Intimate lodging, hearthside dining, and good company. Have a romantic getaway in a Massachusetts inn, and you may never want to leave.

  • Red Lion Inn, Stockbridge

  • Allen Harbor Breeze Inn & Gardens +
    5 saves

    Allen Harbor Breeze Inn & Gardens

    Harwich Port

  • Avalon, The Inn on Cuttyhunk +
    2 saves

    Avalon, The Inn on Cuttyhunk

    Cuttyhunk

  • Barnaby Inn +
    0 saves

    Barnaby Inn

    West Harwich

  • Beach Plum Inn +
    20 saves

    Beach Plum Inn

    Menemsha

  • Brass Key Guesthouse +
    1 saves

    Brass Key Guesthouse

    Provincetown

  • Brass Lantern Inn +
    8 saves

    Brass Lantern Inn

    Nantucket

  • The Captain's Manor Inn +
    29 saves

    The Captain's Manor Inn

    Falmouth

  • Carriage House Provincetown +
    15 saves

    Carriage House Provincetown

    Provincetown

  • Century House +
    4 saves

    Century House

    Nantucket

  • Colonial House Inn and Restaurant +
    1 saves

    Colonial House Inn and Restaurant

    Yarmouthport

  • Crowne Pointe Historic Inn & Spa +
    1 saves

    Crowne Pointe Historic Inn & Spa

    Provincetown

  • Dan'l Webster Inn and Spa +
    26 saves

    Dan'l Webster Inn and Spa

    Sandwich

  • Lambert's Cove Inn and Restaurant +
    4 saves

    Lambert's Cove Inn and Restaurant

    West Tisbury

  • Land's End Inn +
    84 saves

    Land's End Inn

    Provincetown

  • Nobnocket Boutique Inn +
    8 saves

    Nobnocket Boutique Inn

    Vineyard Haven

  • The Platinum Pebble Boutique Inn +
    12 saves

    The Platinum Pebble Boutique Inn

    West Harwich

  • The Provincetown Hotel at Gabriel's +
    14 saves

    The Provincetown Hotel at Gabriel's

    Provincetown

  • The Roberts Collection +
    1 saves

    The Roberts Collection

    Nantucket

  • Sandbars Inn +
    9 saves

    Sandbars Inn

    North Truro

  • Sesuit Harbor House +
    3 saves

    Sesuit Harbor House

    Dennis