Find a Bed and Breakfast in Sleepy Hollow from CA $81

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Sleepy Hollow

A modern outdoor seating area with wicker furniture and a hanging chair, surrounded by a building with large windows and balconies.

1. Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.6 out of 10, Excellent, (1,087 reviews)
"Nice stay"
United States
Grant
The price is CA $124
CA $139 total
includes taxes & fees
Dec 6 - Dec 7
Best Western Plus Elgin - Chicago
A Holiday Inn hotel with a prominent sign, multiple floors, and a parking lot with cars.

2. Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG
3.0 star property
Elgin
9.0 out of 10, Wonderful, (1,002 reviews)
"Great stay!"
United States
Susan
The price is CA $185
CA $211 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Chicago Northwest-Elgin by IHG
A restaurant with booths, tables, and framed pictures on the wall.

3. Elgin Inn

Elgin Inn
3.0 star property
Elgin
8.0 out of 10, Very good, (873 reviews)
"Great location. Recommend it"
United States
Peggy
The price is CA $112
CA $128 total
includes taxes & fees
Nov 15 - Nov 16
Elgin Inn
A hotel room with a kitchenette, a bed, a sofa, a desk with a chair, and a large window.

4. Comfort Suites Elgin Northwest

Comfort Suites Elgin Northwest
2.5 star property
Elgin
8.0 out of 10, Very good, (1,000 reviews)
"Front desk was amazing"
United States
Anna
The price is CA $144
CA $164 total
includes taxes & fees
Dec 2 - Dec 3
Comfort Suites Elgin Northwest
A hotel room with a large bed, a red armchair, a small desk, a mirror, a bathroom with a bathtub, and a shower.

5. Country Inn & Suites by Radisson, Elgin, IL

Country Inn & Suites by Radisson, Elgin, IL
2.5 star property
Elgin
7.4 out of 10, Good, (1,000 reviews)
"Staff was courteous"
United States
Michael
The price is CA $101
CA $116 total
includes taxes & fees
Dec 2 - Dec 3
Country Inn & Suites by Radisson, Elgin, IL
A large indoor swimming pool with clear blue water, surrounded by large windows and a seating area with tables and chairs.

6. Holiday Inn Express And Suites Elgin Chicago Northwest by IHG

Holiday Inn Express And Suites Elgin Chicago Northwest by IHG
2.5 star property
Elgin
9.0 out of 10, Wonderful, (65 reviews)
"Very nice rooms. Liked the continental breakfast!."
United States
Paul
The price is CA $140
CA $159 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express And Suites Elgin Chicago Northwest by IHG
A hotel room with two beds, a nightstand with a lamp, and two framed pictures on the walls.

7. Quality Inn Elgin I-90

Quality Inn Elgin I-90
2.5 star property
Elgin
7.6 out of 10, Good, (1,000 reviews)
"Its an OK hotel. A bit old, but good enough for a night while traveling"
United States
Amir
The price is CA $85
CA $97 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Elgin I-90
A hotel corridor with a herringbone floor, white walls, and dark wood doors.

8. Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"This was such a beautiful place and room. I loved everything about my stay! I will deliver booking in the future"
United States
Shana
The price is CA $245
CA $368 total
includes taxes & fees
Nov 29 - Nov 30
Sinclair Suites
A modern breakfast area with a wooden table, potted plants, and a large window.

9. Hampton Inn by Hilton Huntley Chicago

Hampton Inn by Hilton Huntley Chicago
2.5 star property
Huntley
9.4 out of 10, Exceptional, (421 reviews)
"Highly recommend this hotel, one of the only hotels I’ll stay at in Chicago and one of the best hotel breakfasts"
United States
Kourtney
The price is CA $166
CA $191 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn by Hilton Huntley Chicago
A spacious lobby with a modern chandelier, seating areas, and a reception desk.

10. Chicago Marriott Northwest

Chicago Marriott Northwest
3.5 star property
Hoffman Estates
8.6 out of 10, Excellent, (1,002 reviews)
"The fact that it’s so quiet you can completely relax here"
United States
Andrea
The price is CA $167
CA $188 total
includes taxes & fees
Nov 15 - Nov 16
Chicago Marriott Northwest
A spacious lobby with a central seating area, a reception desk, and a display of amenities.

11. Hilton Garden Inn Hoffman Estates

Hilton Garden Inn Hoffman Estates
3.0 star property
Hoffman Estates
9.0 out of 10, Wonderful, (1,001 reviews)
"Parking, room and staff were excellent!"
United States
Armonte
The price is CA $144
CA $162 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Hoffman Estates
A spacious living area with a large sofa, a coffee table, and a flat-screen TV mounted on a wall. There is a kitchen area in the background with a bar and seating.

