Sleepy Hollow Holiday Deals

Choose two or more items and save on your trip:

Sleepy Hollow Holiday Package Deals

Why spend all your free time staring at a laptop screen when you could be living large in Sleepy Hollow? At lastminute.com.au, we can combine all your hotel bookings, hire cars, airfares and activities into a neat package.

So, how about an extra ? With average savings like that, you won't have to feel too bad about getting into the minibar or picking up that last-minute airport souvenir.

Pick from 400 partner airlines and 282,000 worldwide hotels. With so many choices, you can create a package to suit your own individual style.

Think deals can't get any better? Challenge accepted. With our Price Pledge, if you find a lower price on your package or hotel within 24 hours of booking, we'll match it by refunding you the difference.Terms and conditions apply.

Holidays in Sleepy Hollow

Like a few glasses of wine on a Friday arvo, travel is always a brilliant idea. So why not pack your well-worn bags and experience a taste of Sleepy Hollow, Chicago? Around 2,700,000 people live in this metropolis, a popular holiday spot for wanderlust junkies like yourself. Once you've hit the tarmac at O'Hare International Airport and picked up your gear, Sleepy Hollow is a commute of 35 kilometres to the west. You'll find this fabulous 'hood 60 kilometres northwest of the city centre.

The Grand Victoria Casino and Arboretum of South Barrington shouldn't be missed, and best of all, they're within easy reach. The Hemmens Cultural Center and Raging Buffalo Snowboard Ski Park should also keep you amused for hours.

Among the first sightseeing recommendations in your guidebook will surely be the University of Chicago. So what are you waiting for? This well-known attraction is only 10 kilometres from the centre of the city.

If you fancy touring a few of the highlights in central Chicago, head straight to Navy Pier and the Lincoln Park Zoo. To get an even better feel for the area, also drop into the Chicago Cultural Center and the Merchandise Mart.

If you're on holiday with your children, they'll relish a day visiting one of the close by action-packed attractions. Santa's Village and Brunswick Zone XL are the ideal places for them to burn off a little steam.

Hotels in Sleepy Hollow

It'd probably be a wise idea to book your Sleepy Hollow hotel well ahead of time (but let's face it, you can't pre-plan everything.) At the moment, there are only 13 places available on lastminute.com.au.

After a bit of rest and relaxation? Feel your troubles melt away as you slide between the cosy sheets at The Mansion Bed & Breakfast and Holiday Inn Express Hotel & Suites Chicago-Algonquin.

Top hotels for your Sleepy Hollow holiday

Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
1150 North Arlington Heights Road, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 1 May to 2 May
AU$164
includes taxes & fees
1 May - 2 May
When you stay at Hyatt Place Itasca in Itasca, you'll be in the business district, within a 15-minute drive of Woodfield Mall and Schaumburg Convention ...
"Overall good stay. Very friendly and professional staff. Room was clean. Carpet condition could be improved."

Reviewed on 20 Apr. 2025

Hyatt Place Itasca
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 27 Apr to 28 Apr
AU$213
includes taxes & fees
27 Apr - 28 Apr
When you stay at Hyatt Regency Schaumburg Chicago in Schaumburg, you'll be in the business district, within a 5-minute drive of Woodfield Mall and Schaumburg ...
"A little expensive"

Reviewed on 20 Apr. 2025

Hyatt Regency Schaumburg Chicago
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 30 Apr to 1 May
AU$167
includes taxes & fees
30 Apr - 1 May
When you stay at Hyatt Place Chicago/Hoffman Estates in Hoffman Estates, you'll be in the business district, within a 5-minute drive of Arboretum of South Barrington ...
"Fueron muy amables y serviciales."

Reviewed on 20 Apr. 2025

Hyatt Place Chicago/Hoffman Estates
Don't see what you're looking for?
See all available properties in Sleepy Hollow
View all properties
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.

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the 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.