Sheridan Vacation Packages
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Top Sheridan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Price was CA $1,069, price is now CA $777 per person
CA $777
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Nice setup, courteous staff, wasn’t expecting to have to pay $100 deposit on top of the money I paid Expedia, also an additional fee of $17 that Expedia did not cover even though they summed up all the charges before our stay. Seems to be a consistent issue with Expedia.
Reviewed on Jul 15, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.
Reviewed on Jul 14, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $2,224, price is now CA $1,635 per person
CA $1,635
per person
Oct 10 - Oct 14
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Queen is very small but nice staff
Reviewed on Jul 16, 2026
Sheridan Hotel Deals
Dog-Friendly Log Home On Fox River IL Near Starved Rock, Porch, Deck, Firepit
Sheridan IL
10/10 Exceptional! (182 reviews)
"Loved this place so much! It was well appointed, comfortable, clean and communication with Candace was easy. Watching the hummingbirds on the front porch was so relaxing and we all loved the space. I’d come back again in a heartbeat."
Reviewed on Jun 14, 2026
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
The price is CA $237 per night from Aug 16 to Aug 17
CA $237
CA $271 total
Aug 16 - Aug 17
includes taxes & fees
7.2/10 Good! (1,002 reviews)
"The worst stay ever. Everything was dirty."
Reviewed on Jul 15, 2026
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Aug 10 to Aug 11
CA $134
CA $146 total
Aug 10 - Aug 11
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
