
Cheap Holidays to Sleepy Hollow
- Top deals for trips to Sleepy Hollow
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Sleepy Hollow
Price found within the past 48 hours. Click for updated prices.

4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 1'447, price is now CHF 890 per person
CHF 890
per person
found 11 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

5.0-star property
Park Hyatt Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 2'617, price is now CHF 1'674 per person
CHF 1'674
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'831, price is now CHF 1'181 per person
CHF 1'181
per person
found 3 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'845, price is now CHF 1'225 per person
CHF 1'225
per person
found 3 hours ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'760, price is now CHF 1'173 per person
CHF 1'173
per person
found 3 hours ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A restaurant, a gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.
Sleepy Hollow Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 1'447, price is now CHF 890 per person
CHF 890
per person
found 11 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

5.0-star property
Park Hyatt Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 2'617, price is now CHF 1'674 per person
CHF 1'674
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'831, price is now CHF 1'181 per person
CHF 1'181
per person
found 3 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'845, price is now CHF 1'225 per person
CHF 1'225
per person
found 3 hours ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
27 Sept - 4 Oct
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Return • Coach
Price was CHF 1'760, price is now CHF 1'173 per person
CHF 1'173
per person
found 3 hours ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A restaurant, a gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.
Best Sleepy Hollow hotel deals for your holiday

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CHF 178 per night
CHF 178
14 Sept - 15 Sept
includes taxes & fees
11.9 km from Sleepy Hollow
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Kostenloses WLAN
Restaurant

The Wade
644 N Lake Shore Dr, Chicago, IL
The price is CHF 143 per night
CHF 143
1 Sept - 2 Sept
includes taxes & fees
13.77 km from Sleepy Hollow
Our customers tell us they can't get enough of The Wade's great location. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, an indoor pool and a restaurant are available.
Pool
Haustierfreundlich

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 152 per night
CHF 152
3 Sept - 4 Sept
includes taxes & fees
12.91 km from Sleepy Hollow
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
Pool
Frühstück inbegriffen

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is CHF 185 per night
CHF 185
3 Sept - 4 Sept
includes taxes & fees
12.1 km from Sleepy Hollow
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Pool
Wellness

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 136 per night
CHF 136
2 Sept - 3 Sept
includes taxes & fees
12.86 km from Sleepy Hollow
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
Pool
Haustierfreundlich

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 151 per night
CHF 151
24 Aug - 25 Aug
includes taxes & fees
13.81 km from Sleepy Hollow
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Haustierfreundlich
Kostenloses WLAN
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.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ch from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.