
Stephenson County Holidays
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Top Flight + Hotel Deals in Stephenson County
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was €1,036, price is now €757 per person
€757
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
The rooms were great. Very spacious, fully stocked kitchen and extremely clean. We loved having access to the 8th floor with the steam room, sauna, fitness center, game rooms, and socializing areas 24/7. Would love to experience it in the summer with the pool and outdoor areas. We were also fortunate enough to attend during their Christmas Brunch buffet which was such a great perk! If the price stays around the same, I will continue to stay at Level hotels exclusively in any cities I visit that has one! I’ve already told so many people about my wonderful hotel experience.
Reviewed on 9 Dec 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,520, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Amazing hotel, location, staff, and food!!
Reviewed on 8 Dec 2025

Viceroy Chicago
Downtown Chicago
Price was €1,082, price is now €818 per person
€818
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
Clean room and lovely staff. Loved the extra holiday vibes! It made our trip to Chicago magical!
Reviewed on 8 Dec 2025

Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was €1,025, price is now €815 per person
€815
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,210 reviews)
I had an excellent stay at Sofitel. We were visiting for leisure. Prior to arriving, the concierge reached out to see if any accommodations were needed and the service was 10/10 from the moment we arrived to the time we checked out. Clean room, friendly staff, and in a convenient location for shopping. We also enjoyed dining during happy hour at Le Bar. I will definitely book Sofitel on my next visit to Chicago.
Reviewed on 9 Dec 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €928, price is now €760 per person
€760
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
Amazing location. Love this historic hotel and the included room service breakfast is one of the best I’ve ever had.
Reviewed on 8 Dec 2025
Top hotels in Stephenson County

Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is €100 per night from 4 Jan to 5 Jan
€100
4 Jan - 5 Jan 2026
includes taxes & fees
8.8/10 Excellent! (844 reviews)
Clean room, friendly staff. Everything was great!
Reviewed on 4 Dec 2025

Baymont by Wyndham Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
The price is €75 per night from 5 Jan to 6 Jan
€75
5 Jan - 6 Jan 2026
includes taxes & fees
7.8/10 Good! (709 reviews)
Stayed for a night, i must say the stay is nice. The place needs updating. Not today but in the future.
Reviewed on 28 Nov 2025

Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is €95 per night from 4 Jan to 5 Jan
€95
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (447 reviews)
The room was clean, the staff was nice and the breakfast bar was very good
Reviewed on 13 Oct 2025
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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