Tarrytown

Day Trips

Make the most of your day with our curated plans, packed with Tarrytown's hidden gems and unique experiences!

day 1
Explore Historic Tarrytown
morning
:

Start your day with a visit to the Tarrytown Lighthouse, where you can enjoy a leisurely stroll along the waterfront while taking in panoramic views of the Hudson River. Afterward, stop by the local café for some freshly brewed coffee and a delicious pastry. The morning sun provides the perfect backdrop to appreciate the historic architecture along Main Street.

afternoon
:

In the afternoon, head to the historic Lyndhurst mansion, where guided tours offer a glimpse into the life of the wealthy Jay Gould and stunning estate grounds. Enjoy a picnic lunch in the mansion's picturesque gardens, surrounded by beautiful trees and flowers. The serene environment and rich history make this an enriching experience.

evening
:

End your day with a scenic dinner at one of Tarrytown's waterfront restaurants, where you can savor local specialties while watching the sunset over the river. After dinner, take a leisurely walk along the shore, allowing the cool breeze and the sound of water to enhance your experience. Consider ending the evening with a visit to a local jazz bar for live music.

day 2
Visit Kykuit, the Rockefeller Estate
morning
:

Begin your day with a guided tour of Kykuit, the stunning estate of the Rockefeller family, which features impressive art collections and beautiful gardens. The surrounding grounds are an artist's dream, filled with sculptures and exquisite landscaping. Don't forget to snap some photos with the captivating views of the Hudson Valley.

afternoon
:

After touring Kykuit, head to the nearby Philipsburg Manor, where you can explore the engaging exhibits that detail the history of colonial life in New York. Enjoy a light lunch at the manor's café, where farm-to-table offerings highlight local ingredients. The mix of culture and history makes the afternoon an educational escape.

evening
:

Return to Tarrytown for an evening stroll through the quaint streets, perhaps stopping at a local gelato shop for a sweet treat. As the sun sets, consider attending an event at the Tarrytown Music Hall, where various performances often take place. The vibrant arts scene adds a cultural touch to your evening.

day 3
Cruise the Hudson River
morning
:

Kick off your morning with a sightseeing cruise on the Hudson River, where you can explore the breathtaking scenery and historic sites from the water. The fresh air and serene landscape make this the perfect way to appreciate the beauty surrounding Tarrytown. Keep your camera ready for stunning photos of the Palisades and captivating river views.

afternoon
:

After the cruise, visit the nearby Sleepy Hollow, famous for its connection to Washington Irving's legend. Explore the Sleepy Hollow Cemetery and take a guided tour to learn about its eerie history and notable figures. Following your visit, grab lunch at a local diner to fuel up for your adventures ahead.

evening
:

As evening falls, head back to Tarrytown for a delightful dinner at one of the charming bistros in the area. Experience a culinary journey with a focus on seasonal ingredients from nearby farms. Enjoy good food and perhaps try a local wine as you unwind and reflect on the day's adventures.

day 4
Day Trip to Bear Mountain State Park
morning
:

Embark on a day trip to Bear Mountain State Park, where you can take advantage of the early morning to hike one of the many trails offering stunning vistas of the Hudson River and surrounding mountains. The cool morning air is invigorating, perfect for outdoor adventures as you connect with nature. Bring along a hearty breakfast to enjoy on the way.

afternoon
:

Spend the afternoon exploring the park’s scenic spots, such as the Perkins Memorial Tower, where breathtaking panoramas await. Engage in activities like paddle boating on Hessian Lake or visiting the Park’s zoo, which features wildlife native to the area. Enjoy a packed lunch amidst the beauty of nature to make the most of your time outdoors.

evening
:

As the day winds down, return to Tarrytown and treat yourself to a nice dinner at a restaurant featuring local dishes. Allow the calming atmosphere of the town to settle in while you reflect on your nature-filled day. Complete your evening with a leisurely walk alongside the Hudson, enjoying the peace of the riverside at dusk.

day 5
Art and Culture in Tarrytown
morning
:

Begin your morning with a visit to the Tarrytown Historical Society, where you can explore exhibits that showcase the rich history of the area. Browse their archives and enjoy insightful stories about Tarrytown's past, setting a cultural tone for your day. If time allows, visit a local art gallery featuring works from regional artists.

afternoon
:

