Sleepy Hollow Travel Guide

Chicago


Popular places to visit

Things to do


Top hotels in Sleepy Hollow

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
The price is Rp2.903.760 per night from 22 Sept to 23 Sept
Rp2.903.760
Rp3.408.722 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. ...
8.4/10 Very Good! (4,927 reviews)
First time exploring
"To start this hotel is extraordinary, the location is key if you want to explore Chicago. There is a Starbucks conveniently located outside and the grocery store across the street as well as multiple restaurants down the block. I would definitely rebook and consider this hotel as my first pick any ..."

Reviewed on 15 Sept 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (9,188 reviews)
"Clean room, Confortable bed"

Reviewed on 16 Sept 2025

Congress Plaza Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
The price is Rp3.057.282 per night from 2 Oct to 3 Oct
Rp3.057.282
Rp3.588.942 total
2 Oct - 3 Oct
includes taxes & fees
Stay at this 3-star hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (3,898 reviews)
"There were fees that were not disclosed on the website until you got to the hotel to check in."

Reviewed on 16 Sept 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
The price is Rp2.571.077 per night from 22 Sept to 23 Sept
Rp2.571.077
Rp3.018.187 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,795 reviews)
"Clean Room, Nice Staff, Great Location. Super easy check in/check out process."

Reviewed on 15 Sept 2025

citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is Rp2.808.261 per night from 19 Oct to 20 Oct
Rp2.808.261
Rp3.296.617 total
19 Oct - 20 Oct
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,873 reviews)
"Clean, quiet, and nice staff."

Reviewed on 15 Sept 2025

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
The price is Rp3.481.685 per night from 18 Oct to 19 Oct
Rp3.481.685
Rp4.087.149 total
18 Oct - 19 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,130 reviews)
"A little confusing going between the hotel and the airport but at least you don’t have to worry about grabbing an Uber super early in the morning. The rooms were clean. The only issue we had was the A/C not working properly. Gaslight Club was a great spot for a nightcap."

Reviewed on 18 Sept 2025

Hilton Chicago O'Hare Airport
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.

Other neighbourhoods around Sleepy Hollow

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Little Village

While you're strolling through Little Village, you may want to check out the bars and art galleries. If you want to see more of the area, hop on the metro at Central Park Station (Pink Line) or California Station (Pink Line).

Little Village
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Near West Side

4.5/5(14 area reviews)

Live music, theatres and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Racine Station or Polk Station (Pink Line) to get around town.

Near West Side
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West Loop

Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

West Loop
South Loop which includes a city and a high-rise building

South Loop

3/5(3 area reviews)

Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

South Loop
South Loop which includes street scenes and night scenes

Near South Side

Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.

Near South Side
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West Town

4.5/5(3 area reviews)

Noted for its live music and theatres, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city.

West Town


Sleepy Hollow Travel Guide