Search
Woodstock

Woodstock, NY, USA

Woodstock

Destination illustration
Woodstock

From the Community

Featured Trip Itineraries

Recommendations

Culture4.6/5

Woodstock Artists Association & Museum

Experience the vibrant art scene of Woodstock at the Woodstock Artists Association & Museum! Located on Tinker Street, this creative hub showcases an ever-changing collection of paintings, sculptures, and mixed media works by local and international artists. Don't miss the chance to immerse yourself in the colorful world of imagination and talent in this lively museum.

Shop4.8/5

Levon Helm Studios

Nestled in the heart of scenic Woodstock, Levon Helm Studios is every music lover's dream destination! This legendary spot, located at 160 Plochmann Ln, offers a perfect blend of rustic charm and rock 'n' roll vibes. Get ready to immerse yourself in the unique energy of Levon Helm's former barn-turned-studio, where music history was made. Don't miss out on this groovy spot in upstate NY!

Landmark4.7/5

Woodstock Playhouse

Step into an offbeat wonderland at Woodstock Playhouse! Nestled in Woodstock, this quirky theater showcases the best in entertainment. From toe-tapping musicals to thought-provoking dramas, prepare to be captivated by talented performers. With its lively atmosphere and prime location, this hidden gem embodies the essence of Woodstock's artistic spirit. Get your tickets now for a one-of-a-kind experience!

Outdoor4.8/5

Overlook Mountain Trailhead

Welcome to Overlook Mountain Trailhead in Woodstock, NY! Lace up your hiking boots and get ready to conquer this scenic adventure. With its breathtaking views, dense forests, and an elevation gain of 1,400 feet, this trail promises to leave you in awe. Don't forget your camera to capture the stunning panoramas from the 3,140-foot summit. Let's hit the trail, fellow wanderers!

Shop4.8/5

The Golden Notebook

Located in the charming town of Woodstock, NY, The Golden Notebook is a literary haven that excites both the mind and the wanderlust spirit. Overflowing with an eclectic mix of novels, non-fiction, and travel guides, this vibrant bookstore invites fellow adventurers to embark on literary journeys. Prepare to get lost among the shelves and discover new worlds at 29 Tinker St.

no placeholder icon

Landmark4/5

Sawkill Family Ski Center

Welcome to the snowy wonderland of Sawkill Family Ski Center in Kingston! Nestled in the heart of the stunning hill road, this winter playground offers thrilling slopes for all levels of skiers and snowboarders. With its friendly staff and cozy lodge, it's the perfect spot to learn, shred, and create joyful memories in the snow. Get ready to hit the slopes and have a blast at Sawkill Family Ski Center!

Shop4.5/5

Woodstock Music Shop

Get ready for a groovy experience at Woodstock Music Shop! Located in the heart of Woodstock, NY, this music haven is a must-visit for any audiophile or aspiring rockstar. From vintage vinyls to trendy instruments, they've got it all. Whether you're a local or just passing through, this store will immerse you in the spirit of the legendary Woodstock Festival. Peace, love, and rock 'n' roll await!

Landmark4.3/5

Catskill Mountain Railroad

All aboard the Catskill Mountain Railroad! Located in the scenic Kingston Plaza, this charming train ride takes you on a nostalgic journey through the breathtaking Catskill Mountains. Travel back in time as you chug along in vintage cars, enjoying the stunning views and the whimsical atmosphere. Don't miss this delightful experience in Kingston, NY!

Landmark4.8/5

Tinker Street Cinema

Welcome to Tinker Street Cinema, a hidden gem nestled in the hip town of Woodstock, NY. This quirky theater takes you on a cinematic journey with its unique selection of independent films from around the world. Grab some organic popcorn, sip on craft beer, and immerse yourself in the vibrant atmosphere. Lights, camera, action at Tinker Street Cinema!

Culture4.3/5

Woodstock Byrdcliffe Guild

Ready to immerse yourself in creativity and embrace the vibrant artistic spirit of Woodstock? Look no further than the Woodstock Byrdcliffe Guild! Located at 34 Tinker St #4, this charming place is a haven for art lovers. With its colorful and quirky vibes, it's the perfect destination for those seeking unique handmade crafts, inspiring galleries, and unforgettable experiences. Join the artistic buzz in Woodstock, NY 12498!

Landmark4.2/5

Woodstock Artists Cemetery

Nestled in the idyllic town of Woodstock, the Woodstock Artists Cemetery is a whimsical spot that pays homage to the creative souls who once graced this artistic haven. With its scenic backdrop of rolling hills and vibrant foliage, this final resting place is a must-visit for art enthusiasts and curious travelers alike. Wander through the rows of unique gravestones and discover the legacy of these talented individuals.

Eat4.2/5

The Mud Club Woodstock

Nestled in the heart of Woodstock, The Mud Club is a funky haven for creativity and connection! With its laid-back vibe, eclectic events, and vibrant local art, it's the perfect spot to unwind and mingle. Grab a drink, catch live music, or partake in a workshop—this quirky gem promises a delightful adventure for your senses!

