Hotels in Sleepy Hollow

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Hampton Inn by Hilton Huntley Chicago

Hampton Inn by Hilton Huntley Chicago
2.5 star property
Huntley
9.4 out of 10, Exceptional, (358 reviews)
This Chicago-area hotel offers an indoor pool for morning swims and a 24-hour fitness center. Located near Terrace Hill Golf Course, with free breakfast and parking, it's praised for its helpful staff and business-friendly amenities.
The price is $114
$132 total
includes taxes & fees
May 26 - May 27
Hampton Inn by Hilton Huntley Chicago

Elgin Inn

Elgin Inn
2.5 star property
Elgin
8.0 out of 10, Very Good, (740 reviews)
The price is $84
$96 total
includes taxes & fees
May 24 - May 25
Elgin Inn

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, (1,001 reviews)
Unwind at this hotel with a refreshing indoor pool and Three Oaks Lodge restaurant serving American dishes. Conveniently located near Regal Crystal Lake Showplace and Three Oaks Recreation Area, enjoy free WiFi and parking with helpful staff to assist.
The price is $100
$113 total
includes taxes & fees
May 28 - May 29
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG
2.5 star property
Algonquin
8.2 out of 10, Very Good, (1,001 reviews)
Wake up to free breakfast at this Algonquin hotel near the train station. An indoor pool and fitness center offer recreational options, while free parking and WiFi add convenience. Brunswick Zone XL and Bowlero Randall Road await nearby.
The price is $111
$123 total
includes taxes & fees
May 20 - May 21
Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
Modern accommodations near Santa's Village with convenient free WiFi and parking. Just a short drive from Elgin National Street Station, this hotel offers climate-controlled rooms for a relaxing stay close to popular entertainment venues.
The price is $198
$289 total
includes taxes & fees
May 31 - Jun 1
Sinclair Suites

Hampton Inn McHenry

Hampton Inn McHenry
2.5 star property
McHenry
9.0 out of 10, Wonderful, (943 reviews)
Located in a tranquil setting, this hotel offers free breakfast, WiFi, and parking near McHenry Shores Beach Park. The 24-hour fitness center and indoor pool create a refreshing retreat after exploring nearby attractions.
The price is $128
$142 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn McHenry

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,078 reviews)
Unwind at this Itasca resort offering a full-service spa, golf course, and both indoor and outdoor pools. Just 15 minutes from Woodfield Mall and featuring 2 restaurants serving American cuisine plus 2 bars. Clean rooms and helpful staff earn consistent praise.
The price is $105
$139 total
includes taxes & fees
May 18 - May 19
Eaglewood Resort and Spa

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)
Relax at this hotel with an indoor pool and hot tub, a 14-minute walk from Crystal Lake Pingree Road Station. Clean rooms include refrigerators and microwaves. Free breakfast, WiFi, and parking make exploring nearby attractions easy.
The price is $105
$119 total
includes taxes & fees
May 31 - Jun 1
Country Inn & Suites by Radisson, Crystal Lake, IL

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL
3.0 star property
Woodstock
8.0 out of 10, Very Good, (1,001 reviews)
Unwind in this quiet retreat featuring a casino and 24-hour fitness center. Just minutes from McHenry County Fairgrounds, enjoy convenient amenities including free breakfast, parking, and in-room refrigerators and microwaves.
The price is $90
$100 total
includes taxes & fees
May 24 - May 25
AmericInn by Wyndham Woodstock IL

Comfort Suites Elgin Northwest

Comfort Suites Elgin Northwest
2.5 star property
Elgin
8.0 out of 10, Very Good, (1,000 reviews)
Discover this welcoming Elgin hotel with an indoor pool and fitness center. Free breakfast, WiFi, and parking add value, while attentive staff ensure a pleasant experience. Randall Oaks Golf Club and Cinemark West Dundee are nearby attractions worth exploring.
The price is $106
$121 total
includes taxes & fees
May 26 - May 27
Comfort Suites Elgin Northwest

Extended Stay America Suites Chicago Elgin West Dundee

Extended Stay America Suites Chicago Elgin West Dundee
2.5 star property
West Dundee
6.6 out of 10, (583 reviews)
Embrace comfort at this West Dundee hotel near a train station and Santa's Village attraction. Free breakfast, parking, and a 24-hour fitness center await, while skiing adventures are just minutes away. Cinemark West Dundee provides entertainment options nearby.
The price is $59
$66 total
includes taxes & fees
May 26 - May 27
Extended Stay America Suites Chicago Elgin West Dundee

