12 Bed and Breakfasts and Inn in Sleepy Hollow, NY
Sleepy Hollow, NY
27/06 – 04/07
$359/nightTotal: $2513 (7 )
Adorable 2-bedroom Bed & Breakfast In Fantastic Ossining Location
2 2
B&B , Ossining
This Ossining bed and breakfast is located near Bear Mountain State Park and Old Croton Aqueduct State Park, with Westchester County Center and Jacob Burns Film Center Theater also within easy reach. This accommodation offers two bedrooms, sleeping up to four guests, with air conditioning, internet access, and an iron for convenience, providing a comfortable base for exploring the natural beauty and cultural attractions of the area.
Sleepy Hollow, NY
27/06 – 04/07
$15300/nightTotal: $107100 (7 )
Near Sleepy Hollow | Pools. Chef Dale Talde Dining
1 2
B&B , Tarrytown
This historic country house, Tarrytown House Estate, is located on a 26-acre estate in Tarrytown with views of the Hudson River, situated 3.2 kilometres from Sleepy Hollow and 40 kilometres from New York City. The estate offers pet-friendly accommodation for two guests in one bedroom with one bathroom, featuring both indoor and outdoor swimming pools, a fitness centre with Peloton bikes and a yoga studio, a sauna, and on-site dining at Goosefeather Restaurant.
10 1 review
Sleepy Hollow, NY
30/09 – 07/10
$320/nightTotal: $2240 (7 )
Near Tarrytown Music Hall | Free Breakfast + Bar
1 2
B&B , Tarrytown
This guest house in Tarrytown is located in the historic Hudson Valley, a short distance from Sleepy Hollow and Lyndhurst Mansion, with convenient train access to New York City. Offering spacious suites with separate living areas and kitchenettes, this accommodation provides complimentary hot breakfast, a 24-hour fitness centre, free Wi-Fi, and on-site parking for up to three guests.
9.3 3 reviews
Sleepy Hollow, NY
30/09 – 07/10
$327/nightTotal: $2289 (7 )
Close To Sleepy Hollow | Free Breakfast. Bar. Gym.
1 2
B&B , Tarrytown
This Tarrytown guesthouse is situated within the historic Hudson Valley, mere minutes from Sleepy Hollow, Lyndhurst Mansion, and the Tarrytown Music Hall, offering convenient train access to London. Guests can enjoy spacious suites featuring separate living areas and sofa beds, accommodating up to four people, with amenities including kitchenettes, complimentary hot breakfast, free Wi-Fi, a fitness centre, and on-site parking.
9.8 20 reviews
Sleepy Hollow, NY
06/11 – 08/11
$238/nightTotal: $476 (2 )
The Treeline - Luxury At Tranquility Rock
1 2
B&B , Congers
This charming bed and breakfast is situated in Congers, New York, offering stunning views of a natural landmark designated by the Secretary of the Interior. It has received excellent ratings for location, cleanliness, and overall user experience. The property provides guests with the entire first floor, including a well-equipped kitchen, dining areas, and spacious living rooms, accommodating up to two guests. Enjoy modern amenities like fast Wi-Fi, smart TVs, a gas fireplace, and a private deck with a grill and fire table.
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Upscale 3br Ny Home With Free Parking
1 2
B&B , White Plains
This guest house is located in a walkable residential district of White Plains, offering convenient access to White Plains Hospital Center, Central Park, and the Metropolitan Museum of Art, all within a short drive. This pet-friendly accommodation provides parking and air conditioning for up to two guests, featuring a kitchen with a microwave oven and dishwasher, and a 3-bedroom layout ideal for group stays.
9.8 168 reviews
Sleepy Hollow, NY
06/11 – 08/11
$215/nightTotal: $430 (2 )
Haven In Hartsdale! Private Guest Suite & Bathroom
1 2
B&B , Hartsdale
This studio apartment is located in a private home in Hartsdale, just a short distance from the charming downtown area with its shops and restaurants. The studio has received excellent ratings for its cleanliness, location, and overall experience. The self-contained studio is ideal for couples and offers a private entrance and en-suite bathroom. Guests can enjoy amenities such as a mini fridge, microwave, iron, and tea/coffee making facilities, along with free street parking and fast Wi-Fi.
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Luxury 3br Ny Home With Free Parking
1 2
B&B , White Plains
This White Plains guest house is located in a residential district, a short distance from the city centre and White Plains Hospital Center, with easy access to Central Park and the Metropolitan Museum of Art. This pet-friendly accommodation, suitable for two guests, offers on-site parking, air conditioning, and a kitchen equipped with a microwave oven and dishwasher.
