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Top Trending Hotels Near Sleepy Hollow, Chicago

FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (148)
"Great stay"
The price is Rp1.797.257
Rp2.109.799 total
includes taxes & fees
5 Aug - 6 Aug
FOUND Hotel Chicago River North
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2270)
"Best Travelodge I have stayed at "
The price is Rp1.759.860
Rp2.065.899 total
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (246)
"Great location, nice amenities"
The price is Rp7.021.841
Rp8.557.434 total
includes taxes & fees
29 Jul - 30 Jul
Level Chicago Fulton Market
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2585)
"Excellent Hotel!!"
The price is Rp2.008.359
Rp2.357.613 total
includes taxes & fees
24 Aug - 25 Aug
Best Western Grant Park Hotel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1022)
"Great stay"
The price is Rp2.411.660
Rp2.831.048 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great place to stay!"
The price is Rp2.208.298
Rp2.592.322 total
includes taxes & fees
18 Aug - 19 Aug
Ohio House Motel
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Excellent location and great vibe. "
The price is Rp3.405.655
Rp3.997.900 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (307)
"This was a great hotel in a great location."
The price is Rp2.981.985
Rp3.500.554 total
includes taxes & fees
24 Aug - 25 Aug
Residence Inn Chicago Downtown Magnificent Mile
Kinzie Hotel
Premium bedding, pillow-top beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1797)
"Beautiful stay! "
The price is Rp3.211.744
Rp4.222.615 total
includes taxes & fees
14 Aug - 15 Aug
Kinzie Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8965)
"Great place to stay."
The price is Rp2.890.571
Rp3.393.242 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2115)
"Stayed many times, great fun!"
The price is Rp1.742.261
Rp2.810.386 total
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1009)
"The staff was so friendly, accommodations were modern and well appointed, a wonderful location with surprisingly good food in the attached restaurant "
The price is Rp2.352.998
Rp3.006.608 total
includes taxes & fees
24 Aug - 25 Aug
Le Méridien Essex Chicago
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1822)
"Nice room, great location and excellent staff."
The price is Rp2.215.150
Rp2.600.365 total
includes taxes & fees
7 Aug - 8 Aug
Central Loop Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1910)
"Great stay"
The price is Rp2.069.465
Rp2.811.953 total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1025)
"nice hotel and nice staff and close to everything "
The price is Rp2.008.359
Rp2.357.561 total
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1022)
"Clean, large rooms, very comfortable."
The price is Rp2.594.164
Rp3.045.290 total
includes taxes & fees
24 Aug - 25 Aug
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2234)
"Great location, great breakfast and perfect rooms."
The price is Rp2.602.800
Rp3.514.832 total
includes taxes & fees
24 Aug - 25 Aug
Hotel Riu Plaza Chicago
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3438)
"Great stay"
The price is Rp2.894.668
Rp3.398.051 total
includes taxes & fees
24 Aug - 25 Aug
citizenM Chicago Downtown
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1182)
"Great location and property!"
The price is Rp2.163.976
Rp3.020.994 total
includes taxes & fees
24 Aug - 25 Aug
Thompson Chicago, by Hyatt
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1005)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is Rp3.519.818
Rp4.702.521 total
includes taxes & fees
10 Aug - 11 Aug
Chicago Athletic Association, a Hyatt 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.

Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas for the activities you enjoy most.
Downtown Chicago featuring a city
Downtown Chicago map

Downtown Chicago

5 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 Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North map

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Chicago featuring a city and modern architecture
Lincoln Park map

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Sleepy Hollow Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Room: Bed and living spaces were great. The coffee was awful, worst ever. The mini bar and snack items in-room were ridiculously over priced. The Bathroom had a lot of wasted space. The shower was tiny and the small bathtub is unnecessary and not useful. Restaurants: Jordan’s is one of our favorites, love it! The breakfast buffet was not worth the money. It was barely more than a continental breakfast. Casa Chi food was really good but extremely overpriced for the quantity. Area: the best area to stay downtown. Everything you could want is within walking distance. Overall, a nice place but could use some refinements."
Michael 2-night trip
Posted 9 hours ago
InterContinental Chicago Magnificent Mile by IHG

Frequently asked questions

What's it like in Sleepy Hollow?

Sleepy Hollow is a neighbourhood that travellers 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the top deals on offer in Sleepy Hollow.

What can I see and do in this Chicago neighbourhood?

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.