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Things to do in Berkshires: 1 local trip idea

A ready-made cultural day trip in Berkshires, Massachusetts, with 5 stops in order.

Cultural trip

Historic Homes & Literary

5 stops · about 8 hr 30 min of stops · ~$153 per person

Immerse yourself in Gilded Age architecture, literary history, and local farm-to-table cuisine on a linear journey through Stockbridge and Lenox.

  1. 1

    The Lost Lamb

    31 Main St, Stockbridge, MA 01262, USA
    The Lost Lamb, Berkshires

    Grab an artisanal bacon-egg-and-cheese on a brioche baguette and a fresh almond croissant on the patio.

    ★ 4.7 on Google · about 45 min · ~$15 per person · Directions
  2. 2

    Naumkeag

    5 Prospect Hill Rd, Stockbridge, MA 01262, USA
    Naumkeag, Berkshires

    Stroll down the famous Blue Steps and explore this meticulously preserved 44-room Gilded Age shingle-style cottage.

    ★ 4.7 on Google · about 2 hr · ~$30 per person · Directions
  3. 3

    Once Upon a Table

    36 Main St, Stockbridge, MA 01262, USA
    Once Upon a Table, Berkshires

    Indulge in a cozy, farm-to-table lunch tucked away in the historic Mews alleyway.

    ★ 4.5 on Google · about 1 hr 15 min · ~$28 per person · Directions
  4. 4

    The Mount, Edith Wharton Cultural Center

    2 Plunkett St, Lenox, MA 01240, USA
    The Mount, Edith Wharton Cultural Center, Berkshires

    Walk the French and Italian classical gardens designed by Wharton, and tour the majestic house where she wrote her masterpieces.

    ★ 4.8 on Google · about 2 hr 30 min · ~$25 per person · Directions
  5. 5

    The Red Lion Inn

    30 Main St, Stockbridge, MA 01262, USA
    The Red Lion Inn, Berkshires

    End your cultural day with a formal, candle-lit dinner featuring classic New England fare in a historic 1773 tavern atmosphere.

    ★ 4.3 on Google · about 2 hr · ~$55 per person · Directions

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