Hotels in Sleepy Hollow, IL: Compare 10+ Sites & Save

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84 Best Hotels in Sleepy Hollow (Starting from $80)

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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Skylark Motel
Skylark Motel
Hotel
5435 S Archer Ave, Chicago, IL, 60638, United States
1.6k from Sleepy Hollow center

AC, Free Parking, Frontdesk 24 Hour, Housekeeping, Internet, Microwave

4.8

Review score

122 reviews

$97
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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Cindy Lyn Motel
Cindy Lyn Motel
Hotel
5029 Ogden Ave, Cicero, IL, 60804, United States
3.3k from Sleepy Hollow center

AC, Free Parking, Frontdesk 24 Hour, Housekeeping, Internet, Microwave

5.8

Review score

112 reviews

$133
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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Hampton Inn by Hilton Chicago-Midway Airport
Hampton Inn by Hilton Chicago-Midway Airport
Hotel
6540 S Cicero Ave, Chicago, IL, 60638, United States
4.3k from Sleepy Hollow center

AC, Airport Transportation, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Internet, Laundry

8.6

Fabulous

1243 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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Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Hotel
6500 S Cicero Ave, Chicago, IL, 60638, United States
4.3k from Sleepy Hollow center

AC, Airport Transportation, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet

9.0

Fabulous

1312 reviews

$146
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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Courtyard by Marriott Chicago Midway Airport
Courtyard by Marriott Chicago Midway Airport
Hotel
6610 S Cicero Ave, Chicago, IL, 60638, United States
4.4k from Sleepy Hollow center

AC, Airport Transportation, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Grocery

8.2

Very Good

1003 reviews

$173
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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DoubleTree by Hilton Chicago Midway Airport
DoubleTree by Hilton Chicago Midway Airport
Hotel
6624 S Cicero Ave, Chicago, IL, 60638, United States
4.5k from Sleepy Hollow center

AC, Airport Transportation, Bar, Breakfast Available, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment

9.2

Superb

1003 reviews

$156
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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Sleep Inn Midway Airport Bedford Park
Sleep Inn Midway Airport Bedford Park
Hotel
6650 S Cicero Ave, Chicago, IL, 60638, United States
4.5k from Sleepy Hollow center

AC, Airport Transportation, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

8.0

Good

1821 reviews

$118
Average price / night
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VIBE INN - WHIRLPOOLS SUITES - Lyons
VIBE INN - WHIRLPOOLS SUITES - Lyons
Hotel
Sleepy Hollow, Chicago, Illinois, USA
5.4k from Sleepy Hollow center

Air Conditioner, Parking

8.9

Fabulous

149 reviews

$80
Average price / night
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Fairfield Inn and Suites by Marriott Chicago Midway Airport
Fairfield Inn and Suites by Marriott Chicago Midway Airport
Hotel
6630 S Cicero Ave, Chicago, IL, 60638, United States
4.5k from Sleepy Hollow center

AC, Airport Transportation, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Grocery

8.2

Very Good

1004 reviews

$146
Average price / night
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The Shamrock
The Shamrock
Hotel
Sleepy Hollow, Chicago, Illinois, USA
5.9k from Sleepy Hollow center

Accommodations, Parking, 3-star, Lodgings, Places to stay

5.5

Review score

171 reviews

$199
Average price / night
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Residence Inn Marriott Chicago Midway
Residence Inn Marriott Chicago Midway
Hotel
6638 S Cicero Ave, Chicago, IL, 60638, United States
4.6k from Sleepy Hollow center

AC, Airport Transportation, Barbecue, Breakfast Included, Business Services, Crib, Extra Bed, Fitness Equipment, Free Parking

9.0

Fabulous

610 reviews

$169
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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Rainbow Motel
Rainbow Motel
Hotel
7050 W Archer Ave, Chicago, IL, 60638, United States
5.3k from Sleepy Hollow center

AC, Free Parking, Frontdesk 24 Hour, Internet, No Smoking, Room Service

5.6

Review score

19 reviews

$90
Average price / night
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Extended Stay America Suites - Chicago - Midway
Extended Stay America Suites - Chicago - Midway
Hotel
Burbank, IL, USA
6.1k from Sleepy Hollow center

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

5.4

Review score

649 reviews

$116
Average price / night
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Welcome Inn & Suites - Lyons
Welcome Inn & Suites - Lyons
Hotel
3922 S Harlem Ave, Lyons, IL, 60534, United States
5.3k from Sleepy Hollow center

AC, Free Parking, Frontdesk 24 Hour, Heater, Internet, No Smoking

5.8

Review score

181 reviews

$132
Average price / night
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Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Hotel
Burbank, IL, USA
6.7k from Sleepy Hollow center

Accommodations, Motels, Parking, Lodgings, Places to stay, Accessible hotels

5.2

Review score

5 reviews

$145
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Sleepy Hollow.

Stay Near Sleepy Hollow's Top Attractions

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Sleepy Hollow Hotels on the Map

Frequently Asked Questions

You can explore 84 verified hotels in Sleepy Hollow. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Sleepy Hollow vary depending on the season, location, and property type. Rates typically start from around $80 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Sleepy Hollow include amenities such as Guest Services, Accessibility, and Security/Safety. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Sleepy Hollow by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Sleepy Hollow welcome pets. Currently, 17 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Sleepy Hollow offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.