Multi-Day Journey Itinerary for Southern Berkshires Town-to-Town -

3 days hiking/4 overnights

  • Arrive Sunday in the early afternoon

    • Meet up with the Berkshire Camino crew and fellow guests at a designated lot where you will park your vehicle for the duration of the event.

    • Attend the Opening Reception (included) featuring local libations with alcoholic and non-alcoholic choices and munchies (including vegetarian). Meet your fellow retreat participants, get to know the Berkshire Camino Crew and cross the threshold into our sacred walking space.

    • Van transport to the Little Cat Lodge for check-in. Enjoy the barrel sauna and pool.

    • Dinner at the Tavern at Little Cat Lodge and a night cap around the fire pit.

    • Overnight at the Little Cat Lodge.

  • Monday - Hiking day #1

    • Breakfast buffet (included) at the Little Cat Lodge.

    • Hike approximately 7 miles on easy, woodland trails with minimal elevation gain.

    • Late lunch (included) following the hike.

    • Transport by van to the Red Lion Inn in Stockbridge town center for check-in. We will be staying in the Maple Glen guest house.

    • Swim in the year-round heated pool, hot tub, stroll around downtown Stockbridge or just relax.

    • Dinner on your own or with new friends in Stockbridge town center. Several restaurants are within short walking distance from the inn.

    • Overnight at the Red Lion Inn - Maple Glen Guest House. Private en suite bathrooms and cozy common area.

  • Tuesday - Hiking day #2

    • Breakfast on your own at your choice of Stockbridge cafes.

    • Hike from the town center of Housatonic to Stockbridge. Distance approximately 9 miles.

    • Enjoy a picnic lunch (included) on the grounds of Chesterwood, historic home and studio of Daniel Chester French, sculptor of the Lincoln Memorial in Washington D.C. en route to Stockbridge.

    • Relax at the Red Lion Inn and have dinner on your own again in Stockbridge.

    • Overnight at the Red Lion Inn.

  • Wednesday - Hiking day #3

    • Breakfast on your own at your choice of Stockbridge cafes.

    • Depart the Red Lion Inn on foot for the day hike which consists of two sections. Walk from Stockbridge to Lee and/or Lee to Lenox. We’ll stop for lunch in Lee. This is a long hike (approximately 10 miles) giving you a chance to test your endurance. The van is on stand-by at any time should it be needed.

    • Enjoy stops on the hike at High Lawn Farm and Edith Wharton’s Gilded Age Home, The Mount.

    • Transport by van to Lifehouse Berkshires in Lenox.

    • We’ll transport you to downtown Lenox for the closing night dinner.

    • Overnight at Lifehouse Berkshires.

  • Thursday - Departure day

    • Enjoy breakfast (on your own) at Lifehouse Berkshires.

    • Depart for home.