2 Best, Genuine Boutique Hotels in Woodstock Vt in 2026

You might not expect to find Rockefeller-level opulence in Woodstock, Vermont, but life is nothing if not full of surprises. If you picture Vermont’s Woodstock as a tiny, mellow version of New York’s flower child haven, you’d be wrong. It’s a fairly charming, relaxed little town with just enough bustle to stay interesting. And the hotel — it’s not the quaint Vermont style of mellow, though still decidedly relaxing in many aspects. Having served guests since 1793, it’s had plenty of time to perfect the level of hospitality. You’re looking… > Read Our Full Review

If you’re looking for a Vermont vacation, Woodstock is an excellent target, and this boutique hotel can offer a nicely laid-back time in the heart of the state. Many nearby hotels have either dialed the luxury up to an all-inclusive, prix-fixe dinner kind, or offer beds and a shower and not much else. We find Kedron Valley Inn is a nice middle ground, a gorgeous historical property with more focus on the charming grounds than on the extra frills. It features a collection of buildings constructed, damaged, renovated, and added… > Read Our Full Review