Tarrytown / Sleepy Hollow NY - Things to Do

Adventures to unearth in Tarrytown, NY

Where even the squirrels have a must-do list!

Fun things to do happening all the time.

This list is broken into categories: Shopping, Fun Activities, Cool Spots, Kids stuff.

See our Calendar of Upcoming Events and Things to do.

 

Shopping

The Purple Ostrich Welcome to the "No Rules" Gift Shop, where chaos meets charm and surprises await around every corner! Everything from home goods to socks, sunglasses to barware, and board games to greeting cards. You never know what you'll stumble upon next! Located at 7 S Broadway.

Bark & Meow Bark & Meow is a pet boutique that provides precious pet products, quality chow, durable and fun pet toys, dog clothing, and accessories for your furry friend. Our focus is on natural / organic food, treats, and remedies. We strive to source functional, durable, and fashionable items for your pet and home.

Pretty Funny Vintage Our shop features hand-picked vintage finds in furniture, lighting, textiles, jewelry and clothing, as well as a whole slew of new-fangled curious goods. And we've been at it for more than 40 years.

Flying Fingers Yarn Shop We strive to offer the best and most interesting yarns the world has to offer, and primarily focus on natural fibers, including wool, cotton, silk, alpaca, cashmere, soy and bamboo.

Transom Bookshop From the newest bestsellers to collectible classics, must-read mainstays and undiscovered gems—plus stationery, pens, totes, gifts, puzzles, and kids’ books—come on in to find something unexpected.

The Swan's House  A uniquely curated selection of vintage pieces, blended with new gift items and home decor by designers from all around the globe, makes The Swan's House a truly one of a kind retail experience.

All Together Now Kids toys, books, & clothing

Bella's Boutique Our selections cover personal items, such as jewelry and accessories, as well as home gifts and accents, and children's items. Bella's is also noted for memorabilia and art representing historic Tarrytown and Sleepy Hollow

Ona Gift boutique, ONA offers some of the best ceramics and jewelry designed by local artists in the area. Ona specializes in Fair Trade products from around the world.

Fun Activities

Concerts at Tarrytown Music Hall The Music Hall is one of the busiest theaters in the country, offering the best in music, theater, dance, film, comedy, family programming and arts education. See our calendar of events for what's happening at The Music Hall.

Sleepy Hollow Cemetery tours Various guided day time & night time tours available. Some tours are for all ages and others are for adults only!! 

Paddle Pub Select your squad, pack your favorite beverages, and make sure everyone's ready for an epic time. Cue up your ultimate boat party playlist, pop open a drink, and let the vibes flow. Cheers to a boatload of fun! 914-729-7800

Paddle Boarding on the Hudson Our Stand-Up Paddle Board classes are a great way to exercise outside, have fun, and experience a little adventure all at the same time. From beginner to advanced, stand-up paddle boarding is a full-body workout that trains your balance and core strength in a fun new way. Join an existing class or Contact River Towns SUP yoga to schedule your own group. Available June-September

SUP Yoga on the Hudson Our Stand-Up Paddle Board Yoga classes start on shore with an overview of paddle basics - learn how to kneel, stand, basic paddle technique, and what to do if you fall in. Paddle out and drop anchor for a combination of flowing movements and steady postures designed to awaken your core muscles, practice trust, train balance, strengthen the body and calm the mind. Each class includes an opportunity for play time to explore shapes and postures before winding down with meditative relaxation on the water and paddling back to shore. Prior paddle &/or yoga experience is helpful but not required, all levels are welcome. Join an existing class or Contact River Towns SUP yoga to schedule your own group. Available June-September

Tarrytown River Walk Offers a delightful blend of natural beauty and recreational opportunity, making it a fantastic destination for both residents and visitors. The Riverwalk itself is well-maintained, offering clear paths that are ideal for walking, jogging, or even a leisurely bike ride. The views of the Hudson River are truly breathtaking, particularly at sunset when the sky is painted with vibrant hues.