Shop5/5

Remedies Herb Shop

Nestled in Woodstock, NY, Remedies Herb Shop offers a unique blend of herbal products, natural remedies, and holistic wellness, making it a must-visit destination for health enthusiasts and those seeking tranquility in a stunning setting.

Shop4.2/5

Rock City Vintage

Nestled in the heart of Woodstock, Rock City Vintage captivates with its eclectic collection of retro treasures and unique finds, making it a must-visit destination for vintage lovers and treasure hunters alike.

Shop4.8/5

Candlestock

Step into a world of flickering magic at Candlestock in Woodstock, NY. This whimsical shop on Mill Hill Rd is a candle lover's dream with rows of handcrafted candles in every shape and color imaginable. From elegant taper candles to funky novelty designs, there's something here to light up every traveler's life. Don't miss this glowing gem!

Eat4.4/5

The Bear Café

Welcome to The Bear Café, nestled in the quaint village of Woodstock! This whimsical eatery charms visitors with its vibrant atmosphere and scrumptious menu. Offering a delightful mix of local farm-to-table cuisine and global flavors, this hotspot is a must-visit for food adventurers. From its cozy nooks to the friendly staff, prepare for a sensational gastronomic journey at 295b Tinker St!

Eat$$$$4.4/5

Cucina

Located in Woodstock, NY, Cucina is a foodie's haven that will teleport your taste buds to Italy. With a lively atmosphere and mouthwatering aromas, this cozy joint serves up authentic Italian dishes that will make you say "Mamma Mia!" From their wood-fired pizzas to homemade pasta, Cucina is the perfect spot to indulge in some carb-loaded deliciousness. Buon appetito!

Eat$$4.2/5

PUB

Located in the picturesque town of Woodstock, NY, PUB is a vibrant and lively spot on Mill Hill Rd. Swing by this trendy hotspot to sip on creative cocktails, feast on mouthwatering farm-to-table dishes, and groove to the tunes of local musicians. With its funky decor and friendly vibe, PUB is the perfect place to fuel your wanderlust and immerse yourself in the spirit of Woodstock.

Eat$$$4.4/5

Oriole 9

Located in the charming town of Woodstock, NY, Oriole 9 is a must-visit spot for foodies and coffee enthusiasts alike. This vibrant eatery serves up delicious brunch dishes made from locally sourced ingredients. The funky decor and friendly staff only add to the lively atmosphere. Don't forget to grab a cup of their specialty coffee before hitting the town!

Stays

Stay4.65/5

Woodstock Way Hotel

Welcome to Woodstock Way Hotel, where good vibes and retro charm meet! Nestled in the heart of Woodstock, NY, our boutique hotel offers a groovy getaway for travelers seeking a unique experience. With cozy rooms, a lively atmosphere, and a picturesque location near the iconic Woodstock festival site, this is the ultimate spot for music-loving wanderers. Get your peace, love, and relaxation on at Woodstock Way Hotel.

Stay4.55/5

The Woodstock Inn on the Millstream

Looking for a whimsical retreat in Woodstock? Look no further than The Woodstock Inn on the Millstream! Nestled on Tannery Brook Rd, this charming and cozy getaway is the perfect spot to unwind. With serene streams, friendly staff, and comfortable rooms, it's an ideal base for exploring Woodstock's artsy vibes and natural beauty. Don't miss out on this delightful slice of heaven!

Stay4.55/5

Twin Gables of Woodstock

Welcome to Twin Gables of Woodstock! This quirky B&B offers a vibrant escape in the heart of Woodstock, NY. With its prime location on Tinker St, you'll find yourself immersed in the town's vibrant culture and artistic scene. Each room is uniquely decorated, providing a fun and whimsical ambiance. Enjoy the complimentary breakfast and explore all that Woodstock has to offer!

Stay4.5/5

Hotel Dylan

Welcome to Hotel Dylan, where peace, love, and good vibes are always in the air! Nestled in the heart of Woodstock, NY, our groovy getaway is the perfect spot to channel your inner flower child. With psychedelic decor and cozy rooms, you'll be feeling like a rockstar. And don't forget to check out Maverick's, our onsite hipster haven serving up tasty eats and live music. Rock on!

Stay4.5/5

Morning Glory BnB Woodstock NY

Welcome to Morning Glory BnB, where Woodstock's vibrant energy meets peaceful retreat. Located at 141 Tinker St, our charming inn offers a delightful getaway in the heart of Woodstock, NY. With cozy rooms, delicious breakfasts, and a friendly staff, you'll feel right at home. Explore the famous music scene, unique shops, and breathtaking nature trails just steps away. Get ready to rock your stay with us!

Things To Do

Map

Plan your Trip to Woodstock

Create a trip and start adding the places you want to visit in Woodstock