Woodstock Trail Cottage | 2 Blocks from the Inn

Woodstock Trail Cottage puts you steps from the Mt. Peg trailhead and an easy walk from the shops, dining, and charm of Woodstock Village. Come home to a cozy, light-filled cape with hardwood floors, an easy open layout, and a covered back porch with seating overlooking the perennial gardens, perfect for coffee, conversation, and four-season Vermont views.

Please see: Other Things to Note
For Area Details, please see: The Neighborhood & Getting Around
• This is a no pet/animal home.

Woodstock Trail Cottage, Home Features:
• 3 Bedrooms, 2 Baths, up to 6 guests
• Steps To Mt. Peg Trailhead
• Walk To Woodstock Village & The Green
• Covered Back Porch With Seating
• Open Kitchen With Dining Area + First Floor Laundry
• Free WiFi & Smart TV

Sleeping Arrangements:
• Multi-Level Home
• Bedroom 1, Queen Bed (1st Floor)
• Bedroom 2, Queen Bed (2nd Floor)
• Bedroom 3, 2 twins (2nd Floor)

Welcome to Woodstock Trail Cottage!

Tucked on a quiet dead-end street in the heart of Woodstock Village, this charming circa-1880 Cape pairs walk-to-town convenience with a private covered back porch that quickly becomes everyone's favorite spot. Set directly across from the Mt. Peg trailhead, it's easy to start the morning with a hike, then stroll into town for coffee, shopping, and the year-round events on the Historic Woodstock Green. Championship golf, fly fishing, and skiing are all close by, making this a true four-season home base.
Inside, the cottage blends antique character with an easy, comfortable layout. Hardwood floors run throughout, and the open kitchen anchors the main level with a bright, welcoming flow into the dining area and adjacent sitting space, ideal for lingering breakfasts, shared meals, and relaxed evenings in. A first-floor bedroom pairs with a nearby bath featuring soothing green accents, and the convenience of first-floor laundry makes longer stays feel effortless.

Upstairs, the home continues with two additional bedrooms filled with natural light, along with a sweet library nook that's perfect for curling up with a book on a rainy day. A second bathroom on this level helps the home live comfortably for groups, with space that suits couples traveling together, families, or friends looking for a classic Woodstock getaway.

Out back, the covered porch is the kind of space you'll use from the moment you arrive. From the seating area, you look out over the private yard and perennial gardens, with trees framing the view and a calm, tucked-away feel that's hard to find this close to the village. It's perfect for morning coffee while the light comes up, après-ski conversations as the day winds down, or a quiet hour with a book while you watch the seasons change. The porch is set up for real lounging and easy gathering, with comfortable seating that turns it into an "extra room" in warm months and a front-row seat to snowfall in winter.

Woodstock Trail Cottage delivers a rare combination of village convenience, trail access, and timeless Vermont charm.