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    Bennington, VT Hospitality Properties for Sale

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    Historic Inn with Restaurant Lease
    $1,250,000
    0.47 Acres

    Historic Inn with Restaurant Lease

    124 Elm St, Bennington, VT 05201

    Victorian inn in Bennington with restaurant and expansion potential.

    • Turnkey, profitable boutique hotel business with established operations and loyal clientele.
    • Meticulously restored historic Victorian property (South Shire Inn) built in 1890 by renowned architect William C. Bull.
    • Prime location in Bennington, Vermont, near Manchester, Williamstown, and the Berkshires.
    • Restaurant space leased to a thriving Thai restaurant.
    • Newly zoned for additional uses including restaurant, bar/lounge, and catering services.
    Updated: Sep 17, 2025
    View details
    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 1 Active listings in Bennington, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 3 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Turnkey Entertainment Destination on Route 100
    $859,800
    0.75 Acres

    Turnkey Entertainment Destination on Route 100

    Established entertainment destination with bowling, mini golf, restaurant, and living quarters.

    179 Rte 100 North, Wilmington, VT 05363
    View details
    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    Family-friendly lodge with amenities near ski lifts.

    344 Vt Rte 100, West Dover, VT 05356
    View details
    Renovated Estate Near Mount Snow
    $1,150,000
    3.97 Acres

    Renovated Estate Near Mount Snow

    Renovated 8-bedroom estate near Mount Snow, ideal for retreats.

    5 Tannery Rd, West Dover, VT 05356
    View details
    Historic Sitzmark Venue with Acreage
    $749,000
    38.40 Acres

    Historic Sitzmark Venue with Acreage

    Restaurant, indoor/outdoor bars, tennis, pool, disc golf on 38.4 acres.

    54 East Dover Rd, Wilmington, VT 05363
    View details

    Explore Off-Market Properties in Bennington, VT

    Consider similar Off-Market properties in Bennington, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    51 Hannaford Sq

    51 Hannaford Sq

    HOTEL • 49,358 SF
    Value Estimation
    $940,000
    51 Hannaford Sq, Bennington, VT 05201-1603
    View details
    979 Us Rte 7th S

    979 Us Rte 7th S

    MOTEL • 10,060 SF
    Value Estimation
    $285,000
    979 Us Rte 7th S, Bennington, VT 05201-9387
    View details
    500 Ss St

    500 Ss St

    MOTEL • 6,348 SF
    Value Estimation
    $300,000
    500 Ss St, Bennington, VT 05201-2355
    View details

    Bennington, VT Hospitality Properties Investment Opportunities Market Analysis

    Explore 4 hospitality properties for sale in Bennington, VT on our real estate platform. These investment opportunities span a total of 238,709 square feet of properties for sale, with an estimated market value of $1,835,000.

    Prices for hospitality properties in Bennington, VT start at $285,000, averaging $611,666, and reaching up to $1,250,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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