Winthrop Harbor Holidays
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Top Flight + Hotel Deals in Winthrop Harbor
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,021, price is now €874 per person
€874
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
Beautiful hotel! Would stay again
Reviewed on 14 Oct 2025
Level Chicago - River North
Downtown Chicago
Price was €1,099, price is now €952 per person
€952
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Great apartment in a very nice area of the city. Nice workout space and pool too. Clean and very comfy rooms!
Reviewed on 14 Oct 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was €1,036, price is now €901 per person
€901
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (2,969 reviews)
Loved this hotel, location was ideal for us as in a great area and could walk everywhere. Room was clean and modern, staff very friendly. Would stay again. Very happy with our choice.
Reviewed on 15 Oct 2025
Top hotels in Winthrop Harbor
Motel Sun Inn
301 Sheridan Road, Winthrop Harbor, IL
Fully refundableReserve now, pay when you stay
The price is €55 per night from 29 Oct to 30 Oct
€55
29 Oct - 30 Oct
includes taxes & fees
6.8/10 (270 reviews)
Filled the bill
"We were on a 6 day bike ride and Motel Sun Inn was just what we needed: clean, quiet, and comfortable. The front desk lady was very helpful"
Reviewed on 21 Sept 2025
LA VILLA MOTEL
1401 Sheridan Rd, Winthrop Harbor, IL
Fully refundable
The price is €61 per night from 22 Oct to 23 Oct
€61
22 Oct - 23 Oct
includes taxes & fees
6.6/10 (59 reviews)
"Good service"
Reviewed on 30 Sept 2025
Wingate by Wyndham Gurnee
6090 Gurnee Mills Blvd E, Gurnee, IL
Fully refundableReserve now, pay when you stay
The price is €86 per night from 19 Oct to 20 Oct
€86
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Parking was easy and the staff was great. It’s a great location that’s close to everything"
Reviewed on 10 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
