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2 Days of Fun in Woodstock NY

2 Days of Fun in Woodstock NY Itinerary

Last updated: 2024 Jul 01

Exploring Woodstock's Charm

Morning
Start your day with a visit to the iconic Woodstock Village Green. This central spot is perfect for getting a feel of the town's unique vibe and history. Enjoy a leisurely stroll around the green, taking in the charming shops and galleries that line the streets. Don't forget to stop by Bread Alone Bakery for a delicious breakfast pastry and coffee.
Afternoon
In the afternoon, head over to LEGOLAND® New York Resort: 1-Day Theme Park Admission. This exciting attraction is perfect for families and LEGO enthusiasts alike. Spend a few hours exploring the various themed areas, enjoying rides, and marveling at the intricate LEGO displays.
Evening
Wrap up your day with dinner at Cucina, known for its delectable Italian cuisine. After dinner, take a short walk to Colony Woodstock, a cozy bar with live music performances that capture the spirit of Woodstock.
Bedtime
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LEGOLAND® New York Resort 1-Day Theme Park Admission

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Nature and Art in Woodstock

Morning
Begin your second day with a visit to Overlook Mountain. The hike offers stunning views of the Hudson Valley and Catskill Mountains. Make sure to wear comfortable shoes and bring water for this moderately challenging hike. Afterward, refuel with brunch at Oriole 9, which offers farm-to-table dishes.
Afternoon
In the afternoon, explore The Woodstock Artists Association & Museum (WAAM). This museum showcases works by local artists and offers insight into Woodstock's rich artistic heritage. Spend some time appreciating the diverse range of art on display before heading to Mud Club for a coffee break.
Evening
Conclude your trip with dinner at Garden Cafe, which specializes in organic and vegetarian cuisine. After dinner, enjoy a relaxing evening at The Pines, where you can unwind with craft cocktails in a rustic setting.
Bedtime
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