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    Charming Inn in Woodstock, VT Title is generated by Realmo AI

    41 Pleasant St, Wood Stock, VT 05091

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    For Sale
    $2,599,000

    8-room Inn with owner's quarters in vibrant Woodstock, VT.

    Type:Commercial
    Lot size:
    0.46 Acres
    Added:
    Mar 11, 2026
    Days on Market:
    119
    Last Refresh:
    Jul 2 at 7:48 am

    Property Features for 41 Pleasant St

    General Information

    Standard status
    Active
    Lot size
    0.46 Acres
    Property subtype
    Commercial

    Building Details

    Year Built
    1899

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    Steven Foster

    Listing office KW Vermont

    Listing date Mar 11, 2026

    Source Elliman

    Displayed information is deemed reliable but is not guaranteed and should be independently verified.

    All listing content including descriptions, pricing, images are the copyrighted material of KW Vermont

    HighLights

    • Profitable, well‑established Inn with impressive revenue growth.
    • 8 guest rooms plus a separate 1‑bedroom owner's quarters.
    • Located in Woodstock, VT, "the prettiest small town in America".
    • Features a charming tavern and amazing restaurant.
    • Historic charm blended with modern convenience.
    • Built in 1899.

    Overview

    This 8-room Inn, featuring an additional 1-bedroom owner’s quarters, is located in Woodstock, Vermont. The property offers a blend of historic charm and modern convenience within a community described as one of America’s prettiest small towns. Woodstock is a vibrant resort town known for its maple-lined streets, stately homes, artisanal boutiques, and welcoming atmosphere. The town and local organizations host cultural and family-friendly activities throughout the year. The Inn includes a tavern and restaurant. Guests return to the Village Inn to enjoy its charming rooms. The Inn has demonstrated revenue growth.
    Property Profile Location Intelligence

    Current Use by Public Records

    The Village Inn Of Woodstock Hotel & Motel The Vic Tavern at the Village ... Restaurant

    Suggested Use

    Parking Lot & Garage Auto Repair Shop Electrical Service (Bike/Boat/Book/etc) Store (Bike/Boat/Book/etc) Store Big Box & Wholesale Store Grocery & Convenience Store Furniture & Home Goods (Bike/Boat/Book/etc) Store (Bike/Boat/Book/etc) Store

    Zoning and permitted uses should be independently verified with local authorities.

    Similar Places Nearby

    • Stay At Jimmy's — 45 Pleasant St, Woodstock, VT 05091
    • The Vesper Woodstock — 21 Pleasant St, Woodstock, VT 05091
    • Woodstock House — RR 106, Woodstock, VT 05091

    Location Insight

    • Map
    • Local Demand
    City
    Wood Stock
    County
    Windsor
    State
    Vermont
    Longitude
    -72.5112
    Latitude
    43.6265

    FAQs

    What type of property is this?
    Bed & breakfast - 8-room Inn with owner's quarters in vibrant Woodstock, VT.
    Where is this bed & breakfast located?
    The property is located at 41 Pleasant St Wood Stock, VT.
    What is the asking price?
    The asking price for this property is $2,599,000.
    What are key features of this property?
    This property features: Profitable, well‑established Inn with impressive revenue growth.; 8 guest rooms plus a separate 1‑bedroom owner's quarters.; Located in Woodstock, VT, "the prettiest small town in America".
    More about this property
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