All Locations
Explore all locations in the Hudson Valley
Bearsville Theater
The Bearsville Theater, located in the storied town of Woodstock, NY, is a renowned venue cherished for its historical significance and modern acoustical excellence. Originally constructed by the influential music manager Albert Grossman in the 1960s, the theater's compelling history is intimately tied to legendary musicians such as Bob Dylan, The Band, and Janis Joplin. Situated amidst the picturesque Catskills along the Sawkill Creek, this venue has served as a central hub for artistic inspiration and community for decades. Today, its reputation extends well into the present, having been revitalized with cutting-edge equipment to offer an unparalleled auditory experience.
Under the direction of Dayglo Presents and guided by the vision of Peter Shapiro, renowned for his expertise in transforming venues, Bearsville Theater has recently seen significant enhancements. A state-of-the-art Meyer Sound system, painstakingly installed by Masque Sound, ensures every note reaches the audience with clarity and power—whether you're in the third row or high up in the steep balcony. The meticulous design allows the theater to maintain its historic aesthetics while elevating the sonic experience beyond what previous visitors experienced.
Distinctively, Bearsville Theater stands out not just for its acoustical advances but also for the cultural role it plays within the community. Regularly hosting a variety of performances, from headlining acts like The Weight Band and Margo Price to unique events such as the Grateful Drag, the theater is an integral part of the vibrant Woodstock arts scene. Its intimate 500-capacity space offers an engaging atmosphere, making each performance a shared experience.
For visitors and locals alike, Bearsville is more than just a concert venue. The surrounding complex is home to dining options including a café and bar, offering spaces to relax and enjoy the tranquil backdrop of the Catskill Mountains. Onsite, the history of Bearsville and its influence on the music world is palpable, with reminders of its storied past and the presence of Albert Grossman's vision throughout the site.
Parking: Spacious onsite parking available for visitors
Vibe: A historic yet modern venue with a focus on acoustical perfection
Highlights: Recent renovations and a premium Meyer Sound system
What to try: Attend a variety of events from live concerts to themed shows
Who it's for: Music enthusiasts, history buffs, and those seeking a rich cultural experience
Bread Alone Bakery & Cafe - Woodstock
Bread Alone is a Hudson Valley institution – a wood-fired bakery and café committed to organic ingredients, traditional methods, and environmental responsibility since 1983. With cafés in Woodstock, Boiceville, and Rhinebeck, Bread Alone has been shaping the region’s food culture for more than four decades.
Located right on Tinker Street in the center of town, the Woodstock café feels fully integrated into daily life here. The space blends exposed brick, warm wood tones, and generous windows that bring in natural light throughout the day. There’s a steady hum of locals picking up their morning loaf, visitors ordering espresso and pastries, and friends settling in for a casual lunch. It’s comfortable, unpretentious, and easy to linger.
What began in the Catskills as a small family operation selling bread from the trunk of a station wagon has grown into one of the region’s most respected food producers. Bread Alone helped pioneer organic baking in the Hudson Valley long before it became standard practice, building its reputation on slow fermentation, simple ingredients, and time-honored wood-fired techniques.
Today, with production facilities in Kingston and Boiceville, the company continues to invest in sustainability. The Boiceville bakery operates as a net-zero facility powered by renewable energy, while Kingston integrates advanced artisan equipment and solar power. Despite the growth, the philosophy remains unchanged: organic flour, water, salt, patience—and bread made without shortcuts.
Seasonal café menus reflect the same ethos, with plant-forward dishes and locally sourced ingredients reinforcing a long-standing commitment to nourishing both community and planet.
Parking: Limited street parking; municipal lots nearby
Vibe: Lively, rustic café in the heart of town
Highlights: Organic, wood-fired breads made with long fermentation
What to try: Classic sourdough boule, croissants, seasonal tartines
Who it's for: Locals, weekend visitors, and artisan bread loyalists
Hours note: Open daily; hours may vary seasonally
Cucina
Cucina has been a fixture of Woodstock’s dining scene since 2006, serving contemporary Italian cuisine from a beautifully restored farmhouse on Mill Hill Road. The restaurant is part of the culinary group led by Chef Gianni Scappin and partners Luciano Valdivia and Nick Brower—the team behind Market Street in Rhinebeck, Barbaro in Millbrook, and Fern in Lakeville, CT. Together they have shaped some of the region’s most beloved Italian restaurants, each grounded in tradition while reflecting the character of its town.
