not recommend them less.

Reviewed on 30 Jul 2026

Top hotels in Trail Creek

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 £77 per night from 11 Aug to 12 Aug
£77
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (2,079 reviews)
"Clean room and great pool."

Reviewed on 31 Jul 2026

Four Winds Casino Resort – New Buffalo
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 £93 per night from 27 Aug to 28 Aug
£93
27 Aug - 28 Aug
includes taxes & fees
Blue Chip Casino Hotel and Spa
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr New Buffalo MI
Fully refundable
The price is £134 per night from 17 Aug to 18 Aug
£134
17 Aug - 18 Aug
includes taxes & fees
Holiday Inn Express & Suites New Buffalo by IHG
See all 1,721 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Trail Creek travel package cost?
Get ready to book, because a getaway to Trail Creek starts from an affordable £1,480. When you combine your flights, hotels and more into a travel package, you'll enjoy the biggest deals.
If I'm not able to travel, can I cancel my Trail Creek travel package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Trail Creek travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Trail Creek?
By bundling. Flights, rental cars and hotels — combine whatever you need into a Trail Creek holiday package and save. Score even bigger bargains when you add extras such as day tours to your booking. But that's not the only good part. You have the freedom to put together your trip your own way. We offer over 550 air carriers and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Trail Creek holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If making bite-sized repayments each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip over multiple transactions.
  • Low deposit holidays: When you stumble on an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Trail Creek?
It makes sense to stay near the action. Many travellers like to book hotels around popular attractions, like Blue Chip Casino, Lighthouse Place Premium Outlets and Shady Creek Winery.
What are the top hotels in Trail Creek?
If this will be your first time in Trail Creek, make a reservation at Blue Chip Casino Hotel and Spa or Hampton Inn & Suites Michigan City. Both hotels have good amenities and are popular options with many travellers.
How far in advance should I book my Trail Creek holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers display prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, low prices to Trail Creek sometimes occur just a few weeks before departure.
What does an Expedia Trail Creek travel package include?
That depends on what type of trip you're planning. Trail Creek holiday deals can include flights, hotels and car rentals. You can mix and match to create the package that suits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Trail Creek travel package?
Our prices are always low. However, you'll pick up even better deals when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Trail Creek Expedia travel package?
Definitely. Expedia has over 550 airline partners to pick from around the globe. With such a huge range of choice, finding the right carrier to bring you to Trail Creek will be easy.

Stay near popular Trail Creek attractions

Nelson Park

Nelson Park is just one of the places to see in Michigan City, so why not enjoy the other things to explore during your travels?
See properties

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.