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Top hotels in Sleepy Hollow

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Dec 21 to Dec 22
$149 total
Dec 21 - Dec 22
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 ...
Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks!

Reviewed on Dec 8, 2025

Opens in a new windowSilversmith Hotel Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $95 total per night from Jan 5 to Jan 6
$95 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
The room was clean and had everything we needed. Our room was warm.

Reviewed on Dec 10, 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $110 total per night from Jan 14 to Jan 15
$110 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
Clean room

Reviewed on Dec 13, 2025

Opens in a new windowEurostars Magnificent Mile
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Dec 16 to Dec 17
$103 total
Dec 16 - Dec 17
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. ...
The room was very small but clean. Bathroom is nice. Elevators are extremely slow! Staff is friendly

Reviewed on Dec 9, 2025

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
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
$132 nightly
The price is $150 total per night from Dec 30 to Dec 31
$150 total
Dec 30 - Dec 31
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 room with double bathroom. Executive level with private elevator.

Reviewed on Dec 10, 2025

Opens in a new windowPalmer House a Hilton Hotel
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
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $113 total per night from Jan 6 to Jan 7
$113 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
Very good

Reviewed on Dec 13, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Dec 22 to Dec 23
$134 total
Dec 22 - Dec 23
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Our first room on the 22nd floor had a terribly uncomfortable bed and couch. We had to ask to be moved to a different room, and the bed was wonderful. The couch, however, was just as uncomfortable as the first. Stephen at the front desk provided the best customer service of all.

Reviewed on Dec 14, 2025

Opens in a new windowHilton Chicago
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $97 total per night from Dec 22 to Dec 23
$97 total
Dec 22 - Dec 23
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy ...
Wonderful room, great location and friendly helpful staff. The breakfast buffet is really well done.

Reviewed on Dec 10, 2025

Opens in a new windowThe Whitehall Hotel, BW Premier Collection
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Jan 2 to Jan 3
$118 total
Jan 2 - Jan 3, 2026
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 ...
Had a great stay was clean 5 stars

Reviewed on Dec 10, 2025

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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very good "
A verified traveler stayed at Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North

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