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Woodstock Adventure and Culinary Delights in Shandaken, NY Itinerary

Last updated: 2024 Jun 14

Scenic Views and Gourmet Beginnings

Morning

Begin your Shandaken journey with a hearty breakfast at Phoenicia Diner, known for its farm-to-table dishes. Afterward, take in the natural beauty with a visit to the iconic Esopus Bend Preserve. Stroll along the tranquil trails and enjoy the views of the Esopus Creek.

Afternoon

For lunch, savor the wood-fired pizzas at Brio's Pizzeria & Restaurant. Post a delightful meal, immerse yourself in the arts at the Woodstock Artists Association & Museum (WAAM). Explore the diverse exhibitions showcasing both local and international artists.

Evening

As the day winds down, indulge in a fine dining experience at The Red Onion. Their menu of contemporary American cuisine is sure to please. End the evening with a leisurely walk around the charming town of Woodstock, taking in its bohemian spirit and unique shops.

Bedtime

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Esopus Bend Preserve
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Woodstock Artists Association & Museum (WAAM)
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Waterfalls and Cultural Exploration

Morning

Kick off the day with a delicious breakfast at Sweet Sue's, famous for its pancake varieties. Afterward, gear up for an adventure to the majestic Kaaterskill Falls, one of the highest waterfalls in New York. Take a hike and bask in the awe-inspiring scenery.

Afternoon

For a midday bite, head to Peekamoose Restaurant & Tap Room, nestled in the Catskill Mountains. Following lunch, engage with the history of the region at the Maurice D. Hinchey Catskill Interpretive Center (CIC). Learn about the local flora, fauna, and outdoor recreational opportunities.

Evening

Dine at the rustic and elegant Bear Cafe, offering a menu that highlights the best of the Hudson Valley. After dinner, enjoy a performance at the Bearsville Theater, a renowned live music venue with a rich musical history.

Bedtime

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Bearsville Theater
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Local Flavors and Hidden Gems

Morning

Start your final day with a delightful breakfast at Cucina, where the Italian-inspired menu is a perfect way to begin. Then, engage in a fun and interactive activity with the Woodstock Scavenger Hunt. Explore the nooks and crannies of the town while solving clues and learning about its history.

Afternoon

Enjoy a leisurely lunch at a local favorite, Phoenicia Diner, to reminisce about your trip so far. Spend the rest of the afternoon browsing the unique shops and galleries in the Woodstock Village, picking up souvenirs and keepsakes.

Evening

Conclude your Shandaken adventure with a farewell dinner at The Red Onion, where the elegant ambiance and delectable dishes provide the perfect setting. Reflect on your journey through the Catskills as you enjoy your meal, surrounded by the beauty and tranquility of the region.

Bedtime

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