12. Hampton Inn & Suites Chicago/Hoffman Estates

Hampton Inn & Suites Chicago/Hoffman Estates
2.5 star property
Hoffman Estates
8.6 out of 10, Excellent, (1,004 reviews)
"Nice breakfast, clean rooms"
United States
Nicole
The price is CA $125
CA $141 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Chicago/Hoffman Estates
A spacious indoor area with multiple seating arrangements, including tables and chairs, and a herringbone patterned floor.

13. Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
3.0 star property
Crystal Lake
8.2 out of 10, Very good, (1,002 reviews)
"We had a spacious room and it was cleaned every day of our visit as well as receiving fresh towels. There is a very nice restaurant and cocktail lounge at the hotel and the location is great."
United States
sharon
The price is CA $165
CA $187 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
A modern lobby with a curved seating area, a reception desk, and a fireplace.

14. Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates
3.0 star property
Hoffman Estates
8.4 out of 10, Very good, (1,089 reviews)
"Downtown, safe, rooftop Bar, updated rooms"
United States
Dean D
The price is CA $154
CA $174 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Chicago/Hoffman Estates
A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

15. Country Inn & Suites by Radisson, Crystal Lake, IL

Country Inn & Suites by Radisson, Crystal Lake, IL
2.5 star property
Crystal Lake
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room, friendly staff, delicious breakfast"
United States
Cheryl
The price is CA $140
CA $158 total
includes taxes & fees
Nov 19 - Nov 20
Country Inn & Suites by Radisson, Crystal Lake, IL
A modern hotel lobby with a reception desk, seating area, and a large flat-screen TV.

16. Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
3.5 star property
Hoffman Estates
9.2 out of 10, Wonderful, (846 reviews)
"Fantastic stay as always"
United States
Jeremy
The price is CA $140
CA $158 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
A hotel room with a bathtub, two beds, a sofa, a small table, and two wall-mounted lamps.

17. Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin
2.5 star property
Crystal Lake
8.0 out of 10, Very good, (1,005 reviews)
"Overall a good experience with a clean room and a kind receptionist who checked me in. The only complaint I had was that I ended up mixing breakfast due to having to get ready in the dark (the power went out in my room) and having to pack that way as well to get ready to leave"
United States
Kendra
The price is CA $122
CA $138 total
includes taxes & fees
Nov 30 - Dec 1
Comfort Inn Crystal Lake - Algonquin
A MainStay Suites hotel with a parking lot, marked handicapped parking, and a brick facade.

18. MainStay Suites Chicago Hoffman Estates

MainStay Suites Chicago Hoffman Estates
2.5 star property
Hoffman Estates
7.8 out of 10, Good, (1,001 reviews)
"Friendly staff. Great value"
United States
Mauricio
The price is CA $95
CA $107 total
includes taxes & fees
Nov 29 - Nov 30
MainStay Suites Chicago Hoffman Estates
A hotel room with a large bed, a desk, a chair, a television, a refrigerator, and a bathroom with a mirror and sink.

19. Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates
2.5 star property
Hoffman Estates
7.4 out of 10, Good, (358 reviews)
"Excellent stay!"
United States
John
The price is CA $81
CA $92 total
includes taxes & fees
Dec 1 - Dec 2
Red Roof Inn PLUS+ Chicago - Hoffman Estates
An outdoor patio with a fire pit, two chairs, a table, and a striped umbrella.

20. HARMONY INN

HARMONY INN
2.0 star property
Huntley
9.4 out of 10, Exceptional, (68 reviews)
"We really enjoyed our stay. The two kids loved feeding the ducks! So comfortable and clean. We can’t wait to stay again!"
United States
Deborah
The price is CA $156
CA $177 total
includes taxes & fees
Nov 15 - Nov 16
HARMONY INN
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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Top reviews in Sleepy Hollow

A modern hotel lobby with a reception desk, seating area, and a large flat-screen TV.
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
Hoffman Estates

10/10 Excellent

Highly recommended
Canada
Shahid
Reviewed September 8, 2026
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Frequently Asked Questions

Searching for B&Bs in Sleepy Hollow?

If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a B&B might be a great fit for your trip to Sleepy Hollow.

How do you know if a B&B is the best choice for you?

With attentive service, an atmosphere suited to mingling with other guests, and breakfast served on site, B&Bs offer a truly one-of-a-kind setting.

What are the best B&Bs in Sleepy Hollow?

Below is a B&B in the area: Victorian Rose Garden: 4 rooms. 4.7 mi (7.6 km) from the heart of Sleepy Hollow. Enjoy the free full breakfast and unique décor.

When should I stay at a B&B in Sleepy Hollow?

When you're dreaming of a getaway to Sleepy Hollow, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sleepy Hollow are January, November, February, and October, with each month seeing an average of 7 inches of snowfall.

How can I get to and around Sleepy Hollow?

You can plan your excursions in and around Sleepy Hollow ahead of time with these transportation options. Fly into Chicago, IL (DPA-Dupage), which is located 13.4 mi (21.6 km) from the city center. Otherwise, you can search for flights to Chicago, IL (PWK-Chicago Executive), which is 20.5 mi (33 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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