5-day trip to Woodstock, NY Itinerary

Start your day with a scenic hike at Overlook Mountain, where you can enjoy breathtaking views of the Hudson Valley. Grab a quick snack at Bread Alone Bakery & Restaurant before continuing your exploration.

Visit the Woodstock Artists Association & Museum to admire the works of local artists. For lunch, try the delicious Asian fusion cuisine at Yum Yum Noodle Bar.

Indulge in a gourmet dinner at Silvia, known for its seasonal and locally sourced ingredients. Afterward, relax with a drink at Colony Woodstock, a vibrant music venue.

Start your day with a hearty breakfast at Joshua's Cafe. Then, visit the Woodstock Museum to learn about the town's rich history and its connection to the arts.

Enjoy a leisurely lunch at Oriole9, known for its creative and flavorful dishes. Afterward, explore the Karma Triyana Dharmachakra Tibetan Buddhist Monastery for a peaceful and spiritual experience.

Savor a delicious dinner at Shindig, a farm-to-table restaurant with a cozy atmosphere. End the evening with a drink at The Station Bar & Curio, a local favorite.

Start your day with a refreshing breakfast at The Red Onion. Then, embark on an exciting outdoor adventure at Kaaterskill Falls, where you can hike to stunning waterfalls.

Grab a quick bite at Bread Alone Bakery & Restaurant before heading to Opus 40, a unique sculpture park. Explore the winding paths and admire the impressive stone structures.

Enjoy a cozy dinner at Cucina Woodstock, where you can indulge in their delicious Italian cuisine. End the day with a drink at Bearsville Theater, a local hotspot for live music.

Start your day with a leisurely breakfast at Garden Cafe On The Green. Then, pamper yourself with a spa treatment at The Spa at The Emerson for ultimate relaxation.

For lunch, try the mouthwatering dishes at Shindig, known for its creative and flavorful menu. Afterward, explore the charming town of Saugerties, just a short drive away.

Enjoy a farewell dinner at The Bear Cafe, known for its elegant ambiance and exquisite cuisine. End your trip with a stroll along the picturesque streets of Woodstock.