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Culinary and Cultural Delights of Westchester County Itinerary
Last updated: 2024 Jun 14Westchester Welcome and Local Flavors
Morning
Start your culinary journey with a delightful breakfast at The Cheesecake Factory, known for its extensive menu and, of course, delicious cheesecakes. After breakfast, take a leisurely walk around downtown White Plains to soak in the local atmosphere.
Afternoon
For lunch, savor the flavors of the region at Applebee's, a casual dining spot popular for its American fare. Post lunch, visit the LEGOLAND® Discovery Center Westchester Entrance Ticket for a fun and interactive experience, especially if you're a LEGO enthusiast.
Evening
In the evening, enjoy a relaxed dinner at Olive Garden, known for its Italian-American cuisine. After dinner, take a scenic drive to Sleepy Hollow and immerse yourself in the hauntingly beautiful setting of the town, known for its connection to the legendary tale of the Headless Horseman.
Bedtime
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LEGOLAND® Discovery Center Westchester Entrance Ticket
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Historic Estates and Scenic Views
Morning
Indulge in a hearty breakfast at TGI Fridays to fuel up for the day. After breakfast, embark on a self-guided audio drive to Kykuit (The Rockefeller Estate), a historic landmark with stunning gardens and art collections.
Afternoon
For lunch, enjoy a meal with a view at Red Lobster, known for its seafood dishes. After lunch, continue your scenic drive to the Sleepy Hollow Washington Irving Self-Guided Audio Drive, where you can explore the sites that inspired Washington Irving's famous tale.
Evening
In the evening, head back to White Plains and have a cozy dinner at Texas Roadhouse, famous for its hand-cut steaks and legendary margaritas.
Bedtime
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Kykuit (The Rockefeller Estate)
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Sleepy Hollow Washington Irving Self-Guided Audio Drive
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Aviation and Culinary Heights
Morning
Enjoy a delicious breakfast at Buffalo Wild Wings, known for its variety of wings and sports bar atmosphere. After breakfast, experience the thrill of a lifetime with the From Westchester New York Helicopter Piloting Experience, where you can take the reins and soar over the iconic landmarks of the city.
Afternoon
For lunch, try the famous ribs at Chili's Grill & Bar. Afterward, visit the From Westchester New York City Scenic Helicopter Tour for a more relaxed and scenic air tour of the city.
Evening
Conclude your adventurous day with a dinner at Outback Steakhouse, known for its bold flavors and Australian-inspired dishes.
Bedtime
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From Westchester New York Helicopter Piloting Experience
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From Westchester New York City Scenic Helicopter Tour
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Local Treasures and Cultural Immersion
Morning
Start your day with a classic American breakfast at Texas Roadhouse. After breakfast, take a self-guided audio tour of the Nyack Edward Hopper House Museum Entry Ticket, dedicated to the renowned American realist painter.
Afternoon
For lunch, enjoy a casual meal at Applebee's. Afterward, explore the vibrant neighborhood of Sugar Hill North with the Sugar-Hill North Walking Tour, known for its rich history and cultural significance.
Evening
In the evening, savor a taste of the South at TGI Fridays with its signature dishes. After dinner, relax and unwind at a local jazz club, immersing yourself in the musical heritage of the area.
Bedtime
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Nyack Edward Hopper House Museum Entry Ticket
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Sugar-Hill North Walking Tour
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Farewell to Westchester
Morning
Enjoy a final breakfast at Buffalo Wild Wings, reminiscing about your culinary adventures in Westchester. After breakfast, take a leisurely stroll through the charming streets of White Plains, picking up any last-minute souvenirs.
Afternoon
For a memorable farewell lunch, head to The Cheesecake Factory and indulge in one of their famous cheesecakes. After lunch, visit the LEGOLAND® Discovery Center Westchester Entrance Ticket for some lighthearted fun before you depart.
Evening
Conclude your trip with a special dinner at Red Lobster, toasting to the memories made in Westchester County. After dinner, transfer to the airport for your journey back home.
Bedtime
Find amazing hotels in White Plains, New York.
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LEGOLAND® Discovery Center Westchester Entrance Ticket
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