Trail Creek Holidays

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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.
  • Smart TV
    Jun 29 - Jul 5

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (480 reviews)
    "Yes"
    Reviewed May 12, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £1,615
    £1,208
    per traveller
    found 11 hours ago
    Level Chicago Fulton Market
  • Indoor wedding
    Jul 30 - Aug 3

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,331 reviews)
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    Save 100% on your flight
    £2,783
    £1,819
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Terrace/patio
    Jul 30 - Aug 3

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,506 reviews)
    "I loved it here and will definitely stay again."
    Reviewed May 18, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,481
    £1,809
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jun 29 - Jul 5

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,875 reviews)
    "Great experience! Would stay here agin"
    Reviewed May 18, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,625
    £1,919
    per traveller
    found 11 hours ago
    Trump International Hotel & Tower Chicago
  • Exterior
    Jul 30 - Aug 3

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,727 reviews)
    "Great location with a great view. Walking distance to all attractions and restaurants. The room was spacious and comfy beds"
    Reviewed May 18, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,226
    £1,677
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton

Top hotels in Trail Creek

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 £88 per night from 7 Jun to 8 Jun
£88
7 Jun - 8 Jun
includes taxes & fees
8.4/10 Very Good! (2,085 reviews)
"The room was clean and well maintained, the property was definitely well taken care of. The pool, however, was closed due to maintenance and the coffee machine never worked in the only breakfast place to get a coffee. I missed that it's a smoking casino, something I typically wouldn't spend time ..."

Reviewed on 18 May 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 £77 per night from 2 Jun to 3 Jun
£77
2 Jun - 3 Jun
includes taxes & fees
9.4/10 Exceptional! (1,869 reviews)
"Casino Table Games Pit Staff were super nice and acknowledge my birthday when I checked-in with my players card before playing. I even recceived a comp buffet when I requested one since it was my birthday. I had never ever received a comp from a pit boss (manager) before so it made my day."

Reviewed on 18 May 2026

Four Winds Casino Resort – New Buffalo
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
Fully refundable
The price is £71 per night from 28 May to 29 May
£71
28 May - 29 May
includes taxes & fees
8.4/10 Very Good! (1,190 reviews)
"Good place to stay for sure. Food, gas and casino off the same exits well other forms of entertainment and trails."

Reviewed on 18 May 2026

Quality Inn Near Interstate I94
See all 1,695 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 . 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.

* 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.