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    Berkshire County, MA Hospitality Properties for Sale

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    Boston, MA Worcester, MA New Bedford, MA Springfield, MA Fall River, MA Lowell, MA Somerville, MA Lynn, MA
    Historic Bed & Breakfast Opportunity
    Updated: Apr 10
    Historic Bed & Breakfast Opportunity

    74 Wendell Ave, Pittsfield, MA 01201

    $1,200,000
    10,560 sqft 0.33 AC lot
    Turnkey historic 9‑unit bed & breakfast with strong income potential.
    Nine unique guest suites, each with private baths and kitchenettes.
    Prime location within walking distance to the downtown theater/business district.
    Potential for a private one‑bedroom owner's unit in the basement.
    Upgraded, high‑efficiency Viessman boiler and architectural radiators.
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    Historic 9-Unit Bed & Breakfast
    Updated: May 15
    Historic 9-Unit Bed & Breakfast

    74 Wendell Avenue, Pittsfield, MA 01201

    Contact for pricing
    10,560 sqft 0.33 AC lot
    Turnkey historic 9‑unit bed & breakfast with strong income potential.
    Nine unique guest suites, each with private baths and kitchenettes.
    Prime location within walking distance to the downtown theater/business district.
    Potential for a private one‑bedroom owner's unit in the basement.
    Upgraded, high‑efficiency Viessman boiler and architectural radiators.
    View details
    Berkshires Bed & Breakfast Opportunity
    Berkshires Bed & Breakfast Opportunity

    684 South Egremont Rd, Great Barrington, MA 01230

    $1,695,000
    10.43 AC lot

    Established Bed & Breakfast in the heart of The Berkshires.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Iconic Inn & Restaurant Opportunity
    Iconic Inn & Restaurant Opportunity

    866 Cold Spring Rd, Williamstown, MA 01267

    Contact for pricing
    17.00 AC lot

    Charming hotel and restaurant near Williams College in the Berkshires.

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    Two-Story Hotel with 58 Rooms
    Two-Story Hotel with 58 Rooms

    16 Cheshire Rd, Pittsfield, MA 01201

    Contact for pricing

    Two-story 58-room hotel with on-site parking and about 20,000 square feet of guest space.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 5 Active listings in Berkshire County, MA, we suggest exploring several alternatives: similar 67 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    89 Acres Vacant Land Catskill
    89 Acres Vacant Land Catskill

    300 Game Farm Road, Catskill, NY 12414

    $899,900
    89.06 AC lot

    89 acres of vacant land near Catskill Game Farm.

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    Halfmoon, NY Approved Building Lot
    Halfmoon, NY Approved Building Lot

    1853 Route 9, Halfmoon, NY 12065

    $125,000
    1.98 AC lot

    2 acre approved building lot in Halfmoon, NY.

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    Land Parcel with Cleared Building Sites
    Land Parcel with Cleared Building Sites

    268 Hervey Street Road, Durham, NY 12423

    $220,000
    34.19 AC lot

    34+ acre parcel with utilities available, a well, and two cleared sites supported by septic and development plans.

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    Land Near Hunter Ski Mountain
    Land Near Hunter Ski Mountain

    419 Clum Hill Road, Hunter, NY 12442

    $64,900
    1.00 AC lot

    One-acre parcel near Hunter Mountain, ideal for building or recreation.

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    Off-Market Properties in Berkshire County, MA

    Consider similar Off-Market properties in Berkshire County, MA. 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.

    949 Main St
    MOTEL

    949 Main St, Great Barrington, MA 01230-2028

    $830,000
    Estimated value
    10,752 sqft 10.44 AC lot
    View details
    281 Main St
    HOTEL-RESORT

    281 Main St, Great Barrington, MA 01230-1746

    $1,040,000
    Estimated value
    4,000 sqft 0.01 AC lot
    View details
    170 Deerwood Park Rd
    CAMPGROUND, RV PARK

    170 Deerwood Park Rd, New Marlboro, MA 01230

    $2,000,000
    Estimated value
    1,680 sqft 1.10 AC lot
    View details
    46 Bow Wow Rd
    HOTEL-RESORT

    46 Bow Wow Rd, Egremont, MA 01230

    $2,500,000
    Estimated value
    11,347 sqft 41.14 AC lot
    View details
    175 Main St
    HOTEL-RESORT

    175 Main St, Sheffield, MA 01257-9564

    Value Estimation by Request
    3,683 sqft 0.50 AC lot
    View details
    980 Pleasant St
    MOTEL

    980 Pleasant St, Lee, MA 01238-9326

    $1,600,000
    Estimated value
    9,426 sqft 3.24 AC lot
    View details
    206 Adams Rd
    HOTEL-RESORT

    206 Adams Rd, Williamstown, MA 01267-2933

    $1,500,000
    Estimated value
    32,702 sqft 2.72 AC lot
    View details
    130 Pittsfield Rd
    MOTEL

    130 Pittsfield Rd, Lenox, MA 01240-2390

    $1,550,000
    Estimated value
    1,512 sqft 11.05 AC lot
    View details
    453 Stockbridge Rd
    HOTEL-RESORT

    453 Stockbridge Rd, Great Barrington, MA 01230-1233

    $1,365,000
    Estimated value
    9,251 sqft 2.73 AC lot
    View details
    48 Main St
    HOTEL-RESORT

    48 Main St, Sheffield, MA 01257-9696

    $740,000
    Estimated value
    3,983 sqft 2.00 AC lot
    View details
    462 Pittsfield Rd
    MOTEL

    462 Pittsfield Rd, Lenox, MA 01240-2902

    Value Estimation by Request
    21,894 sqft 2.89 AC lot
    View details
    615 Laurel St
    HOTEL-RESORT

    615 Laurel St, Lee, MA 01238-9180

    $3,450,000
    Estimated value
    7,937 sqft 2.00 AC lot
    View details
    70 Pittsfield Rd
    MOTEL

    70 Pittsfield Rd, Lenox, MA 01240

    Value Estimation by Request
    57,676 sqft 6.68 AC lot
    View details
    303 Rannapo Rd
    HOTEL-RESORT

    303 Rannapo Rd, Sheffield, MA 01257-9619

    $580,000
    Estimated value
    4,806 sqft 3.86 AC lot
    View details
    200 Laurel St
    MOTEL

    200 Laurel St, Lee, MA 01238-9508

    $840,000
    Estimated value
    9,492 sqft 2.18 AC lot
    View details
    40 Main St
    HOTEL

    40 Main St, North Adams, MA 01247-3407

    $6,155,000
    Estimated value
    82,241 sqft 1.71 AC lot
    View details
    254 Undermountain Rd
    HOTEL-RESORT

    254 Undermountain Rd, Sheffield, MA 01257-9639

    $580,000
    Estimated value
    10,752 sqft 19.99 AC lot
    View details
    525 Pittsfield Rd
    MOTEL

    525 Pittsfield Rd, Lenox, MA 01240-2186

    $605,000
    Estimated value
    6,610 sqft 1.37 AC lot
    View details
    185 Housatonic St
    MOTEL

    185 Housatonic St, Lee, MA 01238

    Value Estimation by Request
    3,024 sqft 0.27 AC lot
    View details

    Berkshire County, MA Hospitality Properties Market Trends and Statistics

    Explore 72 hospitality properties for sale in Berkshire County, MA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 21,120 square feet of properties for sale, with an estimated market value of $2,895,000.

    Sale prices for hospitality properties in Berkshire County, MA start at $1,200,000, averaging $1,447,500, and reaching up to $1,695,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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