Woodstock, Vermont
23 handpicked inns, hotels, and B&Bs
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Book Early — Especially for Fall Foliage
Woodstock is a small town with limited lodging. The best inns sell out 3–6 months in advance during peak foliage season (late September through mid-October). Christmas and ski weekends also fill fast.
Woodstock's grande dame, right on the village green. This isn't just a hotel — it's an institution. 142 rooms and suites, a world-class spa, indoor pool, the acclaimed Richardson's Tavern, and direct access to Suicide Six ski area in winter. Owned by the Rockefeller family for decades before its current owners, it defines Woodstock's upscale character.
Nine beautiful rooms in an 1830 historic home, each with gas fireplace and king bed. Some rooms feature infrared saunas and clawfoot tubs. No children under 16 — a genuine adult retreat. Award-winning B&B, walking distance to the village.
Yankee Magazine's pick for best couples retreat. Floor-to-ceiling stone fireplace, three acres of grounds, refined suites and queen rooms, and exceptional gourmet breakfasts. Quiet, upscale, and unforgettable.
A beautifully restored Victorian home right in the village with seven distinctive rooms, all with private baths. Candlelit gourmet breakfasts. Historic charm meets modern comfort.
Family-owned boutique inn with 45 river-facing rooms along the Ottauquechee River. Comfortable, unpretentious, and excellent value compared to the Woodstock Inn. On-site restaurant (506 Bistro) with casual comfort food.
Simple, clean, and affordable — the best budget option in the area. You come to Woodstock to explore and eat, not sit in your room. This motel gets you a clean, comfortable base at a fraction of the cost of the inn.
49 elegant rooms with stunning river views and beautiful landscaping. Walk to everything in the village — the location is unbeatable. Immaculate and well-run.
Built in 1793 — one of the oldest inns in Vermont. Surrounded by meadows, forested hillsides, and the Ottauquechee River. Historic to the bone, yet comfortable for modern guests. Just minutes from Quechee Gorge.
100 acres of scenic Vermont countryside that blends rustic beauty with modern charm. Established by the Robinson family over a century ago — a genuine Vermont working farm experience with beautiful accommodation.
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