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Top hotels in Sleepy Hollow

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $197 total per night from May 10 to May 11
$197 total
May 10 - May 11
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...
The hotel was so clean and everyone was friendly! Great location!

Reviewed on May 7, 2026

Opens in a new windowHotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$130 nightly
The price is $155 total per night from May 25 to May 26
$155 total
May 25 - May 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express ...
Amazing stay in Chicago! The hotel was in the perfect location and made everything super convenient. The front desk staff were incredibly nice and helpful the entire trip. Would definitely stay here again!

Reviewed on May 8, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $171 total per night from May 25 to May 26
$171 total
May 25 - May 26
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
My mom and I decided to do a girl’s trip to Chicago, and River Hotel was one of the best decisions we made. The staff were so friendly, the rooms were clean, and there were plenty of amenities. My mom especially loved the complimentary Nespresso in our room. My only qualm with the hotel was how thin ...

Reviewed on May 8, 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$126 nightly
The price is $150 total per night from May 10 to May 11
$150 total
May 10 - May 11
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack ...
Clean room

Reviewed on May 8, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
$149 nightly
The price is $177 total per night from May 25 to May 26
$177 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi ...
The Holiday Inn Voco at Wolf Point continues to exceed expectations! Warm, welcoming staff, spotless rooms and outstanding service by housekeeping! I call it my home away from home and I stay there frequently when visiting our children! Spectacular views, inviting atmosphere and stay second to none! ...

Reviewed on May 4, 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $264 total per night from May 26 to May 27
$264 total
May 26 - May 27
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...
Great view

Reviewed on May 7, 2026

Opens in a new windowFairmont Chicago at Millennium Park
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $199 total per night from May 25 to May 26
$199 total
May 25 - May 26
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express ...
Great

Reviewed on May 8, 2026

Opens in a new windowPalmer House a Hilton Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $148 total per night from May 20 to May 21
$148 total
May 20 - May 21
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...
The room was a little small, but fit my needs on a 3 day business trip. The bar downstairs served a limited breakfast... And had free fruit, and Coffee in the morning. The staff was extremely friendly, and very attentive to guests. In summary I would stay here again on business.

Reviewed on May 7, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $161 total per night from May 9 to May 10
$161 total
May 9 - May 10
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
The hotel looks really cool as it’s really old. The rooms are very basic, a coffee maker and a tiny tv. The south tower is right on the train line so it can be noisy with the train rattling past. The staff was nice. We didn’t use many of the amenities (like restaurants) so I can’t comment on them. ...

Reviewed on May 8, 2026

Opens in a new windowCongress Plaza Hotel
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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 Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Sleepy Hollow area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Sleepy Hollow to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Sleepy Hollow are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Sleepy Hollow hotel reviews by fellow wanderers

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great"
A verified traveler stayed at Palmer House a Hilton Hotel
Palmer House a Hilton Hotel

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