Hotels in Sleepy Hollow
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Featured Hotels in Sleepy Hollow

Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Free Cancellation
7.28 mi from Sleepy Hollow
$149 nightly
The price is $177 total per night
$177 total
May 25 - May 26
Total with taxes and fees
Guests of Club Quarters Hotel, Central Loop, Chicago enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.26 mi from Sleepy Hollow
$155 nightly
The price is $184 total per night
$184 total
May 25 - May 26
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
7.42 mi from Sleepy Hollow
$149 nightly
The price is $177 total per night
$177 total
May 25 - May 26
Total with taxes and fees
At Holiday Inn Chicago Dwtn - The Mart by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and a sauna. Self parking is offered for USD 63 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, conference space, and a microwave in a common area.
Pool
Free WiFi

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.39 mi from Sleepy Hollow
$135 nightly
The price is $161 total per night
$161 total
May 11 - May 12
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.87 mi from Sleepy Hollow
$152 nightly
The price is $181 total per night
$181 total
May 26 - May 27
Total with taxes and fees
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.98 mi from Sleepy Hollow
$125 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
Guests of Hotel Felix River North/Magnificent Mile enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 74 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this boutique hotel include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi

Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.98 mi from Sleepy Hollow
$222 nightly
The price is $264 total per night
$264 total
May 26 - May 27
Total with taxes and fees
Guests staying at Fairmont Chicago at Millennium Park enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 88 per day, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include meeting rooms, conference space, and a business center.
Spa
Pet friendly

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.23 mi from Sleepy Hollow
$165 nightly
The price is $197 total per night
$197 total
May 25 - May 26
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry.
Breakfast included
Free WiFi

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.58 mi from Sleepy Hollow
$130 nightly
The price is $155 total per night
$155 total
May 25 - May 26
Total with taxes and fees
At Hilton Chicago/Magnificent Mile Suites, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a business center, and express check-out.
Pool
Pet friendly
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.
Sleepy Hollow hotels essential information
Accommodation | 4,857 hotels |
|---|---|
Lowest Price | $148 |
Highest Price | $264 |
Popular hotels | Congress Plaza Hotel, Hotel Riu Plaza Chicago, Hilton Chicago/Magnificent Mile Suites, River Hotel, Hotel Felix River North/Magnificent Mile, Club Quarters Hotel, Central Loop, Chicago, Holiday Inn Chicago Dwtn - The Mart by IHG, Fairmont Chicago at Millennium Park, Hilton Chicago |
Recent Reviews

Hilton Chicago/Magnificent Mile Suites
5/5 Excellent
"Lovely place with clean room, spacious and close
To everything we wanted to do. Loved the view of the lake on higher floors. Pool was cute and perfect for kids, we will be back!"
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
Posted 1 hour ago
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