Hotel Spotlight: The Herwood Inn in Woodstock, NY
Woodstock, NY is one of our favorite spots in the U.S. for a weekend getaway. If you're headed to this pint-sized mountain village in upstate New York, we suggest you book a room at The Herwood Inn. Tucked right in the heart of town, this boutique hotel is more than just a place to rest your head — it's a nod to music, sustainability, and all things local. Whether you're a festival-loving free spirit or a city dweller in need of a stylish escape, The Herwood Inn is a top contender among Woodstock, NY hotels.
Boutique Bliss with a Musical Soul
Step inside The Herwood Inn, and you'll quickly realize this isn't your average hotel. Each of the inn's four suites is inspired by legendary female musicians — think Joni Mitchell, Carole King, Aretha Franklin, and Stevie Nicks. The interiors are a dreamy mix of vintage record players, bold art, and cozy textiles that transport you straight into a vinyl-clad reverie. Add in some luxe touches like Brooklinen sheets and Casper mattresses, and you've got a harmony of style and comfort.
What makes The Herwood Inn stand out among other boutique hotels in Woodstock, NY is its thoughtful approach to hospitality. It's not just about the Instagram-worthy decor (though trust us, there's plenty of that), but the way each space feels personal and intentional. The inn's eco-conscious ethos shines through one every detail, from the organic bath products to the locally sourced snacks.
Location, Location, Location
If you want to immerse yourself in the Woodstock vibe, The Herwood Inn's location is unbeatable. Located right on Tinker Street, the main artery of downtown Woodstock, this cozy retreat places you within a short stroll of the town's most beloved small businesses. Craving artisanal coffee? Hit up one of the nearby cafes. In the mood for vintage treasures? You'll find plenty of eclectic shops just steps away. Staying here means you're not just experiencing Woodstock hotels — you're becoming part of the community.
We love The Herwood Inn because it embodies the spirit of Woodstock: creative, welcoming, and fiercely independent. As a locally owned small business, it champions the town's entrepreneurial spirit by encouraging guests to explore and support other small businesses in the area. It's the kind of place where you can grab a cup of coffee down the street, strike up a conversation with a local artist, and feel like you belong.
Relaxation Done Right
While its prime location makes it easy to dive into Woodstock's bustling arts and music scene, The Herwood Inn also offers plenty of opportunities to unwind. The outdoor communal area features a steamy cedar hot tub, perfect for soaking under the stars. A covered seating area invites you to sip wine and swap stories next to the crackling outdoor fireplace.
Sustainable and Stylish
The Herwood Inn isn't just a pretty face; it's got a heart of green. The owners have gone the extra mile to ensure their eco-friendly practices align with the Woodstock ethos. From eco-conscious products to a commitment to using cruelty-free and fair-trade goods, sustainability is woven into the fabric of this boutique hotel.
Let's be honest — finding places to stay in Woodstock, NY that check all the boxes isn't easy. But The Herwood Inn does it with effortless cool.
If you're ready to experience the best boutique hotels in Woodstock, NY let us help you get there. Contact us to start planning your Woodstock getaway, or check out our Upstate New York guide, which is packed with insider tips on how to best enjoy this part of New York.