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Sleepy Hollow Holiday Packages
Save Time and Money with Sleepy Hollow Holiday Packages
Thought about booking a Sleepy Hollow holiday package? It's really easy with Expedia, and you'll be able to buy a few fancy dinners or gifts for your friends back home with the cash you save.
If you secure a package deal on Expedia, you can save as much as $200*.
With more than 400 partner airlines and 750,000 properties worldwide for you to choose from on our international database, you'll be heading off on your holiday in no time!
Feel free to cancel or make changes to almost any hotel reservation and you won't pay any extra fees to us.
Places to Visit in Sleepy Hollow
Itinerary need filling up? Sleepy Hollow holiday all arranged but unsure what to expect when you get there? Let us make it easy for you.
Itching to go outside and have a little fun? The wider region has some wonderful activities for you to try, such as mountain biking. Still have time to spare? If you're eager for even more, grab the chance to go rock climbing as well.
Sleepy Hollow Accommodation
In terms of accommodation in central Sleepy Hollow, it doesn't pay to be choosy. However, there are as many as 24 properties in the surrounding areas. With Expedia, organising luxury getaways and cheap holidays is easy.
Like to know what our favourites are? Check out the Harvey House Bed & Breakfast (107 South Scoville Avenue) and the Bishops Hall (605 Iowa Street).
Nearest Airports to Sleepy Hollow
The instant that you exit the plane at Midway International Airport (MDW), you'll know your well-deserved trip to Sleepy Hollow has well and truly started! Well, the neighbourhood centre is still about 2 miles (3 km) away, but near enough.
*Savings based on all holiday package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
Top Sleepy Hollow Hotel & Accommodation Deals
Per night/room
21 Dec. - 22 Dec.
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, ILGreat location , clean property and friendly staff.
Per night/room
15 Dec. - 16 Dec.
Swissotel - Chicago
323 E Wacker Dr, Chicago, ILThis is a beautiful hotel and the rooms are amazing. Room service was quick and the food was really good
Per night/room
1 Jan. - 2 Jan.
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, ILQuietness and location were tops. Friendly and helpful staff.
Per night/room
21 Dec. - 22 Dec.
Radisson Blu Aqua Hotel Chicago
221 N Columbus Dr, Chicago, ILNicely updated room.. clean and comfortable. Nice staff. Would stay here again
Per night/room
23 Dec. - 24 Dec.
Hilton Chicago- Michigan Ave Cultural Mile
720 S Michigan Ave, Chicago, ILConvenient to downtown Chicago. Beautiful building.
Per night/room
15 Dec. - 16 Dec.
La Quinta Inn & Suites by Wyndham Chicago Downtown
1 S Franklin Street, Chicago, ILThe staff was very helpful in directing us to our locations. Breakfast choices were amazing
Per night/room
20 Dec. - 21 Dec.
Hilton Chicago O'Hare Airport
Ohare International Airport, Chicago, ILWe use this hotel to stay the night before our early AM flight. Excellent! We only needed to walk and we are at the gate literally.
Per night/room
15 Dec. - 16 Dec.
Eurostars Magnificent Mile, previously Dana Hotel
660 North State Street, Chicago, ILThis was a five star hotel at a three star price. I highly recommend it.
Sleepy Hollow Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.