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.4 out of 10, Very Good, (1,002 reviews)
Escape to this peaceful hotel where travelers praise the quiet atmosphere and helpful staff. Take a refreshing swim in the indoor pool, enjoy free breakfast, and stay connected with WiFi. Santa's Village and Cinemark West Dundee are located nearby.
The price is $80
$89 total
includes taxes & fees
May 25 - May 26
Best Western Plus Elgin - 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, (1,002 reviews)
Enjoy peaceful surroundings at this quiet St. Charles hotel with seasonal outdoor pool and fitness center. Located near local cultural attractions with easy access to shops and restaurants. Free breakfast, WiFi, and parking add value, while helpful staff ensure a comfortable stay.
The price is $77
$86 total
includes taxes & fees
May 24 - May 25
Quality Inn and Suites St Charles - West Chicago

Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL
2.0 star property
Elk Grove Village
8.2 out of 10, Very Good, (1,231 reviews)
Located in a peaceful area of Elk Grove Village, this motel sits just a 10-minute drive from Woodfield Mall and Schaumburg Convention Center. Guests praise the helpful staff and clean rooms. Enjoy convenient amenities including free WiFi, parking, and 24-hour front desk service.
The price is $55
$62 total
includes taxes & fees
May 26 - May 27
Motel 6 Elk Grove Village, IL

Geneva Motel Inn

Geneva Motel Inn
2.0 star property
St. Charles
7.6 out of 10, Good, (1,004 reviews)
This peaceful hotel offers an indoor pool for morning swims and a fitness center for workouts. Free breakfast, WiFi, and parking enhance your stay, while clean rooms provide a tranquil retreat near St. Charles Heritage Center and cultural attractions.
The price is $79
$88 total
includes taxes & fees
May 18 - May 19
Geneva Motel Inn

Hampton Inn & Suites Chicago Deer Park

Hampton Inn & Suites Chicago Deer Park
2.5 star property
Barrington
8.8 out of 10, Excellent, (723 reviews)
This business-friendly hotel offers free breakfast, WiFi, and parking just minutes from Cinemark Century 16. Enjoy morning swims in the indoor pool, squeeze in workouts at the fitness center, and explore Woodfield Mall within a 15-minute drive.
The price is $126
$140 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Chicago Deer Park

Days Inn & Suites by Wyndham Arlington Heights

Days Inn & Suites by Wyndham Arlington Heights
2.5 star property
Arlington Heights
8.6 out of 10, Excellent, (1,002 reviews)
Set in a quiet locale, this hotel offers free on-the-go breakfast, WiFi, and parking. A fitness center keeps your routine intact while Woodfield Mall is just a 15-minute drive. Guests rave about the clean rooms and helpful staff.
The price is $89
$100 total
includes taxes & fees
May 18 - May 19
Days Inn & Suites by Wyndham Arlington Heights

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
2.5 star property
Hoffman Estates
9.2 out of 10, Wonderful, (722 reviews)
Stylish comfort awaits near popular attractions in Chicago's suburbs. Enjoy the indoor pool after exploring Cabela's or catching a show at NOW Arena. Free breakfast, WiFi, parking, and 24-hour fitness center round out this traveler-friendly stay.
The price is $105
$119 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Ramada by Wyndham Glendale Heights/Lombard

Ramada by Wyndham Glendale Heights/Lombard
2.5 star property
Glendale Heights
7.2 out of 10, Good, (1,005 reviews)
Just a 15-minute drive from Woodfield Mall, this Glendale Heights hotel offers complimentary breakfast, WiFi, and parking. Unwind at the bar after exploring nearby Addison Ice Arena or Bloomingdale Golf Club. The helpful staff and central location earn consistent praise.
The price is $84
$95 total
includes taxes & fees
May 26 - May 27
Ramada by Wyndham Glendale Heights/Lombard

Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin
2.5 star property
Crystal Lake
8.0 out of 10, Very Good, (1,008 reviews)
Wake up to free breakfast at this friendly hotel near Crystal Lake train station. After swimming laps in the indoor pool, explore Regal Crystal Lake Showplace and shopping center nearby. Complimentary parking and WiFi make your business trip hassle-free.
The price is $91
$102 total
includes taxes & fees
Jun 4 - Jun 5
Comfort Inn Crystal Lake - Algonquin
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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Frequently asked questions

What accommodations do travelers like in Sleepy Hollow?
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.