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Hotels near Sleepy Hollow

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
11.9 km from Sleepy Hollow
The price is CA $120 per night
CA $120
CA $141 total
includes taxes & fees
26 Nov - 27 Nov
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Free WiFi
Restaurant
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
Free cancellation
Reserve now, pay when you stay
12.91 km from Sleepy Hollow
The price is CA $165 per night
CA $165
CA $194 total
includes taxes & fees
27 Nov - 28 Nov
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
12.68 km from Sleepy Hollow
The price is CA $136 per night
CA $136
CA $159 total
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
11.74 km from Sleepy Hollow
The price is CA $134 per night
CA $134
CA $158 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3.5 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Free cancellation
11.98 km from Sleepy Hollow
The price is CA $152 per night
CA $152
CA $178 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pool
Free WiFi
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
12.1 km from Sleepy Hollow
The price is CA $184 per night
CA $184
CA $251 total
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pool
Spa
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
12.86 km from Sleepy Hollow
The price is CA $135 per night
CA $135
CA $189 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
13.01 km from Sleepy Hollow
The price is CA $141 per night
CA $141
CA $166 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free cancellation
13.03 km from Sleepy Hollow
The price is CA $195 per night
CA $195
CA $274 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Spa
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Free cancellation
Reserve now, pay when you stay
12.66 km from Sleepy Hollow
The price is CA $153 per night
CA $153
CA $180 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4 out of 5
100 W. Monroe St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
11.82 km from Sleepy Hollow
The price is CA $144 per night
CA $144
CA $169 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
13.62 km from Sleepy Hollow
The price is CA $176 per night
CA $176
CA $230 total
includes taxes & fees
10 Dec - 11 Dec
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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About Sleepy Hollow Hotels

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Sleepy Hollow hotels essential information

Accommodation
4,265 hotels
Lowest Price
CA $120
Highest Price
CA $195
Popular hotels
Congress Plaza Hotel, Embassy Suites by Hilton Chicago Downtown River North, River Hotel, Club Quarters Hotel, Central Loop, Chicago, Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel, Palmer House a Hilton Hotel, Hotel Felix River North/Magnificent Mile, Eurostars Magnificent Mile, InterContinental Chicago Magnificent Mile, an IHG Hotel, citizenM Chicago Downtown, Hyatt Centric The Loop Chicago, Thompson Chicago, by Hyatt

Recent Sleepy Hollow hotel reviews by fellow wanderers

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice. Good coffee and snacks at the restaurant express stop on lobby level and Starbucks on street level -- great location right near red line L and only a block from blue line to O'Hare airport."
A verified traveller stayed at Palmer House a Hilton Hotel
Palmer House a Hilton Hotel

Hotels near…

Areas of Sleepy Hollow