Name: Best Western Oswego Hotel
Price range: CA $108
Rating: 8.8

Top Sheridan Vacation Deals

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

Wind Creek Southland Casino and Hotel

East Hazel Crest

CA $1,030

per person

Jun 11 - Jun 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (327 reviews)

The staff provided Excellent customer service!!

Reviewed on Apr 25, 2026

La Banque Hotel

CA $1,190

per person

Jun 11 - Jun 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (480 reviews)

The staff was friendly and the bed was very comfortable! Easy to find parking, many food options within walking distance.

Reviewed on Apr 21, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,578

per person

Jun 4 - Jun 7

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,848 reviews)

The Trump Hotel was located in the best center place possible in the heart of Downtown Chicago, walkable distance to literally everything, bars, restaurants, tourist attractions, walk by the river and boat tours, magnificent mile, millennium park and the bean, the willis skydeck... it's also Super clean! Fresh nice smell in the hallways and the rooms. Lake view room had the entire Downtown and the lake view covered. Super amazing!!!! Amenities top notch. Very polite and friendly staff. Terrace 16 was a little slow but amazing food and ambiance. Highly recommended!

Reviewed on Apr 24, 2026

The Emily Hotel

Downtown Chicago

CA $1,276

per person

Jun 10 - Jun 14

just found

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,330 reviews)

Room was cozy, clean, comfortable! Staff very friendly and in great location

Reviewed on Apr 25, 2026

Thompson Chicago, by Hyatt

Downtown Chicago

CA $1,353

per person

Jun 10 - Jun 14

just found

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,348 reviews)

Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant.

Reviewed on Apr 22, 2026

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Sheridan Hotel Deals

Dog-Friendly Log Home On Fox River IL Near Starved Rock, Porch, Deck, Firepit

Sheridan IL

9.8/10 Exceptional! (178 reviews)

Place was very welcoming to to the pets along with the humans. Would highly recommend.

Reviewed on Mar 22, 2026

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Grand Bear Resort at Starved Rock

2643 IL-178 Utica IL

Fully refundableReserve now, pay when you stay

CA $156

CA $178 total

May 10 - May 11

includes taxes & fees

7.2/10 Good! (1,006 reviews)

Overall we had a very nice experience. However, the lighting in our room was too dark. Definitely needed better lamps with brighter bulbs. Missing shampoo and soap for the shower. The waterpark was nice but seemed very dark. The bottom of all the pools was brown instead of a nice blue that you would ...

Reviewed on Apr 24, 2026

Best Western Oswego Hotel

2055 Wiesbrook Dr Oswego IL

Fully refundableReserve now, pay when you stay

CA $108

CA $118 total

May 10 - May 11

includes taxes & fees

8.8/10 Excellent! (890 reviews)

Clean room/hotel, good breakfast, quiet powerful AC, I liked this place a lot!

Reviewed on Apr 26, 2026

See all 373 properties in Sheridan

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.