10 48 reviews
Sleepy Hollow, NY
30/09 – 07/10
$540/nightTotal: $3780 (7 )
Enjoy Summer Living "Stone Haven" Hudson Valley
1 2
B&B , Briarcliff Manor
This luxurious private apartment is located in the Hudson Valley, just minutes from hiking trails, bike paths, restaurants, and the train station connecting to New York City. It has received excellent ratings for location, cleanliness, and overall experience. The apartment is a two-story property with one bedroom, one bathroom, and a capacity of four guests. It offers a modern kitchen and bathroom, a spacious living room, a private patio with a gas grill and fire pit, a saltwater pool, and a 60" TV with a pool table and dart games.
Sleepy Hollow, NY
27/06 – 04/07
$402/nightTotal: $2814 (7 )
Near Nyc! | Stylish Guestroom
1 2
B&B , Ossining
This aparthotel is located in Ossining, offering a Hudson Valley retreat with convenient access to New York City, riverfront parks, and local villages. This 20 square meter aparthotel features one bedroom and one bathroom, accommodating up to four guests with amenities including Wi-Fi, air conditioning, a sauna, and on-site dining, plus access to a fitness centre and game lounge.
9.8 281 reviews
Sleepy Hollow, NY
17/08 – 27/08
$489/nightTotal: $4890 (10 )
Stylish Tarrytown Studio | Walk To Train & Main St
1 3
B&B , Tarrytown
This studio apartment is situated in the heart of Tarrytown, just a short walk from Main Street and the Metro-North station, offering easy access to both local attractions and the city. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The self-catering apartment has a modern minimalist design and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, ensuring a relaxing and enjoyable stay.
9.9 27 reviews
Sleepy Hollow, NY
27/06 – 04/07
$423/nightTotal: $2961 (7 )
The Morning Glory Spa - Luxury At Tranquility Rock
1 2
B&B , Congers
This charming bed and breakfast is situated in Congers, New York, offering stunning views of a Natural National Landmark and is a short drive from the Hudson River and the Palisades Interstate Park. The property has received excellent ratings for its location, cleanliness, and overall experience. The B&B has a three-room suite on the second floor that can accommodate up to two guests. Guests have access to the entire first floor, including a state-of-the-art kitchen, a dining room, a dinette, a living room, a family room, and a laundry room with a dog bath and a secret cat commode.
Best Sleepy Hollow, NY bed and breakfasts with breakfast included
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Upscale Modern Luxury 3br Home
1 2
B&B , White Plains
This upscale modern luxury 3-bedroom home in White Plains offers a comfortable return after exploring the city, situated in a prime residential location just minutes from downtown. This pet-friendly guesthouse provides accommodation for two guests, featuring air conditioning, complimentary parking, and a kitchen equipped with a microwave oven and dishwasher, with a check-out time of 11:00.
Best Sleepy Hollow, NY bed and breakfasts with a garden
9.0 8 reviews
Sleepy Hollow, NY
27/06 – 04/07
$176/nightTotal: $1232 (7 )
The Sunset - Luxury At Tranquility Rock
1 2
B&B , Congers
This charming B&B is situated in Congers, New York, offering stunning views of a Natural National Landmark. The property is located just a short drive from local attractions and restaurants, making it the perfect base for exploring the area. The guest house has a spacious kitchen, dining room, and living room, suitable for up to two guests. Enjoy the modern amenities, including a fully equipped kitchen, a comfortable garden, and fast Wi-Fi, all while taking in the beautiful surroundings.
9.7 83 reviews
Sleepy Hollow, NY
30/09 – 07/10
$235/nightTotal: $1645 (7 )
Charming Studio Centrally Located In Pleasantville
1 2
B&B , Pleasantville
This Pleasantville studio apartment is conveniently located less than 0.8 km from the Metro-North train station, offering easy access to New York City and Pace University, and close to local restaurants and the Jacob Burns Film Center. The self-contained unit, sleeping up to two guests, features a fully equipped kitchen with a stove, fridge, microwave and coffee maker, a queen-size Sealy Posturepedic mattress, a sofa bed, free on-site parking, and excellent guest reviews.
Sleepy Hollow, NY
27/06 – 04/07
$15300/nightTotal: $107100 (7 )
26‑acre Hudson Estate | Gym. Pools + Chef Dining
1 2
B&B , Tarrytown
This historic Hudson Valley landmark, a B&B offering accommodation in Tarrytown, is set within 26 acres overlooking the Hudson River, located 3 kilometres from Sleepy Hollow and 40 kilometres from New York City. This pet-friendly guesthouse provides rooms for up to four guests, featuring air conditioning, Wi-Fi, indoor and outdoor swimming pools, a fitness centre with a sauna, and on-site dining at Goosefeather Restaurant.
9.1 23 reviews
Sleepy Hollow, NY
27/06 – 04/07
$383/nightTotal: $2681 (7 )
Garden Loft Space · Westchester Retreat
1 2
B&B , Ardsley
This newly built Ardsley loft is situated in a residential neighbourhood offering easy access to New York City, approximately 32km away. The 620 sq ft open-plan apartment sleeps up to four guests, features a microwave, air conditioning, private patio, parking, and internet access.