At Cucina, the menu celebrates the agricultural richness of the Hudson Valley through seasonal ingredients and thoughtful Italian cooking. Wood-fired pizzas, house-made pastas, and vibrant vegetable dishes evolve with the seasons, bringing classic Italian flavors together with local produce and regional inspiration. The result is a menu that feels both rooted and fresh, inviting guests to return again and again as it changes throughout the year.
The restaurant’s setting adds to its appeal. Inside the farmhouse dining rooms, rustic details and warm lighting create a welcoming atmosphere, while the expansive wraparound porch offers a relaxed place to dine during warmer months. Beyond everyday dining, Cucina has also become a sought-after venue for weddings and gatherings, with its historic barn and scenic property providing a memorable backdrop for celebrations.
Parking: Plenty of street parking available along Mill Hill Road
Vibe: Rustic elegance with options for communal dining or intimate settings
What to try: Handmade pastas and the seasonal wood-fired pizza
Who it's for: Fans of Italian cuisine and those seeking a unique dining experience
Hours note: Open daily, with evening service starting at 5pm
Good Night
Good Night is a Southeast Asian restaurant tucked into a historic barn on Rock City Road in Woodstock, NY—a town long known for its creative spirit. The building once hosted lively gatherings as The Sea Horse, a venue woven into Woodstock’s colorful past. Today, that history lives on through a dining experience that blends Southeast Asian culinary traditions with a touch of glamour and the relaxed warmth of the Hudson Valley.
The menu, created by Chef Doris Choi, draws inspiration from the cuisines of Vietnam, Thailand, and Laos. Dishes such as Peking-style pork belly and grilled miso black cod showcase bold flavors and careful technique, while a creative cocktail program—featuring drinks like the Tamarind Margarita and Smoke & Bitters—adds another layer to the experience. Together, the food and drinks deliver a menu that feels both vibrant and refined.
Inside, Good Night balances Hollywood Regency style with Woodstock’s easygoing character. Velvet banquettes in coral and cognac tones, vintage European chandeliers, and a marble bar create a space that feels both glamorous and inviting. As the second restaurant from the team behind Silvia, Good Night pairs a distinctive atmosphere with thoughtful cooking, offering a memorable addition to Woodstock’s dining scene.
Parking: On-site parking is limited, street parking available
Vibe: Combines the elegance of Hollywood Regency with local Woodstock charm
What to try: Peking-Style Pork Belly, Grilled Miso Black Cod, Tamarind Margarita
Who it's for: Culinary fans of Asian cuisine and those seeking a great atmosphere
Hours note: Open daily with varying dinner hours, check online for specifics
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
In the heart of Woodstock, one of New York's most iconic artistic communities, the Woodstock Way Hotel stands as a boutique hotel that harmonizes environmental mindfulness with contemporary comfort. Situated along Tinker Street in Woodstock, this retreat offers an immersive experience for those looking to connect with the area's natural splendor without sacrificing modern amenities. Guests can enjoy the sights and sounds of a nearby waterfall while being only steps away from the vibrant shops, restaurants, and longstanding music venues that contribute to Woodstock's renown.
A hallmark of Woodstock Way Hotel is its commitment to sustainability and thoughtful design, evidenced in every aspect of the property. Accommodations range from intimate creekside corners to family-friendly suites, each featuring elements like reclaimed wood and living roofs. The design, brought to life by Brad Will of Ashokan Architecture & Planning, has been recognized for its harmonious blend with the natural surroundings, winning accolades such as the 2022 AIA Westchester + Hudson Valley Chapter Design Awards. Unique features like artist-curated vinyl collections and floor-to-ceiling windows that draw in the scenic vistas of the Catskills further highlight the hotel's connection to the creative ethos that has defined the region.
Woodstock Way Hotel is part of the Way Hospitality group, which includes notable sister properties such as New Paltz Way and Kingston Carriage House. Each location shares a common thread of honoring local heritage and ensuring guest comfort through carefully curated experiences. The Kingston Carriage House, in particular, offers its own brand of charm within a restored nineteenth-century setting, complete with eight distinct suites and shared spaces imbued with historic character.
Parking: Free parking available on site and nearby street parking
Vibe: Tranquil, nature-focused with a touch of artistic flair
Who it's for: Eco-conscious travelers, artists, couples seeking a serene getaway
Highlights: Nearby waterfall, proximity to Tinker Street's cultural offerings
Good to know: Sister property to New Paltz Way and Kingston Carriage House
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