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
Established in 2006, Cucina brings contemporary Italian cuisine to the heart of Woodstock, New York, effortlessly blending historic charm with a modern dining experience. The restaurant occupies a beautifully renovated farmhouse that once stood quietly at 109 Mill Hill Road. Now it buzzes with life and offers a dynamic seasonal menu that reflects the bounty of the Hudson Valley. Diners can choose between seating in the main dining room, which exudes rustic elegance, or taking in the outdoors on the expansive wraparound porch, perfect for those leisurely summer evenings.
Cucina sets itself apart by emphasizing locally sourced, seasonal ingredients that bring authentic Italian flavors to life with a fresh, Hudson Valley twist. The restaurant is renowned for striking a balance between classic Italian dishes and inventive offerings inspired by the region's produce. From wood-fired pizzas with crispy crusts to house-made pastas, the menu constantly evolves with the seasons, ensuring that repeat visitors encounter something new with each visit. The thoughtfully curated wine list highlights both Italian and international selections, aiming to enhance the culinary experience.
Aside from its culinary offerings, Cucina also serves as a key locale for private events and community gatherings. The Farmhouse and the adjacent 19th-century barn provide exquisite settings for weddings and special celebrations. The Barn can host larger events, accommodating up to 125 guests, while the intimate Fireplace Room is ideal for smaller, cozy gatherings. This versatility makes Cucina a staple not just for dining but also for creating memorable occasions in Woodstock.
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
In the artistic heart of Woodstock, Good Night offers a taste of Southeast Asia that both surprises and satisfies. This eatery, the brainchild of the team behind Woodstock's celebrated Silvia, serves as more than just a culinary retreat. Housed in a historically vibrant barn that whispers tales of its past as a nightclub, Good Night blends its past with a sultry yet sophisticated atmosphere. Here, you’ll find vintage lighting sourced from far corners of Europe casting a warm glow over a dining experience rich in both taste and soul.
Step into a world where every dish is a masterpiece, paying homage to the diverse flavors of Vietnam, Thailand, and Laos. Renowned for her creativity and expertise, Chef Doris Choi brings Southeast Asian influences to the forefront with exceptional dishes like Peking-Style Pork Belly and Grilled Miso Black Cod, each paired with unique concoctions from an impressive cocktail menu. Under her guidance, the menu is an exploration of bold flavors and delicate nuances, embodying the exotic charm of faraway places with every bite.
The design philosophy of Good Night showcases a blend of Hollywood Regency and relaxed Woodstock living. From the carefully chosen marble bar as the room's focal point to the airy, open feeling reminiscent of the barn's original structure, every detail is designed to transport you into a realm of glamour and comfort. Whether you’re a local or a traveler, Good Night invites you to immerse yourself in a night of culinary adventure, wrapped in the inviting embrace of Woodstock’s artistic aura.
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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