Frequently Asked Questions about bed and breakfast in Sleepy Hollow, NY
What weather can travelers expect when exploring nature in Sleepy Hollow, NY?
Sleepy Hollow has four distinct seasons, so pack accordingly. Summers are warm and humid, with average temperatures around 25°C. Autumn is beautiful, with vibrant foliage and cooler temperatures. Winters are cold and snowy, with average temperatures around -2°C. Spring is mild and rainy, with average temperatures around 15°C.
What are the best bed and breakfasts in Sleepy Hollow, NY?
What outdoor activities can visitors enjoy in and around Sleepy Hollow, NY?
Sleepy Hollow is a great place for outdoor activities. You can hike or bike the scenic trails in the Rockefeller State Park Preserve, go kayaking on the Hudson River, or take a leisurely stroll through the historic village. In the autumn, you can enjoy the annual Great Jack O' Lantern Blaze at the Van Cortlandt Manor.
What are the best bed and breakfasts with parking in Sleepy Hollow, NY?
What famous cities can be easily accessed from Sleepy Hollow, NY?
Sleepy Hollow is conveniently located near several major cities. You can easily reach New York City by train in around an hour, or take a scenic drive to the historic city of Philadelphia, which is about 2 hours away.
Destinations nearby
Best Sleepy Hollow, NY bed and breakfasts with parking
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Upscale Modern Luxury 3br Home
1 2
B&B , White Plains
This upscale modern luxury 3-bedroom home in White Plains offers a comfortable return after exploring the city, situated in a prime residential location just minutes from downtown. This pet-friendly guesthouse provides accommodation for two guests, featuring air conditioning, complimentary parking, and a kitchen equipped with a microwave oven and dishwasher, with a check-out time of 11:00.
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Upscale 3br Ny Home With Free Parking
1 2
B&B , White Plains
This guest house is located in a walkable residential district of White Plains, offering convenient access to White Plains Hospital Center, Central Park, and the Metropolitan Museum of Art, all within a short drive. This pet-friendly accommodation provides parking and air conditioning for up to two guests, featuring a kitchen with a microwave oven and dishwasher, and a 3-bedroom layout ideal for group stays.
Sleepy Hollow, NY
27/06 – 04/07
$2958/nightTotal: $20706 (7 )
Luxury 3br Ny Home With Free Parking
1 2
B&B , White Plains
This White Plains guest house is located in a residential district, a short distance from the city centre and White Plains Hospital Center, with easy access to Central Park and the Metropolitan Museum of Art. This pet-friendly accommodation, suitable for two guests, offers on-site parking, air conditioning, and a kitchen equipped with a microwave oven and dishwasher.
Best Sleepy Hollow, NY bed and breakfasts with air conditioning
9.3 3 reviews
Sleepy Hollow, NY
30/09 – 07/10
$327/nightTotal: $2289 (7 )
Close To Sleepy Hollow | Free Breakfast. Bar. Gym.
1 2
B&B , Tarrytown
This Tarrytown guesthouse is situated within the historic Hudson Valley, mere minutes from Sleepy Hollow, Lyndhurst Mansion, and the Tarrytown Music Hall, offering convenient train access to London. Guests can enjoy spacious suites featuring separate living areas and sofa beds, accommodating up to four people, with amenities including kitchenettes, complimentary hot breakfast, free Wi-Fi, a fitness centre, and on-site parking.
10 1 review
Sleepy Hollow, NY
30/09 – 07/10
$320/nightTotal: $2240 (7 )
Near Tarrytown Music Hall | Free Breakfast + Bar
1 2
B&B , Tarrytown
This guest house in Tarrytown is located in the historic Hudson Valley, a short distance from Sleepy Hollow and Lyndhurst Mansion, with convenient train access to New York City. Offering spacious suites with separate living areas and kitchenettes, this accommodation provides complimentary hot breakfast, a 24-hour fitness centre, free Wi-Fi, and on-site parking for up to three guests.
Sleepy Hollow, NY
27/06 – 04/07
$359/nightTotal: $2513 (7 )
Adorable 2-bedroom Bed & Breakfast In Fantastic Ossining Location
2 2
B&B , Ossining
This Ossining bed and breakfast is located near Bear Mountain State Park and Old Croton Aqueduct State Park, with Westchester County Center and Jacob Burns Film Center Theater also within easy reach. This accommodation offers two bedrooms, sleeping up to four guests, with air conditioning, internet access, and an iron for convenience, providing a comfortable base for exploring the natural beauty and cultural attractions of the area.
Sleepy Hollow, NY
27/06 – 04/07
$402/nightTotal: $2814 (7 )
Near Nyc! | Stylish Guestroom
1 2
B&B , Ossining
This aparthotel is located in Ossining, offering a Hudson Valley retreat with convenient access to New York City, riverfront parks, and local villages. This 20 square meter aparthotel features one bedroom and one bathroom, accommodating up to four guests with amenities including Wi-Fi, air conditioning, a sauna, and on-site dining, plus access to a fitness centre and game lounge.