The Jackson Hotel - Woodstock

TripAdvisor Top Rated Bed and Breakfast in Woodstock, Vermont - A Boutique Historic Inn on 3 Landscaped Acres

Grounds & Common Spaces

The Jackson offers three landscaped acres with gardens, a pond, and a fire pit lit nightly. Inside, an extensive art collection featuring historical works is displayed across multiple communal living rooms. Outdoor spaces include a picnic area, a terrace, and a front porch with seating to overlook the grounds.

Guest Rooms

Each guest room at The Jackson Woodstock includes Frette linens, a private bathroom, and a flat-screen TV. Some rooms offer a balcony overlooking the gardens and a gas fireplace. The inn provides modern comfort features such as air conditioning and keyless entry while preserving historic charm.

Dining & Bar

Guests at the Jackson House Inn start their day with a daily multi-course gourmet breakfast prepared with locally sourced ingredients. The on-site restaurant Oakes & Evelyn serves dinner in a dining room with soaring ceilings and garden views. The inn also operates a bar serving crafted cocktails and homemade treats.

Location & Nearby Attractions

The Jackson is set 3.3 km from Mount Tom and 2.7 km from Billings Park and Trails. Nearby attractions include the Woodstock Farmers Market, Billings Farm & Museum, and the Vermont Institute of Natural Science. Killington Mountain is 34 km away, providing access to skiing and outdoor recreation.

Awards & Sustainability

The Jackson holds the TripAdvisor Top Rated distinction among all Bed and Breakfasts and Hotels in Woodstock, Vermont. The inn is committed to sustainable practices and uses local products throughout its operations. Experienced innkeepers provide personalized service and attention to each guest.

• Awards: TripAdvisor Top Rated among all Woodstock B&Bs and hotels
• Grounds: 3 landscaped acres with gardens, pond, fire pit, and front porch
• Art: Historical art collection displayed in communal living rooms
• Dining: Daily multi-course gourmet breakfast and Oakes & Evelyn restaurant
• Bar: On-site bar serving crafted cocktails and homemade treats
• Sustainability: Commitment to sustainable practices and local sourcing