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

  • Inn at Castle Hill +
    26 saves

    Inn at Castle Hill

    Ipswich

  • Land's End Inn +
    22 saves

    Land's End Inn

    Provincetown

  • The Captain's Manor Inn +
    15 saves

    The Captain's Manor Inn

    Falmouth

  • Dan'l Webster Inn and Spa +
    15 saves

    Dan'l Webster Inn and Spa

    Sandwich

  • Carriage House Provincetown +
    10 saves

    Carriage House Provincetown

    Provincetown

  • The Provincetown Hotel at Gabriel's +
    10 saves

    The Provincetown Hotel at Gabriel's

    Provincetown

  • The Platinum Pebble Boutique Inn +
    9 saves

    The Platinum Pebble Boutique Inn

    West Harwich

  • Emerson Inn By The Sea +
    8 saves

    Emerson Inn By The Sea

    Rockport

  • Sandbars Inn +
    7 saves

    Sandbars Inn

    North Truro

  • Maguire House B&B +
    6 saves

    Maguire House B&B

    Ashburnham

  • Beach Plum Inn +
    5 saves

    Beach Plum Inn

    Menemsha

  • Inn at Hastings Park +
    5 saves

    Inn at Hastings Park

    Lexington

  • The Old Mill Inn +
    5 saves

    The Old Mill Inn

    Hatfield

  • BEST WESTERN University Hotel-Boston/Brighton +
    4 saves

    BEST WESTERN University Hotel-Boston/Brighton

    Boston

  • Allen Harbor Breeze Inn & Gardens +
    3 saves

    Allen Harbor Breeze Inn & Gardens

    Harwich Port

  • Bass Rocks Ocean Inn +
    2 saves

    Bass Rocks Ocean Inn

    Gloucester

  • Clamber Hill Inn and Restaurant +
    2 saves

    Clamber Hill Inn and Restaurant

    Petersham

  • Guest House At Field Farm +
    2 saves

    Guest House At Field Farm

    Williamstown

  • Sesuit Harbor House +
    2 saves

    Sesuit Harbor House

    Dennis

  • Swank Properties +
    2 saves

    Swank Properties

    Boston