Town of Pines Vacation Packages
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Your Town of Pines Vacation
Memorable adventures await when you book a Town of Pines vacation package. Whether you're a foodie, history enthusiast or just a traveler who appreciates new places, there's something for everyone in this lively city. Fill your itinerary with tours of Indiana Dunes National Park, Indiana Dunes State Park and Blue Chip Casino, some of the top attractions you shouldn't miss during your trip to Town of Pines. Whoever you're going away with and whatever your bank balance, your dream Town of Pines vacation is just a few clicks away with Expedia.
Top Town of Pines Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Wade
Downtown Chicago
Price was CA $2,345, price is now CA $1,344 per person
CA $1,344
per person
Jun 3 - Jun 8
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.4/10 Very Good! (1,791 reviews)
I had a short stay, but it was truly a great experience. I only stayed for one night, and from the moment I arrived, the service was friendly and efficient. The room was clean, comfortable, and well-maintained—perfect for getting a good night’s rest.
The next morning, the breakfast was definitely the highlight of my stay. Everything was fresh, delicious, and well-prepared. It was the perfect way to end my visit on a high note.
I would definitely come back and highly recommend this hotel.
Reviewed on Apr 20, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,776, price is now CA $1,659 per person
CA $1,659
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $3,318, price is now CA $2,075 per person
CA $2,075
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (3,266 reviews)
Great location, service wasn’t the greatest, fees are high, crib was outdated.
Reviewed on Apr 13, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,521, price is now CA $1,596 per person
CA $1,596
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026
Town of Pines Hotel Deals
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
Michigan City IN
The price is CA $231 per night from Apr 27 to Apr 28
CA $231
CA $295 total
Apr 27 - Apr 28
includes taxes & fees
9.8/10 Exceptional! (24 reviews)
The interior is beautiful. Clean, well appointed, fully stocked kitchen. The disappointment was being wedged between a busy highway and a railroad track.
Reviewed on Apr 19, 2026
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from May 3 to May 4
CA $122
CA $159 total
May 3 - May 4
includes taxes & fees
8.4/10 Very Good! (2,026 reviews)
Room was okay. Very loud air-conditioner. All staff we met were not friendly. Pool was out of order. All restaurants are very expensive. We ate elsewhere. Wont stay again.
Reviewed on Apr 20, 2026
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Apr 28 to Apr 29
CA $122
CA $141 total
Apr 28 - Apr 29
includes taxes & fees
9.4/10 Exceptional! (1,826 reviews)
Absolutely amazing place to stay!! Staff were the best and the food was on point we will definitely be back planning a longer stay next time
Reviewed on Apr 19, 2026
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.
Discover the most popular places to visit in Town of Pines
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