For lunch, explore a nearby café that highlights local flavors and seasonal ingredients, a perfect complement to your cultural morning. Afterwards, visit the Tarrytown Music Hall for a matinee performance or a film screening, allowing you to immerse yourself in the local arts scene. The combination of food and art creates a vibrant afternoon experience.

evening
:

Wind down your day by attending a community event, such as an outdoor concert or local festival often held in the summer months. Join fellow residents and visitors in celebratory spirit as you enjoy local crafts, food, and music. This lively atmosphere is the perfect way to cap off an enriching day of culture.

day 6
Shopping and Relaxation
morning
:

Start your day with a relaxing breakfast at a cozy café in town, taking your time to enjoy a light meal and coffee. Spend your morning exploring the unique boutique shops along Main Street, where you can find everything from handmade crafts to vintage clothing. The quaint shops make for a great leisurely stroll while you find some one-of-a-kind souvenirs.

afternoon
:

Enjoy lunch at a trendy bistro known for its fresh ingredients and creative menu. Afterward, pamper yourself with a spa session in one of Tarrytown's health and wellness centers, allowing you to unwind and rejuvenate. This blend of shopping and relaxation creates a peaceful and fulfilling afternoon.

evening
:

As evening approaches, enjoy a casual dinner at a local pizzeria, where you can indulge in delicious slices or a whole pie with friends. After your meal, take a leisurely walk around the scenic downtown area, admiring the charming streets lit up for the night. Consider stopping by a local wine bar to conclude your evening with an exquisite wine selection.

day 7
Historical Tours and Landmarks
morning
:

Dedicate your morning to a guided tour of the local historic landmarks, starting with the Old Dutch Church, which holds significant historical value in the area. Enjoy the detailed stories and narratives shared by the guides, bringing history to life in an inspiring way. The church's beautiful architecture adds to the allure of this educational experience.

afternoon
:

Continue your historical journey by visiting the Tarrytown Town Hall, where you can admire the impressive architecture and learn about the town's local governance. For lunch, indulge in local delicacies at a restaurant that preserves Tarrytown's heritage through its menu. The blend of history and cuisine makes this afternoon truly unique.

evening
:

Conclude your evening at a historical tavern, where you can enjoy a meal in a classic setting that brings you back in time. The atmosphere is enhanced with storytelling from staff who share tales of the tavern's past, enriching your dining experience. End your memorable day with a nightcap, reflecting on all you've learned.

day 8
Seasonal Festivals and Events
morning
:

Depending on the time of year, kick off your day at a local farmer's market if it's the season, where fresh produce, artisan goods, and baked treats abound. The vibrant market atmosphere is a wonderful way to connect with the local community. Enjoy a breakfast treat from one of the stands while mingling with friendly vendors.

afternoon
:

Spend your afternoon indulging in the festival's activities, possibly attending craft demonstrations, live music performances, or a parade, depending on the event. Savor delicious samples from food vendors and support local craftsmen by purchasing a few handmade items. The festive spirit of the day promises a joyful atmosphere and plenty of engaging experiences.

evening
:

As the sun sets, enjoy dinner at an outdoor seating area in town, allowing you to soak in the celebratory ambiance that surrounds you. Join the festivities by dancing or participating in games if available, further immersing you in the local culture. Conclude the evening by watching the fireworks display if the festival includes one, providing a spectacular end to a fun-filled day.

day 9
Nature Walks and Scenic Views
morning
:

Start your morning with a nature walk in the nearby Olana State Historic Site, which features stunning landscapes designed by the artist Frederick Church. As you stroll through the trails, breathe in the crisp air and admire the diverse flora along your path. The striking views of the Catskills and the river valley are sure to invigorate your spirit.

afternoon
:

Pack a lunch to enjoy in the scenic setting at Olana, surrounded by nature's beauty, and maybe revisit some trails or find a quiet spot to reflect. After lunch, return to Tarrytown and explore the local parks, participating in outdoor activities such as frisbee or simply enjoying the picturesque surroundings. This balance of nature and leisure provides a refreshing afternoon.

evening
:

As evening approaches, return to Tarrytown for dinner at a restaurant that specializes in farm-to-table cuisine, enjoyed with hints of local flavors. Afterward, take a final stroll by the Hudson River, where you can relax and take in the evening air while reflecting on your day amidst nature. Finish with a warm drink at a local café as you soak in the tranquility of the town.

Discover Tarrytown

Read more in our Tarrytown 2025 Travel Guide.

Tarrytown Travel Guide