Trail Creek Vacations from $164

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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.

The Latest Trail Creek Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $309, price is now $164 per person
$164
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
Clean and great service.

Reviewed on Nov 21, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,110, price is now $456 per person
$456
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
Just slept there overnight.

Reviewed on Nov 23, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $476, price is now $257 per person
$257
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on Nov 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $535, price is now $308 per person
$308
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Great stay. Excellent location.

Reviewed on Nov 23, 2025

Sand Hill On The Lake

Sand Hill On The Lake

2 out of 5
Save 100% on your flight
Price was $658, price is now $380 per person
$380
per person
Dec 31 - Jan 3
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.2/10 Exceptional! (83 reviews)
The view on the lake is beautiful and the fireplace made it so cozy during our fall visitl

Reviewed on Nov 10, 2025

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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
$96 nightly
The price is $108 total per night from Dec 1 to Dec 2
$108 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,834 reviews)
Wish the rooms had a microwave

Reviewed on Nov 21, 2025

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
$84 nightly
The price is $89 total per night from Nov 25 to Nov 26
$89 total
Nov 25 - Nov 26
Total with taxes and fees
9.2/10 Wonderful! (1,619 reviews)
The bar could have been more welcoming.

Reviewed on Nov 23, 2025

Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $65 total per night from Dec 24 to Dec 25
$65 total
Dec 24 - Dec 25
Total with taxes and fees
6.8/10 (1,010 reviews)
Yes

Reviewed on Nov 17, 2025

Baymont by Wyndham New Buffalo
See all 1,662 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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Discover the most popular places to visit in Trail Creek

Sunrise at Lake View beach. Instagram: @lawrencetellez

Lake View Beach

Why not spend a lazy afternoon at Lake View Beach during your trip to Beverly Shores? Wander the lakeside or discover the area's sunrises.

Lake View Beach
Do you ever just want to sit and listen to the waves lap against the shore? I took this photo way back in February while I was visiting family in southern Michigan. I finally got around to editing it and I tried something new while editing it. I'm super happy with how it turned out! #puremichigan #springfun

Washington Park Beach

Why not spend a lazy afternoon at Washington Park Beach during your trip to Michigan City? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Washington Park Beach

Blue Chip Casino

Why not try your luck with a visit to Blue Chip Casino during your travels in Michigan City? Wander the beautiful beaches and lakeside in the area.

Blue Chip Casino
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.