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    Berkshire County, MA Hospitality Properties for Sale

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    Berkshire Lakefront Boutique Inn
    $3,400,000
    11,945 SF

    Berkshire Lakefront Boutique Inn

    615 Laurel St, Lee, MA 1238

    Boutique Inn with 14 keys and expansion potential.

    • Rare Berkshire Lakefront Location
    • Boutique Inn with 14 Keys
    • Expansion Potential
    • Lakefront Property
    • Inn/Hospitality Business Opportunity
    Updated: Feb 28
    View details
    Iconic Inn & Restaurant Opportunity
    $3,850,000

    Iconic Inn & Restaurant Opportunity

    866 Cold Spring Rd, Williamstown, MA 1267

    Charming hotel and restaurant near Williams College in the Berkshires.

    • Prime Location: 17‑acre property minutes from Williams College in the heart of the Berkshires, near Tanglewood, MassMoca, and other attractions.
    • Established Business: Iconic Country Inn & Restaurant with a candlelit dining room and popular '6 House Pub.
    • Diverse Accommodation Options: Variety of luxury suites and charming hotel rooms with features like whirlpool tubs, fireplaces, and canopy beds.
    • Enormous Development Potential: Untapped market for conferences and weddings, plus potential for additional guest rooms or a residential component.
    • Amenities: Seasonal heated pool, free Wi‑Fi, business center, free parking, and hot breakfast buffet.
    Updated: Jun 17, 2025
    View details
    Historic Great Barrington Retreat
    $675,000
    3,684 SF

    Historic Great Barrington Retreat

    Historic Berkshire retreat with potential for reimagining and inspired use.

    3 Lake Buel Rd, Great Barrington, MA 01230
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    Winery Opportunity in New Marlborough
    $850,000
    5,000 SF

    Winery Opportunity in New Marlborough

    3-acre parcel with tasting room and storage near Stockbridge.

    8 Knight Rd, New Marlborough, MA 01230
    View details
    Based on your search, we've compiled 103 Potential Opportunities for your consideration. Besides 4 Active listings in Berkshire County, MA, we suggest exploring several alternatives: similar 95 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.

    Construction Ready Sites Available
    $263,500
    3.10 Acres

    Construction Ready Sites Available

    Multiple construction-ready sites suitable for various uses.

    5 Parker St, Pittsfield, MA
    View details
    Construction Ready Sites Available
    $272,000
    3.20 Acres

    Construction Ready Sites Available

    Multiple sites for office, manufacturing, R&D, warehousing.

    75 Kellogg St, Pittsfield, MA
    View details
    Construction Ready Sites Available
    $93,500
    1.10 Acres

    Construction Ready Sites Available

    Multiple sites for office, manufacturing, warehousing, and more.

    50 Woodlawn Ave, Pittsfield, MA
    View details
    Construction Ready Sites Available
    $350,000
    2.80 Acres

    Construction Ready Sites Available

    Multiple construction-ready sites suitable for various uses.

    45 Woodlawn Ave, Pittsfield, MA
    View details

    Explore 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 99 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 27,182,403 square feet of properties for sale, with an estimated market value of $31,635,000.

    Sale prices for hospitality properties in Berkshire County, MA start at $100,000, averaging $645,612, and reaching up to $4,380,000 — 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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