Happenings

Featured Events

Schedule your Lenox Collection stay around special events, happenings around the houses, and focused activities.
Every Night
The Whitlock & The Constance
Nightly S’mores

Gather around the bonfire each night to roast s’mores, share stories, and soak in the warmth of a cozy evening under the stars.

Aug - Nov
The Constance
Thursday Night Cider Tastings

Join us every Thursday night in Lenox, MA, for cider tastings, where you can sip a variety of local ciders, savor autumn flavors, and enjoy a relaxed evening with friends.

Year Round
The Whitlock
Monday Night Game Night

Monday evenings from 3–8 pm are all about games galore! Grab a drink from the bar, bring your favorite snacks, and dive into a night of fun and friendly competition.

Dec 7
The Whitlock
Letters to Santa

11 am to 4 pm - Stop by The Whitlock during Lenox Winterfest to write a letter to Santa or drop off your letter in our North Pole Express Mailbox. Festivities include: A hot chocolate bar with all the fixings, complimentary cookies and treats, and an ornament decorating station.

Dec 6 & 7
Lenox, MA
Lenox Winterland Event

A series of winter events for locals and tourists to enjoy, including a tree lighting ceremony, shopping, and dining specials.

Dec 7
Stockbridge, MA
Norman Rockwell’s Life and Holiday Art Guided Tours

A captivating and inspiring guided tour to elevate your museum experience.

Dec 7 & 8
Lenox, MA
Holiday Artist’s Marker

The Annual Holiday Art Fair is a juried fine arts and crafts.

TBD
Pittsfield, MA
A Christmas Carol – Colonial Theater

A holiday tradition that tells the story of Ebenezer Scrooge and his transformation from a miser to a kinder man.

Nov 22 – Jan 4
Lenox, MA
NightWood – The Mount

A winter exhibition combines light, sound, and theatrical elements to create an immersive experience.

Nov 29 – Jan 4
Stockbridge, MA
Naumkeag Winter Lights

A festive outdoor display of thousands of holiday lights, artfully designed and spread across the gardens, woods, paths, stairs, and greenhouse.

Nov 18 – Jan 7
Pittsfield, MA
Festival of Trees at The Berkshire Museum

The festival is a community event that celebrates creativity and the history of the Berkshires.