Sleepy Hollow Holidays
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Top Flight + Hotel Deals in Sleepy Hollow
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Price was €312, price is now €255 per person
€255
per person
29 Oct - 1 Nov
found 20 hours ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
8/10 Very Good! (396 reviews)
This hotel & event center is in a State forest & camping reserve directly on Lake Michigan. Beautiful Sandy shoreline from Wisconsin to miles south. The property & hotel was inundated during a horrific storm some yrs ago. So it is a work in progress now. The main floor is clean & wery nice with restaurant & bar overlooking the lake. Patios for outside dining. Serving hrs are limited at this time. Chef with delicious food. Staff super friendly & accomadating. Housekeeping staff could use an overseer & nudge. Rooms are ideal with plans for renovating them. This hotel has been here for 40 plus yrs. So peaceful walking trails, swimming.
Reviewed on 2 Sep 2025
Holiday Inn Express & Suites Waukegan by IHG
Price was €465, price is now €393 per person
€393
per person
29 Oct - 1 Nov
found 20 hours ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
8.8/10 Excellent! (1,007 reviews)
I would have liked to have been able to swim early in the morning. Great breakfast!
Reviewed on 26 Aug 2025
Top hotels in Sleepy Hollow
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €67 per night from 11 Sept to 12 Sept
€67
11 Sept - 12 Sept
includes taxes & fees
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €167 per night from 4 Sept to 5 Sept
€167
4 Sept - 5 Sept
includes taxes & fees
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
1200 N Mittel Blvd, Wood Dale, IL
Fully refundableReserve now, pay when you stay
The price is €93 per night from 14 Sept to 15 Sept
€93
14 Sept - 15 Sept
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.