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 +
    43 saves

    Inn at Castle Hill

    Ipswich

  • Land's End Inn +
    42 saves

    Land's End Inn

    Provincetown

  • Emerson Inn By The Sea +
    15 saves

    Emerson Inn By The Sea

    Rockport

  • Beach Plum Inn +
    10 saves

    Beach Plum Inn

    Menemsha

  • Swank Properties +
    7 saves

    Swank Properties

    Boston

  • Longfellow's Wayside Inn +
    5 saves

    Longfellow's Wayside Inn

    Sudbury

  • Allen Harbor Breeze Inn & Gardens +
    4 saves

    Allen Harbor Breeze Inn & Gardens

    Harwich Port

  • Brook Farm Inn +
    4 saves

    Brook Farm Inn

    Lenox

  • Clamber Hill Inn and Restaurant +
    4 saves

    Clamber Hill Inn and Restaurant

    Petersham

  • The Cornell Inn +
    3 saves

    The Cornell Inn

    Lenox

  • Guest House At Field Farm +
    3 saves

    Guest House At Field Farm

    Williamstown

  • Bradford Inn & Suites +
    2 saves

    Bradford Inn & Suites

    Plymouth

  • Black Swan Inn +
    1 saves

    Black Swan Inn

    Lee

  • Colonial Hill Alpaca Farm Bed and Breakfast +
    1 saves

    Colonial Hill Alpaca Farm Bed and Breakfast

    Petersham

  • Harding House +
    1 saves

    Harding House

    Cambridge

  • The Inn at Crystal Cove +
    1 saves

    The Inn at Crystal Cove

    Winthrop

  • Vineyard Square Hotel & Suites +
    1 saves

    Vineyard Square Hotel & Suites

    Edgartown

  • Westborough Inn +
    1 saves

    Westborough Inn

    Westborough

  • Colonial House Inn and Restaurant +
    0 saves

    Colonial House Inn and Restaurant

    Yarmouthport

  • Delano Homestead Bed & Breakfast +
    0 saves

    Delano Homestead Bed & Breakfast

    Fairhaven