Find hotels in Sleepy Hollow, Chicago from SAR 125

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Discover 4,619 Sleepy Hollow hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4279)
"Great check-in and location."
The price is SAR 525
SAR 617 total
includes taxes & fees
29 Jun - 30 Jun
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1872)
"Very nice hotel and very clean"
The price is SAR 540
SAR 634 total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3013)
"Its a nice hotel in a good location and you had a lots of options to choose from like the spa."
The price is SAR 540
SAR 634 total
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1166)
"Great location "
The price is SAR 503
SAR 590 total
includes taxes & fees
1 Jul - 2 Jul
Crowne Plaza Chicago West Loop by IHG

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3214)
"Great place to be "
The price is SAR 459
SAR 539 total
includes taxes & fees
2 Jul - 3 Jul
citizenM Chicago Downtown

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2752)
"Great hotel and location! "
The price is SAR 503
SAR 590 total
includes taxes & fees
30 Jun - 1 Jul
Aloft Chicago Mag Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2055)
"Amazing stay"
The price is SAR 603
SAR 817 total
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1009)
"It was great experience there."
The price is SAR 441
SAR 518 total
includes taxes & fees
6 Jul - 7 Jul
Best Western River North Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1011)
"We would stay here again!"
The price is SAR 477
SAR 597 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn & Suites Chicago - Downtown by IHG

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8878)
"Great place to stay."
The price is SAR 537
SAR 630 total
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3424)
"Very pleasant stay"
The price is SAR 554
SAR 650 total
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (1967)
"Great place "
The price is SAR 323
SAR 556 total
includes taxes & fees
3 Jul - 4 Jul
Freehand Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2329)
"Great stay "
The price is SAR 507
SAR 595 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1839)
"Great place to stay."
Silversmith Hotel Chicago Downtown

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3457)
"Great location and staff. Would definitely stay there again."
The price is SAR 450
SAR 528 total
includes taxes & fees
6 Jul - 7 Jul
The Whitehall Hotel, BW Premier Collection

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2221)
"Great place to stay!"
The price is SAR 348
SAR 408 total
includes taxes & fees
7 Jul - 8 Jul
Travelodge by Wyndham Downtown Chicago

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2404)
"Great hotel"
The price is SAR 436
SAR 577 total
includes taxes & fees
1 Jul - 2 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (495)
"The accommodations were okay"
The price is SAR 221
SAR 597 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection River North

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (1954)
"Great central location, excellent rooms."
The price is SAR 589
SAR 691 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Centric The Loop Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1754)
"Beautiful, historical hotel!"
The price is SAR 619
SAR 820 total
includes taxes & fees
29 Jun - 30 Jun
Palmer House a Hilton Hotel
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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Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most.
Downtown Chicago map

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile map

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop map

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North map

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighborhood that travelers like for its restaurants.

If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals available in Sleepy Hollow.

Where can I learn more about changing or cancelling my trip to Sleepy Hollow?

For more information about picking new dates or cancelling your trip to Sleepy Hollow, click here.

What can I see and do in this Chicago neighborhood?

Places you might want to visit in the area around Sleepy Hollow include Hawthorne Works Museum and Balzekas Museum of Lithuanian Culture. When you're sightseeing around the area, United Center and Bridgeport Art Center are a couple of other sights to visit.