Kayaking at Tarrytown Lakes This is a great quiet water environment to take yourself or your family for a fun afternoon of paddling at your own pace. The Tarrytown Lakes are home to a wide variety of wildlife including ducks, herons and turtles, to name a few. This serene environment is a great place to introduce kayaking to young children or beginner kayakers who are looking for a relaxing afternoon of paddling. No experience is necessary for recreational rentals! Memorial Day - Labor Day. Contact Hudson River Recreation

Tarrytown Lakes Hiking Trails Scope out the views on this trek around the Tarrytown Lakes. Check out the Tarrytown Rec dept website for a trail map.

Philipsburg Manor Cross the millpond bridge to Philipsburg Manor, a mill and trading complex where an enslaved community lived and labored for generations.
Learn about the enslaved individuals who worked on the property in the year 1750, and whose family relationships and personal histories are revealed in primary documents. Multiple tours are available May-November.

Cool Spots

Pierson Park This is a great open space park right on the Hudson so the views of the river are terrific. From this location you can connect with the Hudson River walking path that winds along the side of the river. Also has a kids playground and Splash Pad. Walking distance from the train. 238 W Main St, Tarrytown, NY 10591

Main Street Sweets Homemade ice cream made on the premises. Soft serve, non-fat yogurt and gluten free options. 35 Main Street, Tarrytown.

Noble Pies Family owned bakery and farm based in Warwick, NY making award winning savory & sweet pies from scratch, by hand. 38 Main Street, Tarrytown.

Pokemoto The locals choice for Boba teas and Hawaiian style poké bowls. 11 S Broadway, Tarrytown

Coffee Labs Roasters Canine-themed coffee house roasts its own beans. The Seattle Siren has nothing on our local brew, stop in for the freshest beans around. 7 Main Street, Tarrytown

Muddy Water Coffee and Cafe Organic, fair-trade coffee and espresso drinks, baked goods. 52 Main Street, Tarrytown

Posh Pretzels Posh Pretzels are handcrafted, stuffed, flavored, Belgian chocolate covered pretzels beautifully embellished with an extensive assortment of delicious, mouthwatering toppings. 7 N Broadway, Tarrytown.

The Tapp Super fun local's bar with various entertaining events happening throughout the week. See our calendar of events for what's happening at The Tapp. 17 N Broadway, Tarrytown.

Setback Inn Entertaining local's bar with live music throughout the week. Call to check music schedule. 33 Main St, Tarrytown.

The Cemetery Headless Horseman Bridge In “The Legend”, Irving describes the route of the Albany post road on the east side of the Old Dutch Church (now it runs on the west side), placing Ichabod’s collision inside what is today Sleepy Hollow Cemetery. The cemetery’s own bridge, upstream from where the Post Road bridge stood in Washington Irving’s time, is rustic enough for a selfie. It is on cemetery road Sleepy Hollow Avenue about 0.3 mile inside the cemetery’s south gate.

Headless Horseman Statue The Headless Horseman statue is one of the most visited spots in Sleepy Hollow. Located in the Route 9 median between Philipsburg Manor restoration and the Old Dutch Church, this 18-foot tall sculpture of the Headless Horseman and Ichabod Crane was created by local artist Linda Perlmutter. It is located just a few feet from the bridge where the Horseman would have hurled his pumpkin at Ichabod in Washington Irving's "The Legend of Sleepy Hollow". The statue is a great spot for a photo, especially in October when trees are in color and its base is festively decorated with pumpkins and hay bales!

Kids

Splash Pad and Playground A fun day in the sun at Pierson Park. 9:30am-7pm Memorial Day weekend - Labor Day Weekend. 238 W Main St

Playground A fun day in the sun at Patriots Park. N Broadway, Tarrytown

Palisades Mall Head across the Tappan Zee bridge for hours of kid friendly entertainment including escape rooms, mini golf, climb zone, go karts, and movie theater.

Look Cinema Located in Dobbs Ferry, 15 minutes from Tarrytown. Watch top movies and order food & drinks from the comfort of your seat.

Local Events Check out our calendar of events for local events and things to do for all ages.

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