Hotels in Sleepy Hollow

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A restaurant with booths, tables, and framed pictures on the wall.

A hotel room with two beds, a nightstand with a lamp, and a bathroom visible in the background.

A reception desk with a blue wall and framed pictures, a "welcome to elgin" sign, and a "Hilton" sign.

A room with a sofa, two chairs, a flat-screen TV, and a window with a view.

Elgin Inn

Elgin

$80

$91 total

includes taxes & fees

Sep 4 - Sep 5

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

A swimming pool with a tiled deck, lounge chairs, and a view of the outdoors.

A hotel room with two beds, a large window with sheer curtains, a wall-mounted lamp, and a painting.

A spacious lobby with a mix of seating areas, a reception desk, and large windows providing natural light.

Best Western Plus Elgin - Chicago

West Dundee

$93

$104 total

includes taxes & fees

Sep 20 - Sep 21

A hotel room with a large bed, a red armchair, a small desk, a mirror, a bathroom with a bathtub, and a shower.

A modern living room with a blue sofa, a fireplace, and a clock on the wall.

A reception desk with a 'WELCOME' mat, framed pictures on the wall, and a 'DOOR' sign.

A Country Inn & Suites building with a dark exterior, multiple windows, and a covered entrance area.

Country Inn & Suites by Radisson, Elgin, IL

Elgin

$81

$92 total

includes taxes & fees

Sep 21 - Sep 22

A modern lobby with a blue sofa, large windows, and a reception desk.

A bar area with a long counter, multiple stools, a television screen, and a variety of bottles and glasses.

A modern hotel room with a living area, kitchenette, and a large TV.

A modern lobby with a seating area, a TV, and a decorative wall.

Holiday Inn Chicago Northwest-Elgin by IHG

Elgin

$136

$155 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with a kitchenette, a bed, a sofa, a desk with a chair, and a large window.

A reception area with a stone wall, a neon sign, and a vending machine.

A compact living space with a kitchenette, a sofa, a small round table, and a floor lamp.

A spacious lobby with a seating area, a reception desk, and a large window providing a view of the outside.

Comfort Suites Elgin Northwest

Elgin

$107

$122 total

includes taxes & fees

Sep 13 - Sep 14

A modern hotel room with a large bed, bedside tables, a nightstand, a lamp, and a large window with a view.

A hotel reception area with a modern design, featuring a reception desk, seating area, and a view of the outdoor space.

An indoor swimming pool with blue chairs, a lifeguard chair, and a no diving sign.

A spacious hotel lobby with a high ceiling, multiple seating areas, and a large window providing a view of the outdoors.

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Hoffman Estates

$110

$124 total

includes taxes & fees

Sep 24 - Sep 25

A gym with treadmills, elliptical machines, and a television displaying a sports event.

Extended Stay America Suites Chicago Elgin West Dundee

West Dundee

$61

$69 total

includes taxes & fees

Sep 9 - Sep 10

A spacious lobby with a modern chandelier, seating areas, and a reception desk.

A spacious lobby with a central round table, a grand piano, and a chandelier.

A spacious hotel lobby with multiple seating areas, a large chandelier, and a modern design.

A modern hotel lobby with a long wooden conference table, comfortable seating, and a decorative wall with a geometric pattern.

Chicago Marriott Northwest

Hoffman Estates

$93

$105 total

includes taxes & fees

Sep 6 - Sep 7

A hotel corridor with a herringbone floor, white walls, and dark wood doors.

A hotel room with a desk, two chairs, a lamp, a plant, and a TV on the wall.

A hotel room with a bed, a desk, a chair, and large windows offering a city view.

A bathroom with a white sink, gold fixtures, a mirror with a gold frame, patterned floor tiles, and a door leading to a shower area.

Sinclair Suites

West Dundee

$178

$267 total

includes taxes & fees

Sep 9 - Sep 10

A breakfast area with a sign that reads "HAPPY BREAKFAST STARTS HERE," a fruit bowl, and a wall with a "HEAT" sign.

An indoor swimming pool with clear blue water, surrounded by large windows offering views of the outdoors.

A modern hotel room with a large bed, a bedside table, a nightstand, and a bathroom visible through an open door.

An outdoor patio with tables and chairs, covered by large umbrellas, and a grill.

Hampton Inn by Hilton Huntley Chicago

Huntley

$122

$141 total

includes taxes & fees

Sep 13 - Sep 14

A modern lobby with a curved seating area, a reception desk, and a fireplace.

A multi-story hotel with a modern design, featuring a prominent "Hyatt Place" sign at the entrance.

A hotel room with a bed, a sofa, a desk with a telephone, and two wall-mounted lamps.

An indoor swimming pool with clear glass ceiling, built-in seating, and a tiled floor.

Hyatt Place Chicago/Hoffman Estates

Hoffman Estates

$110

$124 total

includes taxes & fees

Sep 3 - Sep 4

A Hampton Inn & Suites hotel entrance with a clear sign, a covered walkway, and a landscaped area with plants.

A hotel room with two beds, a television, a desk, a chair, and a sofa.

A hotel kitchen with a buffet setup, including various food items and a coffee machine.

A spacious lobby with a fireplace, comfortable seating, a dining area, and a television.

Hampton Inn & Suites Chicago/St. Charles

St. Charles

$98

$109 total

includes taxes & fees

Sep 7 - Sep 8

A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

A hotel room with a bed, bedside lamps, a bathroom with a bathtub, and a small wooden cabinet.

A gym with treadmills, an elliptical, and a mirrored wall.

