Trail Creek Holidays from £955

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,123, price is now £955 per person
£955
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy. My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.

Reviewed on 12 May 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was £1,902, price is now £1,508 per person
£1,508
per person
5 Aug - 12 Aug
found 23 hours ago
Return flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (2,281 reviews)
Quiet, clean space. Great bedding. Location to airport terminals a short walk.

Reviewed on 14 May 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £1,238, price is now £991 per person
£991
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
It’s my favorite hotel always clean smell good and river walk across the street and all the staff always very helpful

Reviewed on 15 May 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £1,242, price is now £1,041 per person
£1,041
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
I had a great stay and would book again.

Reviewed on 15 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,164, price is now £981 per person
£981
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Staff was very good, attentive. The property itself is in a great location, but the room showed some wear and tear - exposed drywall screws holding on bathroom door trim with some paint slapped on it, smelly sink, water damage and peeling paint on inside window sill, visually boring interior that looks like it's from the 1990's

Reviewed on 12 May 2026

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 £87 per night from 7 Jun to 8 Jun
£87
7 Jun - 8 Jun
includes taxes & fees
8.4/10 Very Good! (2,070 reviews)
Staff was unavailable

Reviewed on 15 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 refundable
The price is £77 per night from 17 May to 18 May
£77
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (1,860 reviews)
Was very pleased with Four winds casino, one of our favorites now

Reviewed on 15 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 £64 per night from 10 Jun to 11 Jun
£64
10 Jun - 11 Jun
includes taxes & fees
8.4/10 Very Good! (1,183 reviews)
The room was fair, could be cleaner. Bed springs could be heard everytime you moved in bed or got up or down. Toilet was low to the ground. The floor in the room was uneven /unleveled in the middle of the room. Fair overall for the price and proximity to the hwy to get a few hours of sleep and get ...

Reviewed on 15 May 2026

Quality Inn Near Interstate I94
See all 1,686 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 travel package cost?
Get ready to book, because a getaway to Trail Creek starts from an affordable £955. 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.