Blog | The Sleepy Hollow

Winter Escapes: Cozy Indoor Activities in Sleepy Hollow and Westchester

Written by Sleepy Hollow | Jan 16, 2025 6:29:47 PM

Escape the winter blues this season by discovering the indoor activities of Sleepy Hollow and Westchester. Whether you are drawn to exploring new restaurants, browsing boutique shops, or attending live performances, there is no shortage of Sleepy Hollow activities to enjoy indoors. With the Sleepy Hollow Hotel as your home base, you will be perfectly positioned to experience it all. Start planning your trip with these cozy indoor activities in Sleepy Hollow and Westchester. 

Tarrytown Music Hall

Built in 1885, the Tarrytown Music Hall has been a cornerstone of the community for over a century. It opened during Tarrytown’s “Millionaire’s Colony,” when famous, wealthy families like the Vanderbilts and Rockefellers owned residences in the town. Today, the music hall is just over a mile from the Sleepy Hollow Hotel, making it a quick 10-minute drive away. Various experiences are available, including comedy shows, theatrical performances, and musical concerts.

Warner Library

With the 1.5-mile drive taking less than 10 minutes, families can attend the Warner Library indoor programs. The library is a cozy spot perfect for settling in with a good book, exploring the local history exhibits, or attending the children’s programs. The library hosts several events, such as movie screenings, crafts, and reading with a therapy dog.

Westchester Restaurants 

The dining in Westchester is sure to make your tastebuds sing for joy. Escape the cold by spending time inside enjoying a delicious meal with heartwarming company. From sophisticated Mediterranean cuisine at Mint to the best BBQ in Westchester County at Pik Nik BBQ, there is something for everyone. Pretend you are somewhere much warmer by letting Santorini Greek Restaurant transport you to Mediterranean shores. Savor classic American dishes in a casual rustic setting at Sweet Grass Grill. Enjoy a craft beer and the cheesy goodness of homemade pizza at Beekman Ale House.

For an exclusive dining experience, guests of Sleepy Hollow Hotel can savor the finest steaks and more at the Hudson Bistro, available only to hotel patrons.

Westchester Skating Academy

Spend the afternoon learning how to ice skate at the Westchester Skating Academy. Attend a skating lesson, public skate time, or one of the many hockey programs. Check the Westchester Skating Academy skate schedule for public ice skating times. The ice skating rink is 3.7 miles from the Sleepy Hollow Hotel, making it about a 15-minute drive. Children’s programs are available, making it perfect for families looking for activities everyone will enjoy. You can register for public time, group lessons, or private lessons. 

Tarrytown’s Main Street Shops

Take a step back in time as you stroll Tarrytown’s downtown shops. Conveniently 1.5 miles from the Sleepy Hollow Hotel, it is a 5-10 minute drive. Head to Main Street and Broadway to be in the vibrant village center. You will find antique shops, clothing boutiques, restaurants, and gift shops. It is the perfect place to find a unique gift or locally made item to bring home. 

Ona is a local favorite shop selling local crafts and unique gifts. Belkind Bigi is an interior design store that specializes in mid-20th-century design. Shop for lighting, furniture, and ceramics.

LEGOLAND Discovery Center Westchester

Spend the day making memories as a family at the LEGOLAND Discovery Center in Westchester. It is a quick drive away, just over ten minutes from the Sleepy Hollow Hotel. Enjoy rides, the 4D cinema, virtual experiences, and interactive experiences. Build your own Lego creation in the DUPLO Village. Meet Lego characters and master builders. Stop by the shop to continue the Lego excitement at home. Complete the experience by picking up some light bites at the coffee shop and cafe. 

5th Dimension VR

Experience an arcade unlike any other. At 5th Dimension VR, you become immersed in the games through the use of virtual reality headsets. There are 18 stations, so groups can play games together for a multiplayer experience. It may be winter outside, but you could be fighting zombies in Arizona Sunshine or playing minigolf among the lush green. Test your boxing skills in Creed: Rise to Glory. With 40 single and multiplayer games to choose from, there is an endless amount of entertainment to be had. You don’t have to be experienced with playing video games to enjoy this experience. You pay for the amount of time you play, so you can try as many games as you like during your visit. Take a short 15-minute drive to visit 5th Dimension VR when staying at The Sleepy Hollow Hotel. 

Enjoy These Westchester Activities

Winter in Sleepy Hollow and Westchester is filled with delightful indoor experiences. Whether exploring historic mansions, enjoying cultural performances, or indulging in relaxing spa treatments, Sleepy Hollow and Westchester have the perfect activities to warm up your winter. Staying at the Sleepy Hollow Hotel ensures you are never far from the area’s top attractions while enjoying a warm, welcoming retreat.

Book your stay at the Sleepy Hollow Hotel and plan your cozy winter retreat.