A spacious lobby with a wooden reception desk, a staircase, and a seating area with a fireplace.

Country Inn & Suites by Radisson, Crystal Lake, IL

Crystal Lake

$114

$128 total

includes taxes & fees

Sep 21 - Sep 22

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a herringbone patterned floor.

A bar area with a counter, shelves of liquor bottles, and two TVs mounted on the wall.

A multi-story hotel with a brick facade, large windows, and a covered entrance area.

An indoor swimming pool with clear glass walls, stone flooring, and outdoor seating areas.

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Crystal Lake

$101

$114 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with a bathtub, two beds, a sofa, a small table, and two wall-mounted lamps.

A Comfort Inn hotel with a two-story building, a covered entrance, and a parking lot.

An indoor swimming pool with clear water, tiled walls, and a blue chair near the pool.

A hotel dining area with multiple tables and chairs, a coffee station, and a counter with a menu.

Comfort Inn Crystal Lake - Algonquin

Crystal Lake

$99

$112 total

includes taxes & fees

Sep 21 - Sep 22

A bed with white bedding and pillows against a wooden headboard.

A reception desk with a blue geometric wall design, a wooden counter, and a sign for Holiday Inn Express & Suites.

An indoor swimming pool with clear blue water, tiled walls, and a sunroof.

A Holiday Inn Express hotel with a brick facade, a covered entrance, and a parking lot.

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Algonquin

$106

$118 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with a sofa, a wooden table, a TV on a dresser, a lamp, and a window with curtains.

A hotel room with a wooden dining table, a television, a telephone, and a window with curtains.

A two-story building with a beige facade and red trim, featuring a central entrance with glass doors and a small awning.

A compact kitchen with white cabinets, a microwave, a refrigerator, and a dishwasher.

MainStay Suites Chicago Hoffman Estates

Hoffman Estates

$67

$76 total

includes taxes & fees

Sep 9 - Sep 10

A spacious lobby with a central seating area, a reception desk, and a display of amenities.

A spacious living room with a fireplace, seating area, and a kitchen in the background.

A modern dining area with a wooden table and chairs, a fireplace, and large windows offering a view of the outdoors.

A brick building with large windows and a patio area with outdoor furniture and a large umbrella.

Hilton Garden Inn Hoffman Estates

Hoffman Estates

$108

$122 total

includes taxes & fees

Sep 7 - Sep 8

A hotel lobby with a staircase, seating area, and artwork on the walls.

A Quality Inn & Suites with a classic architectural design, featuring a central entrance with a covered walkway, flanked by symmetrical columns and flowering trees.

A hotel lobby with a seating area, a fireplace, a television, and a balcony.

A hotel lobby with a reception desk, a seating area, and a staircase to an upper level.

Quality Inn and Suites St Charles - West Chicago

St. Charles

$65

$73 total

includes taxes & fees

Sep 27 - Sep 28

A gazebo with a brick wall, a pond, and a building in the background.

A park with a pond, a walking path, and a building in the background.

A bar area with multiple screens, a bartender, and red bar stools.

A hotel room with a large bed, two bedside tables with lamps, a black headboard, a large bathtub, and a window.

Baymont By Wyndham Schaumburg Chicago Northwest

Schaumburg

$67

$77 total

includes taxes & fees

Sep 8 - Sep 9

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Go beyond your typical stay in Sleepy Hollow

Pet friendly

Pool

Hot tub

Family friendly

Check out reviews of Sleepy Hollow hotels guests love

DoubleTree by Hilton Libertyville - Mundelein

8/10 Good

"Older building and room but clean and well maintained. Staff were friendly."

DoubleTree by Hilton Chicago - Arlington Heights

10/10 Excellent

"Clean room"

Hyatt Place Chicago/ Schaumburg

10/10 Excellent

"I keep returning to this very hotel because the breakfast is amazing, I feel safe, and I appreciate that there’s a bible in the dresser! The staff is always helpful, but this trip the staff who checked me in, was very friendly, but did not accurately take down my email address. This was properly addressed and corrected by the staff who checked me out. I very much love the attention to detail upon checkout. I will be returning again this coming up October for my Chamberlain graduation and am looking forward to booking at this very hotel. Until then, Thank you."

Chez Hotel Arlington Heights

8/10 Good

"Love this place the rooms are stunning, the TVS are massive and the beds are so comfortable. The staff is always very friendly and helpful."

Red Lion Inn & Suites Elk Grove Village

10/10 Excellent

"The ac worked good it was super dark the room did has a smell but not a bad smell. The light in the bathroom kept turning on because we left the door open. Other then that it was super good"

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

10/10 Excellent

"Very quite and relaxing away from the city and noise"

Wyndham Garden Schaumburg Chicago Northwest

8/10 Good

"When I pulled back the heavy curtain to get sunlight, I saw the curtain had a big hole in it. Other than that, the room was clean."

Frequently asked questions

What accommodations do travelers like in Sleepy Hollow?

Guests like Hilton Garden Inn Hoffman Estates and Red Roof Inn PLUS+ Chicago - Hoffman Estates.

Can I book a refundable accommodation in Sleepy Hollow?

If you need the flexibility to change your plans to Sleepy Hollow, most properties provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Sleepy Hollow be like during my trip?

July and August are typically the warmest months in Sleepy Hollow when the average temp is 70°F. January and February are the coldest months when the average temperature is 28°F. May and June are the months with the most rain.

Why should I book my Sleepy Hollow hotel with Hotels.com?

There are plenty of reasons to book your Sleepy Hollow travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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