Hotels with Shuttle Service in Sleepy Hollow, IL

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Find 13 Hotels with Shuttle in Sleepy Hollow from $99

Carlton Inn Midway
Carlton Inn Midway
Hotel
Chicago, IL, USA
1.8k from Sleepy Hollow center

Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

5.0

Review score

832 reviews

$99
Average price / night
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Holiday Inn Express & Suites Chicago-Midway Airport by IHG
Holiday Inn Express & Suites Chicago-Midway Airport by IHG
Hotel
Bedford Park, IL, USA
4.2k from Sleepy Hollow center

Cheap, Accommodations, Parking, Holiday inn , Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

304 reviews

$176
Average price / night
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Chicago Marriott Midway
Chicago Marriott Midway
Hotel
Bedford Park, IL, USA
4.3k from Sleepy Hollow center

Accommodations, Pools, Parking, Marriott , Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

174 reviews

$173
Average price / night
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Hampton Inn Chicago-Midway Airport
Hampton Inn Chicago-Midway Airport
Hotel
Chicago, IL, USA
4.3k from Sleepy Hollow center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.0

Good

394 reviews

$1105
Average price / night
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Hilton Garden Inn Chicago/Midway Airport
Hilton Garden Inn Chicago/Midway Airport
Hotel
Chicago, IL, USA
4.3k from Sleepy Hollow center

Accommodations, Pools, Parking, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay, Family

7.8

Good

243 reviews

$172
Average price / night
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Courtyard Chicago Midway Airport
Courtyard Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.4k from Sleepy Hollow center

Accommodations, Pools, Parking, Marriott , Pet-friendly, 3-star, Lodgings, Places to stay, Family

7.6

Good

233 reviews

$158
Average price / night
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Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.5k from Sleepy Hollow center

Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Family

8.6

Fabulous

809 reviews

$181
Average price / night
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DoubleTree by Hilton Chicago Midway Airport, IL
DoubleTree by Hilton Chicago Midway Airport, IL
Hotel
Bedford Park, IL, USA
4.5k from Sleepy Hollow center

Accommodations, Pools, 4-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

145 reviews

$197
Average price / night
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Fairfield Inn & Suites Chicago Midway Airport
Fairfield Inn & Suites Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.5k from Sleepy Hollow center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

263 reviews

$149
Average price / night
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Residence Inn Chicago Midway Airport
Residence Inn Chicago Midway Airport
Hotel
Bedford Park, IL, USA
4.5k from Sleepy Hollow center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

9.3

Superb

66 reviews

$212
Average price / night
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Sleep Inn Midway Airport
Sleep Inn Midway Airport
Hotel
Chicago, IL, USA
4.6k from Sleepy Hollow center

B&bs, Accommodations, Parking, Inns, Pet-friendly, Lodgings, Places to stay, Accessible hotels

7.7

Good

733 reviews

$116
Average price / night
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Holiday Inn Chicago Midway Airport S by IHG
Holiday Inn Chicago Midway Airport S by IHG
Hotel
Chicago, IL, USA
6.0k from Sleepy Hollow center

Accommodations, Parking, Holiday inn , 3-star, Lodgings, Places to stay, Accessible hotels

7.7

Good

553 reviews

$153
Average price / night
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Courtyard by Marriott Chicago at Medical District-UIC
Courtyard by Marriott Chicago at Medical District-UIC
Hotel
Chicago, IL, USA
9.2k from Sleepy Hollow center

Accommodations, Parking, Marriott , 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

148 reviews

$264
Average price / night
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Pro Tip for Travelers:
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Stay Near Sleepy Hollow's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

Sleepy Hollow Hotels with Shuttle on the Map

Frequently Asked Questions

Shuttle services in Sleepy Hollow often connect guests to nearby airports, major attractions, or city centers, depending on the hotel’s location.

Some hotels require advance reservations for shuttle services, while others operate on a fixed schedule. It’s best to confirm details before arrival.

Many hotels offer complimentary shuttle services, but some may charge a small fee depending on distance or destination.

Prices for hotels with shuttle options in Sleepy Hollow typically begin around $99 per night, depending on location and facilities.

In addition to transportation services, many properties also feature Accessibility, Wellness Facilities, and Internet for added convenience.