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    Berkshire County, MA Hospitality Properties for Sale

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    Boston, MA Worcester, MA Springfield, MA
    Historic Bed & Breakfast Opportunity
    $1,200,000
    10,560 SF

    Historic Bed & Breakfast Opportunity

    74 Wendell Ave, Pittsfield, MA 1201

    Turnkey 9-unit bed & breakfast near downtown.

    • 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.
    Updated: Apr 10
    View details
    Lee MA Bed & Breakfast
    $3,400,000
    11,945 SF

    Lee MA Bed & Breakfast

    615 Laurel St., Lee, MA 1238

    Bed & Breakfast with 14 bedrooms and lakefront access.

    • 530 feet of lakefront property
    • Exceptional bed & breakfast inn
    • Fourteen bedrooms, each a private sanctuary
    • Sixteen full bathrooms plus one half bathroom
    • Expansive 11,945 sq ft of living space
    Updated: Apr 25
    View details
    Berkshire Lakefront Boutique Inn
    $3,400,000
    11,945 SF

    Berkshire Lakefront Boutique Inn

    Boutique Inn with 14 keys and expansion potential.

    615 Laurel St, Lee, MA 1238
    View details
    Iconic Inn & Restaurant Opportunity
    $3,850,000
    17.00 Acres

    Iconic Inn & Restaurant Opportunity

    Charming hotel and restaurant near Williams College in the Berkshires.

    866 Cold Spring Rd, Williamstown, MA 1267
    View details
    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 4 Active listings in Berkshire County, MA, we suggest exploring several alternatives: similar 68 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.

    Livingston NY Farm Land Parcel
    $1,100,000
    147.00 Acres

    Livingston NY Farm Land Parcel

    147-acre farm parcel with Catskill views, ideal for development.

    132 Lockwood Road, Hudson, NY 12534
    View details
    147-Acre Farm with Catskill Views
    $1,100,000
    147.00 Acres

    147-Acre Farm with Catskill Views

    147-acre farm in Livingston, NY, ideal for estate or development.

    132 Lockwood Rd, Hudson, NY 12534
    View details
    Historic Germantown Property For Sale
    $1,450,000
    8,656 SF

    Historic Germantown Property For Sale

    Redevelopment opportunity in the heart of Germantown, New York.

    207 Main St, Germantown, NY 12526
    View details
    Halfmoon Land Ready For Development
    $150,000
    1.98 Acres

    Halfmoon Land Ready For Development

    2-acre lot approved for various commercial and residential uses.

    1853 Route 9, Halfmoon, NY 12065
    View details

    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

    949 Main St

    MOTEL • 10,752 SF
    Value Estimation
    $830,000
    949 Main St, Great Barrington, MA 01230-2028
    View details
    281 Main St

    281 Main St

    HOTEL-RESORT • 4,000 SF
    Value Estimation
    $1,040,000
    281 Main St, Great Barrington, MA 01230-1746
    View details
    170 Deerwood Park Rd

    170 Deerwood Park Rd

    CAMPGROUND, RV PARK • 1,680 SF
    Value Estimation
    $2,000,000
    170 Deerwood Park Rd, New Marlboro, MA 01230
    View details
    46 Bow Wow Rd

    46 Bow Wow Rd

    HOTEL-RESORT • 11,347 SF
    Value Estimation
    $2,500,000
    46 Bow Wow Rd, Egremont, MA 01230
    View details
    175 Main St

    175 Main St

    HOTEL-RESORT • 3,683 SF
    Value Estimation by Request
    175 Main St, Sheffield, MA 01257-9564
    View details
    980 Pleasant St

    980 Pleasant St

    MOTEL • 9,426 SF
    Value Estimation
    $1,600,000
    980 Pleasant St, Lee, MA 01238-9326
    View details
    206 Adams Rd

    206 Adams Rd

    HOTEL-RESORT • 32,702 SF
    Value Estimation
    $1,500,000
    206 Adams Rd, Williamstown, MA 01267-2933
    View details
    130 Pittsfield Rd

    130 Pittsfield Rd

    MOTEL • 1,512 SF
    Value Estimation
    $1,550,000
    130 Pittsfield Rd, Lenox, MA 01240-2390
    View details
    453 Stockbridge Rd

    453 Stockbridge Rd

    HOTEL-RESORT • 9,251 SF
    Value Estimation
    $1,365,000
    453 Stockbridge Rd, Great Barrington, MA 01230-1233
    View details
    48 Main St

    48 Main St

    HOTEL-RESORT • 3,983 SF
    Value Estimation
    $740,000
    48 Main St, Sheffield, MA 01257-9696
    View details
    462 Pittsfield Rd

    462 Pittsfield Rd

    MOTEL • 21,894 SF
    Value Estimation by Request
    462 Pittsfield Rd, Lenox, MA 01240-2902
    View details
    615 Laurel St

    615 Laurel St

    HOTEL-RESORT • 7,937 SF
    Value Estimation
    $3,450,000
    615 Laurel St, Lee, MA 01238-9180
    View details
    70 Pittsfield Rd

    70 Pittsfield Rd

    MOTEL • 57,676 SF
    Value Estimation by Request
    70 Pittsfield Rd, Lenox, MA 01240
    View details
    303 Rannapo Rd

    303 Rannapo Rd

    HOTEL-RESORT • 4,806 SF
    Value Estimation
    $580,000
    303 Rannapo Rd, Sheffield, MA 01257-9619
    View details
    200 Laurel St

    200 Laurel St

    MOTEL • 9,492 SF
    Value Estimation
    $840,000
    200 Laurel St, Lee, MA 01238-9508
    View details
    40 Main St

    40 Main St

    HOTEL • 82,241 SF
    Value Estimation
    $6,155,000
    40 Main St, North Adams, MA 01247-3407
    View details
    254 Undermountain Rd

    254 Undermountain Rd

    HOTEL-RESORT • 10,752 SF
    Value Estimation
    $580,000
    254 Undermountain Rd, Sheffield, MA 01257-9639
    View details
    525 Pittsfield Rd

    525 Pittsfield Rd

    MOTEL • 6,610 SF
    Value Estimation
    $605,000
    525 Pittsfield Rd, Lenox, MA 01240-2186
    View details
    185 Housatonic St

    185 Housatonic St

    MOTEL • 3,024 SF
    Value Estimation by Request
    185 Housatonic St, Lee, MA 01238
    View details
    194 Pittsfield Rd

    194 Pittsfield Rd

    MOTEL • 24,938 SF
    Value Estimation
    $2,140,000
    194 Pittsfield Rd, Lenox, MA 01240-2131
    View details

    Berkshire County, MA Hospitality Properties Investment Opportunities Market Analysis

    Explore 72 hospitality properties for sale in Berkshire County, MA, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 34,450 square feet of properties for sale, with an estimated market value of $8,000,000.

    Sale prices for hospitality properties in Berkshire County, MA start at $1,200,000, averaging $2,666,666, and reaching up to $3,400,000 — 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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