Search B&B in Sleepy Hollow

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Sleepy Hollow

Lobby
Hampton Inn McHenry

Hampton Inn McHenry

Hampton Inn McHenry
2.5 star property
McHenry
9.0 out of 10, Wonderful, (879)
"Everything was clean, and the staff was very polite. We enjoyed our stay."
United States
Eric
The price is AED 356
AED 395 total
includes taxes & fees
7 Jan - 8 January 2026
Hampton Inn McHenry
Pool
Holiday Inn Express And Suites Elgin Chicago Northwest by IHG

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
10.0 out of 10, Exceptional, (1)
"We were very impressed with the hotel. Everything was clean and nice. The breakfast also had a lot of choices."
United States
Ashley
The price is AED 393
AED 448 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Express And Suites Elgin Chicago Northwest by IHG
Lobby
Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago
2.5 star property
St. Charles
8.2 out of 10, Very Good, (1003)
"Room was very clean and the staff was very friendly "
United States
Carol
The price is AED 237
AED 266 total
includes taxes & fees
12 Jan - 13 January 2026
Quality Inn and Suites St Charles - West Chicago
Exterior
Eaglewood Resort and Spa

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1014)
"Clean hotel, very friendly staff "
United States
Sherelle
The price is AED 375
AED 497 total
includes taxes & fees
21 Dec - 22 Dec
Eaglewood Resort and Spa
Exterior
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0 star property
Wood Dale
8.0 out of 10, Very Good, (1004)
"Nest room Good staff Free parking Good value for money "
United States
Shakeel
The price is AED 328
AED 364 total
includes taxes & fees
20 Dec - 21 Dec
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Lobby
Country Inn & Suites by Radisson, Crystal Lake, IL

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, (1000)
"Very nice pool and clean rooms . Pool and hot tub were excellent "
United States
JANET
The price is AED 362
AED 409 total
includes taxes & fees
4 Jan - 5 January 2026
Country Inn & Suites by Radisson, Crystal Lake, IL
Fireplace
Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.2 out of 10, Very Good, (1003)
"Clean and quiet. Good full breakfast from eggs and bacon to waffles to oats and pastries and fruit. Plenty of parking. "
United States
Meredith
The price is AED 309
AED 346 total
includes taxes & fees
17 Dec - 18 Dec
Best Western Plus Elgin - Chicago
Minibar, blackout drapes, free WiFi, bed sheets
Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL
2.0 star property
Elk Grove Village
8.0 out of 10, Very Good, (1082)
"It’s always a good choice if you want to stay close by the airport. Staff is nice and accommodating."
United States
Kiana
The price is AED 174
AED 197 total
includes taxes & fees
4 Jan - 5 January 2026
Motel 6 Elk Grove Village, IL
Jetted tub
AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL
2.5 star property
Woodstock
8.0 out of 10, Very Good, (994)
"The pool area was clean. Great choices for breakfast. Staff was friendly and nice"
United States
J
The price is AED 297
AED 330 total
includes taxes & fees
18 Dec - 19 Dec
AmericInn by Wyndham Woodstock IL
Restaurant
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates
3.0 star property
Hoffman Estates
8.4 out of 10, Very Good, (1003)
"Good stay at a nice place"
United States
Joe
The price is AED 364
AED 411 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Chicago/Hoffman Estates
Reception
Hampton Inn & Suites Chicago/St. Charles

Hampton Inn & Suites Chicago/St. Charles

Hampton Inn & Suites Chicago/St. Charles
2.5 star property
St. Charles
9.2 out of 10, Wonderful, (1001)
"Clean rooms, friendly staff and amazing breakfast buffet included with stay!"
United States
Vicki
The price is AED 317
AED 355 total
includes taxes & fees
6 Jan - 7 January 2026
Hampton Inn & Suites Chicago/St. Charles
Exterior
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG

Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG

Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
2.5 star property
Lake Zurich
8.8 out of 10, Excellent, (874)
"Clean, quiet and the breakfast was very good. Staff was nice as well. "
United States
Gregory
The price is AED 389
AED 432 total
includes taxes & fees
2 Jan - 3 January 2026
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
Japanese garden
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

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
8.0 out of 10, Very Good, (1001)
"Nice place to stay, the pool is warm. "
United States
Dulyer Catalina
The price is AED 367
AED 415 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
Lobby lounge
Wingate by Wyndham Chicago Schaumburg

Wingate by Wyndham Chicago Schaumburg

Wingate by Wyndham Chicago Schaumburg
3.0 star property
Schaumburg
8.6 out of 10, Excellent, (1011)
"Very nice place to stay."
United States
Jose
The price is AED 259
AED 297 total
includes taxes & fees
30 Dec - 31 Dec
Wingate by Wyndham Chicago Schaumburg
Room, 2 Double Beds, Non Smoking | Premium bedding, desk, iron/ironing board, free cribs/infant beds
Days Inn & Suites by Wyndham Arlington Heights

Days Inn & Suites by Wyndham Arlington Heights

Days Inn & Suites by Wyndham Arlington Heights
2.5 star property
Arlington Heights
8.4 out of 10, Very Good, (1000)
"Very good place to stay!"
United States
Roman
The price is AED 327
AED 366 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn & Suites by Wyndham Arlington Heights
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, free internet
Country Inn & Suites by Radisson, Elgin, IL

Country Inn & Suites by Radisson, Elgin, IL

Country Inn & Suites by Radisson, Elgin, IL
2.5 star property
Elgin
7.6 out of 10, Good, (1001)
"Family friendly place needs updated items through the hotel "
United States
Angie
The price is AED 235
AED 268 total
includes taxes & fees
11 Jan - 12 January 2026
Country Inn & Suites by Radisson, Elgin, IL
Suite, 1 King Bed, Non Smoking | In-room safe, desk, blackout drapes, iron/ironing board
Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin
2.5 star property
Crystal Lake
8.0 out of 10, Very Good, (983)
"Great breakfast! 😃"
United States
Brian
The price is AED 320
AED 362 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Crystal Lake - Algonquin
Garden
The Westin Chicago Northwest

The Westin Chicago Northwest

The Westin Chicago Northwest
4.0 star property
Itasca
8.8 out of 10, Excellent, (1001)
"Clean room and courteous staff!!"
United States
Valerie
The price is AED 363
AED 406 total
includes taxes & fees
28 Dec - 29 Dec
The Westin Chicago Northwest
View from property
Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale
3.0 star property
Wood Dale
8.6 out of 10, Excellent, (1001)
"Clean hotel with friendly staff. "
United States
Shanise
The price is AED 293
AED 326 total
includes taxes & fees
20 Dec - 21 Dec
Courtyard by Marriott Chicago Wood Dale
Indoor pool
Hyatt Place Itasca

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1006)
"Nice family friendly hotel"
United States
Sandy
The price is AED 342
AED 379 total
includes taxes & fees
20 Dec - 21 Dec
Hyatt Place Itasca
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 Sleepy Hollow Hotel Reviews

Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL

10/10 Excellent
"Good"
Patrick 1-night trip
Posted 2 days ago
Motel 6 Elk Grove Village, IL

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.