Woodstock, NY
Places to visit in Woodstock, NY
Bearsville Theater
Nestled in the heart of the Hudson Valley, this iconic venue offers a unique blend of history and vibrant culture. With roots tracing back to the area's rich musical heritage, the location is renowned for hosting an eclectic mix of performances ranging from rock and jazz to folk and indie bands. The intimate setting allows for an unforgettable experience, where the audience can truly connect with the music.
Beyond the performances, visitors are invited to explore the surrounding grounds, which boast picturesque views and charming architecture. Whether you're a local or visiting from afar, this venue promises an enchanting evening of entertainment. Its dedication to preserving the arts and fostering a community spirit makes it a must-visit destination for music lovers in the region. Come and immerse yourself in the lively atmosphere and enjoy some of the best live music the Hudson Valley has to offer.
Bread Alone Bakery & Cafe - Woodstock
For over 40 years, Bread Alone Bakery & Cafe has been dedicated to crafting organic, wood-fired breads with a deep commitment to people and the planet. Founded in the Catskills in 1983, long before organic certification became mainstream, the bakery started as a small family-run business selling loaves from the trunk of a station wagon at farmers markets. Today, it has grown into a leading example of sustainable, slow food production in the Hudson Valley, operating state-of-the-art, carbon-neutral bakeries while preserving its artisan roots.
With production facilities in Kingston and Boiceville, Bread Alone continues to innovate while staying true to its heritage. Their Boiceville location, rebuilt in 2022 as a net-zero facility, runs entirely on renewable energy, while their Kingston bakery embraces the best in artisan baking equipment and is partially powered by solar energy. Despite these advancements, the heart of Bread Alone remains unchanged, baking simple, honest bread in wood-fired brick ovens that have been in use since the 1980s. As they look to the future, their mission remains clear: to nourish communities with organic, sustainable food while setting a new standard for responsible baking.
Cucina
Nestled in the scenic town of Woodstock, Cucina offers a unique blend of rustic elegance and contemporary cuisine. Set in a beautifully restored farmhouse, this Hudson Valley gem invites guests to experience the warmth of an Italian kitchen with a modern twist. The menu showcases locally-sourced ingredients, reflecting the rich agricultural bounty of the region. From homemade pastas to wood-fired pizzas, every dish is a testament to the culinary passion and creativity that define Cucina.
Whether you're enjoying a cozy dinner by the fireplace or a leisurely lunch on the porch overlooking the lush gardens, Cucina provides an unforgettable dining experience. The welcoming atmosphere, complemented by attentive service, makes it a favorite among both locals and visitors. As you explore the vibrant arts and music scene of Woodstock, make sure to indulge in the delightful offerings of Cucina, where every meal is a celebration of flavor and community.
Good Night
Good Night, the sister restaurant to beloved Hudson Valley favorite Silvia, is a warm and spirited tribute to the joy of shared meals and family connection. Centered around fresh, vibrant, and globally inspired dishes, the menu draws from pan-Asian influences with a modern, creative twist—designed for both intimate dinners and lively group gatherings.
With a cozy, romantic ambiance and an emphasis on togetherness, Good Night invites guests to relax, connect, and celebrate the experience of dining. Whether you're planning a quiet evening for two or a feast with friends and family, every detail—from the flavors on the table to the mood in the room—promises to make it a good night, indeed.
Silvia
Silvia is a family-owned restaurant in Woodstock, New York, dedicated to connecting food and people through honest, sustainable cooking. Since opening in 2017, Silvia has embraced a back-to-basics approach, featuring a wood-fired grill and a pantry stocked with locally sourced, organic ingredients. With a focus on New York State meats, fresh produce, and international influences, the restaurant offers a menu that reflects both the bounty of the Hudson Valley and a global culinary perspective.
Committed to sustainability, Silvia sources 100% grass-fed and finished beef, pasture-raised poultry and eggs, and sustainably harvested seafood, ensuring that every dish honors ethical and environmental responsibility. The carefully curated wine and spirits list highlights small producers, with an emphasis on organic and biodynamic selections. In 2021, the team expanded their vision with the opening of Good Night, a second restaurant in Woodstock, while continuing to nurture the warm, welcoming experience that makes Silvia a beloved gathering place.
Woodstock Way Hotel
Tucked along Tinker Street in the heart of Woodstock, the Woodstock Way Hotel captures the town’s creative pulse with a free-spirited, eco-luxe retreat surrounded by nature. Set beside a cascading waterfall, the property feels like a modern-day treehouse village — a peaceful refuge that remains just steps from the energy of Woodstock’s shops, restaurants, and music venues. Designed for dreamers and seekers alike, it blends raw natural beauty with refined comfort, inviting guests to slow down and reconnect with the landscape that has inspired generations of artists, musicians, and wanderers.
Each accommodation at Woodstock Way tells its own story, from cozy creekside nooks to expansive suites and family-friendly residences. Artist-curated vinyl collections, private decks, and floor-to-ceiling windows bring the spirit of the Catskills indoors, while reclaimed wood, living roof systems, and low-impact materials express the hotel’s commitment to sustainability. Winner of the 2022 AIA Westchester + Hudson Valley Chapter Design Awards, the property’s design by Brad Will of Ashokan Architecture & Planning celebrates thoughtful integration with its natural surroundings — a reflection of both the region’s heritage and its enduring connection to renewal.
A sister property, the Kingston Carriage House, extends the same ethos of design and comfort just a short drive away. Housed in a meticulously restored nineteenth-century building, it pairs historic character with contemporary elegance. Eight distinct guest suites — from spacious first-floor retreats to airy lofts — feature luxurious linens, handwoven robes, and access to the tranquil garden courtyard and Captain’s Lounge. Together, Woodstock Way Hotel and Kingston Carriage House offer two distinct yet kindred escapes, each rooted in a sense of place and a spirit of creative restoration.
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