The Heart of the Catskills: Discovering Woodstock
Discover the charm of Woodstock, NY, a vibrant town known for its arts, dining, and local shops. Whether you’re planning a full weekend to explore the surrounding Catskills or prefer to take your time wandering the galleries, cafes, and boutiques, Woodstock offers something for every pace. Make it a relaxing escape with a stay at Red Cottage, your cozy home base for adventures near and far.
SILVIA

📍42 Mill Hill Rd, Woodstock, NY
Savor contemporary American cuisine at SILVIA, where an open kitchen and stylish dining space set the scene. Enjoy craft cocktails on the deck while taking in the vibrant Woodstock atmosphere. With a menu full of seasonal flavors, every meal feels fresh and inspired.
Opus 40
📍356 George Sickle Rd, Saugerties, NY
Carved from bluestone, Opus 40 is an awe-inspiring sculpture park and quarry garden that feels like stepping into another world. Wander the sprawling terraces and marvel at the artistry of Harvey Fite’s monumental creation. Nature and creativity come together here for an unforgettable outdoor experience.
Caffe Woodstock
📍83 Mill Hill Rd Suite D, Woodstock, NY
Start your morning at Caffe Woodstock with perfectly brewed coffee, fresh pastries, and a cozy, welcoming vibe. Locals and visitors alike gather here to chat, sip, and soak up the small-town energy. A true neighborhood favorite with a menu to match.
Small Talk
📍1 Tinker St, Woodstock, NY
Small Talk is a lively cocktail bar in the heart of Woodstock, serving expertly crafted drinks in a cozy, stylish setting. Perfect for evening outings or casual catch-ups, it’s a go-to spot for locals and visitors alike. The friendly vibe and creative cocktails keep guests coming back.
Bread Alone

📍22 Mill Hill Rd, Woodstock, NY
Bread Alone is a must-stop for freshly baked breads, pastries, and seasonal treats crafted with local ingredients. The aroma alone will draw you in, but the taste keeps you coming back. Perfect for breakfast, lunch, or a picnic in the Woodstock sunshine.
Woodstock Brewing
📍5581 NY-28, Phoenicia, NY
Woodstock Brewing offers handcrafted beers with bold flavors inspired by the Catskills. Pull up a stool, sample their rotating taps, and enjoy a laid-back brewery experience. Perfect for both casual sippers and craft beer aficionados.
Gilded Carriage
📍95 Tinker St, Woodstock, NY
Step into Gilded Carriage for a treasure trove of gourmet kitchen and home goods, blending modern style with timeless charm. Discover quality brands like Le Creuset alongside curated homewares and gifts. It’s the perfect stop for stylish finds that feel both practical and special.
Good Night
📍15 Rock City Rd, Woodstock, NY
Good Night turns every evening into a cozy dining adventure with its inventive menu and warm ambiance. Locally sourced ingredients shine in each dish, paired with thoughtful cocktails and wines. A place to relax, indulge, and savor every bite.
Sunflower Market
📍75 Mill Hill Rd, Woodstock, NY
Sunflower Market is your one-stop spot for groceries, artisanal snacks, and local favorites. Friendly staff and a bright, welcoming space make shopping easy and enjoyable. It’s a Woodstock staple for everyday essentials and specialty treats.
Tinker Street Tavern

📍297 Tinker St, Woodstock, NY
Tinker Street Tavern mixes comfort food with craft cocktails and ice cold beer in a lively, approachable setting. Whether you’re here for drinks with friends, or late night bites after work the atmosphere is always inviting. Great flavors and good times await.
Colony Woodstock
📍22 Rock City Rd, Woodstock, NY
Colony Woodstock is a restored 1929 theater hosting music, comedy, and art events in an intimate setting. Enjoy live performances while sipping cocktails and sampling tasty bar bites. It’s a cultural hotspot where every night feels memorable.
The Golden Notebook
📍29 Tinker St, Woodstock, NY
Book lovers will feel at home at The Golden Notebook, a charming independent bookstore with an eclectic selection. From bestsellers to hidden gems, there’s something to spark everyone’s curiosity. A literary cornerstone of Woodstock.
Woodstock Meats
📍57 Mill Hill Rd, Woodstock, NY
Woodstock Meats is a butcher shop and market known for high-quality, locally sourced meats. You can also grab a slamming sandwich made fresh to order. It’s the perfect stop for home cooks, foodies, and anyone craving bold, flavorful eats.
Overlook Mountain
📍353 Meads Mountain Rd, Woodstock, NY
Overlook Mountain offers scenic hikes and panoramic views of the Hudson Valley and Catskills. The historic fire tower at the summit adds a touch of adventure to your outdoor experience. A must-visit for nature lovers and photographers.
Cucina

📍109 Mill Hill Rd, Woodstock, NY
Cucina brings authentic Italian flavors to Woodstock with handmade pastas, seasonal ingredients, and a welcoming atmosphere. Each dish feels like a journey to the heart of Italy. A dining experience that delights every sense.
Levon Studios
📍160 Plochmann Ln, Woodstock, NY
Levon Studios is a hub for creativity, offering workshops, gallery space, and inspiring artistic energy. Artists and visitors alike can connect, learn, and explore. A vibrant space celebrating Woodstock’s artistic spirit.
Unfiltered Wine
📍83c Mill Hill Rd, Woodstock, NY
Unfiltered Wine is a cozy spot to sip thoughtfully curated wines, chat with knowledgeable staff, and enjoy a relaxed vibe. Perfect for casual tastings or gathering with friends. A hidden wine lover’s paradise in town.
Tinker Toys
📍5 Mill Hill Rd, Woodstock, NY
Tinker Toys sparks imagination with carefully curated toys, games, and crafts for kids of all ages. Parents and little ones alike will love browsing the playful, educational selection. A charming Woodstock destination for fun and creativity.
Three Turtle Doves

📍62B Tinker St, Woodstock, NY
Three Turtle Doves is a boutique full of whimsical gifts, home goods, and unique treasures. Every visit feels like a mini adventure through artful finds. A delightful stop for anyone seeking something special.
From charming streets lined with galleries and boutiques to flavorful eats and lively music spots, Woodstock, NY, is the perfect escape for a weekend getaway or a leisurely retreat. Whether you’re exploring the surrounding area or soaking in the town at your own pace, a stay at Red Cottage makes it easy to enjoy everything this vibrant town has to offer.






















































































































































































































































