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Westchester's Historic Estates and Culinary Delights

Westchester's Historic Estates and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Historic Estates and Scenic Views

Morning
Begin your Westchester journey with a hearty breakfast at L'inizio, known for its Italian cuisine. Afterward, immerse yourself in the opulence of Kykuit (The Rockefeller Estate), where you'll explore the grand rooms, terraced gardens, and a remarkable collection of sculptures and carriages.
Afternoon
For lunch, head to Tarry Lodge for a delightful meal. Spend your afternoon at the Philipsburg Manor, a living history museum where you can learn about the region's agricultural and industrial past. Take a leisurely walk on the grounds and enjoy the serene setting.
Evening
As the day winds down, enjoy a fine dining experience at Blue Hill at Stone Barns, known for its farm-to-table concept. After dinner, take a scenic drive along the Hudson River and admire the views before retiring for the night.
Bedtime
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Kykuit (The Rockefeller Estate)

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Philipsburg Manor

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Art, Culture, and Gourmet Delights

Morning
Start your day with a visit to the Katonah Museum of Art, where you can explore a diverse range of exhibitions. Afterward, enjoy a leisurely brunch at The Inn at Pound Ridge by Jean-Georges, known for its elegant ambiance and delectable cuisine.
Afternoon
After brunch, take a guided tour of the Caramoor Center for Music and the Arts, a stunning estate with beautiful gardens and a range of cultural performances. For a late afternoon snack, stop by Moderne Barn and indulge in their artisanal cheese selection.
Evening
Dine at Harvest on Hudson, where you can savor Italian dishes while overlooking the river. End your evening with a visit to Tarrytown Music Hall, a historic theater that hosts a variety of live performances.
Bedtime
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Katonah Museum of Art

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Caramoor Center for Music and the Arts

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Riverfront Dining and Historic Landmarks

Morning
Enjoy a riverside breakfast at RiverMarket Bar and Kitchen, known for its sustainable and locally sourced menu. Afterward, take a morning stroll at the Van Cortlandt Manor, a historic site with beautiful gardens and a rich history.
Afternoon
For lunch, head to Birdsall House, a gastropub with a cozy atmosphere and a great selection of craft beers. Spend your afternoon at the Sleepy Hollow Cemetery, where you can take a guided tour and visit the final resting place of Washington Irving.
Evening
Dine at The Cookery, a local favorite known for its wood-fired pizzas and homemade pastas. After dinner, take a ghost tour in the village of Sleepy Hollow and hear spooky tales of the area's history and legends.
Bedtime
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Van Cortlandt Manor

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Sleepy Hollow Cemetery

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Hudson Valley Wines and Waterfront Dining

Morning
Start your day with a visit to a local winery, such as Ridge Hill Shopping Center, where you can enjoy a wine tasting and learn about the region's viticulture. Pair your wines with a light breakfast at the winery's cafe.
Afternoon
After the winery, have lunch at X2O Xaviars on the Hudson, a restaurant with stunning views of the river. Then, take a scenic drive to the Boscobel House and Gardens, a beautiful estate with impressive architecture and landscaped grounds.
Evening
For dinner, experience the vibrant atmosphere at Main Street, Nyack, where you can choose from a variety of restaurants and cuisines. End your evening with a leisurely walk in the charming village of Nyack, exploring its boutiques and galleries.
Bedtime
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Visit Coral Gables in Westchester
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Ridge Hill Shopping Center

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Boscobel House and Gardens

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Nature, History, and Culinary Exploration

Morning
Begin your day with a visit to the Croton Point Park, where you can enjoy the natural beauty of the Hudson River. Have breakfast at The Oath Craft Beer Sanctuary, known for its artisanal beers and delicious pub fare.
Afternoon
Explore the Hudson River Museum, which features art, history, and science exhibits. For lunch, head to The Twisted Oak, a charming restaurant with a focus on seasonal and local ingredients.
Evening
Dine at The Huguenot, a restaurant with a cozy and elegant atmosphere, offering a menu that reflects the diverse culinary landscape of the Hudson Valley. After dinner, take a sunset cruise on the Hudson River, enjoying the views and the gentle breeze.
Bedtime
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Visit Coral Gables in Westchester
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Croton Point Park

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Hudson River Museum

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