Sleepy Hollow Holidays

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Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most. Learn more about Sleepy Hollow
Downtown Chicago featuring a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Sleepy Hollow

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CHF 135 per night from 30 Jun to 1 Jul
CHF 135
per night
30 Jun - 1 Jul
8.6/10 Excellent! (2,954 reviews)
"This was such a conveniently located hotel. We were able to walk to so many places. The guy that checked us in was super friendly and set the tone for a really nice stay. I also really appreciated to cold filtered water stations all over to refill our water bottles. I would definitely stay here ..."

Reviewed on 16 Jun 2024

River Hotel
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CHF 142 per night from 1 Jul to 2 Jul
CHF 142
per night
1 Jul - 2 Jul
7.6/10 Good! (7,001 reviews)
"Everything was great except for the breakfast at the restaurant...the waiter appeared to need some training and food off menu was very expensive."

Reviewed on 18 Jun 2024

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CHF 190 per night from 1 Jul to 2 Jul
CHF 190
per night
1 Jul - 2 Jul
8/10 Very Good! (2,405 reviews)
"It was ok had to keep asking for towels and the parking is to much look like they would give a discount for frequent visitors"

Reviewed on 18 Jun 2024

Embassy Suites by Hilton Chicago Downtown River North
See all 4,314 properties in Sleepy Hollow
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.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

Enjoy the excitement at Six Flags Great America and find out why this is a popular theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America
Image for Navy Pier

Navy Pier

4/5(125 reviews)

With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.