Experience the Best of Woodstock and the Hudson Valley
Nestled in the heart of the Hudson Valley, just ~2 hours from Manhattan, Woodstock Highlands puts you minutes from downtown Woodstock’s charm, outdoor adventures, and unforgettable local experiences.
What’s Nearby?
Discover the best of Woodstock and the Hudson Valley. Here are some must-visit spots:
Explore Local Dining:
- Oriole 9 – A kid-friendly café offering fresh breakfast and lunch made with local farm ingredients.
- Bread Alone – Known for its fresh bread, iced coffee, and a mission to serve honest food.
- Early Terrible – Relaxed spot with grilled dishes and cozy outdoor seating by fire pits.
- Pub Takeout – Casual pub food, great beer, and decadent desserts for lunch or dinner.
- Yum Yum Noodle Bar – Quick and fresh Southeast Asian-inspired noodle bowls and street food.
Where to Shop:
- Woodstock Meats – A local favorite since 1964, offering fresh meats and small-town charm.
- Hannaford – A one-stop grocery store just 5 minutes away for everything you need.
- Hurley Wine & Liquor – Features a great selection of wine, bourbon, and hard-to-find Scotch.
- Woodstock Hardware – Packed with over 30,000 items, from tools to outdoor essentials.
- Sunflower Market – A natural foods store with organic products, bulk goods, and craft beer.
More Local Flavor:
- Catskill Mountain Pizza – Handcrafted pizza, pastas, and options for vegan and gluten-free diners.
… plus much more! Contact us if you would like help taking advantage of all there is to do around us.
About Us
I’m Anthony, and I’ll be managing your stay at Woodstock Highlands. We’re a family of four who, like many New Yorkers, spent years dreaming about a place to escape the city’s constant buzz. In 2019, we finally found this gem in Woodstock and spent months renovating it to create the perfect balance of modern comfort and upstate charm.
We’re not trying to run a hotel here – this is our family’s second home, and we love sharing it with guests who appreciate what makes it special. Whether you’re looking to reconnect with your kids away from screens, celebrate a family milestone, or just need a change of scenery, we’ve tried to create a space that feels both exciting and comfortable.
When we’re not here, we’re probably dreaming up new improvements or gathering local recommendations to share with our guests. This house has become our favorite place to slow down and actually spend time together, and we hope it becomes that for your family too.
Have any questions or need help planning your trip? Feel free to reach out — we’re happy to help make your stay as seamless and enjoyable as possible!
What Our Guests Are Saying
See why families love their stays at Woodstock Highlands! Here’s what our guests have shared about their experiences.
Get in touch
Planning a family getaway? Have questions about the house or area? We’re pretty quick with responses and love helping guests plan their perfect stay. We know the area well and are happy to share our favorite spots and activities. Drop us a note below, and we’ll get back to you shortly with everything you need to know.
Ready to Explore?
From delicious local food to unique shops and outdoor adventures, Woodstock Highlands is your perfect base to experience it all.