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3-Day Romantic Woodstock Getaway Itinerary

Last updated: 2024 Jun 14

Arrival and Musical Immersion

Morning

Start your day with a cozy breakfast at Oriole 9. This charming cafe offers a delightful menu with locally sourced ingredients, perfect for a romantic morning. The ambiance is warm and inviting, setting the tone for your getaway.

Afternoon

Spend the afternoon exploring the iconic Woodstock Music Shop. This store is a haven for music lovers, offering a wide range of instruments, records, and memorabilia. It's a great place to immerse yourself in the musical history of Woodstock.

Evening

Dine at The Bear Cafe, known for its romantic riverside setting and exquisite cuisine. Enjoy live music performances while savoring delicious dishes made from fresh local ingredients.

Bedtime

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Nature and Nostalgia

Morning

Begin your day with breakfast at Bread Alone Bakery. This bakery is famous for its organic breads and pastries. Enjoy a leisurely morning with freshly baked goods and coffee.

Afternoon

Head to the beautiful Ashokan Reservoir for some lake activities. You can enjoy kayaking or simply take a romantic walk along the scenic trails. The serene environment is perfect for couples looking to relax and connect with nature.

Evening

Have dinner at Cucina, an Italian restaurant set in a restored farmhouse. The rustic yet elegant atmosphere makes it an ideal spot for a romantic evening.

Bedtime

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Artistic Exploration and Farewell

Morning

Enjoy breakfast at Garden Cafe Woodstock, which offers healthy and delicious options in a charming garden setting. It's the perfect way to start your last day in Woodstock.

Afternoon

Visit the Woodstock Artists Association & Museum (WAAM) to explore local art exhibits. This museum showcases works by regional artists and provides insight into Woodstock's vibrant art scene.

Evening

End your trip with dinner at Silvia Restaurant & Rooftop Bar. The rooftop bar offers stunning views of the surrounding area, making it an unforgettable dining experience.

Bedtime

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