Looking for the best things to do in Lenox, MA for a quick weekend escape? Whether you’re here for seasonal dining, inspiring art, or a peaceful hike in nature, this curated guide highlights what to eat, where to explore, and how to recharge.Start your stay at Berkshires Untold with breakfast at The Club Room, then head out to discover the charm of the Berkshires.
Eat & Drink – Flavorful Moments in Lenox
Breakfast & Nightcaps at The Club Room
Located inside Berkshires Untold, The Club Room offers breakfast staples, wellness lattes, fresh juices, and teas.
In the evening, the space transforms into a cozy lounge for cocktails and indulgent desserts like bananas foster flambéed tableside.
Seasonal Dining at Nudel
A local favorite, Nudel serves farm-to-table comfort dishes with a menu that changes daily.
Wine & Provisions at Dare Bottle Shop
Stop by Dare Bottle Shop & Provisions for low-intervention wines, Northeast craft beers, and artisan pantry staples.
French Pastries at The Lost Lamb
End on a sweet note at The Lost Lamb, a Paris-inspired patisserie known for its macarons and cakes.
Art & Culture – Inspiration All Around
Berkshire House
Book a private visit to Berkshire House, the art hub founded by sculptor Jonathan Prince and curator Stephanie Manasseh, featuring an original Sol LeWitt Wall Drawing.
Sohn Fine Art
Explore contemporary photography at Sohn Fine Art, a gallery showcasing both local and international artists.
MASS MoCA
For a day trip, head to MASS MoCA, one of the largest contemporary art museums in the U.S., known for immersive installations.
Nature & Wellness – Recharging in the Berkshires
Olivia’s Overlook
Just minutes away, Olivia’s Overlook offers gentle trails with sweeping mountain views.
Kripalu Center for Yoga & Health
Unwind at the Kripalu Center with yoga classes, meditation, and grounding practices surrounded by the Berkshires landscape.
A Weekend Itinerary at a Glance
Day 1
- Morning: Breakfast at The Club Room → stroll downtown Lenox shops.
- Afternoon: Visit Berkshire House or Sohn Fine Art.
- Evening: Dinner at Nudel → nightcap back at The Club Room.
Day 2
- Morning: Hike Olivia’s Overlook → pastry at The Lost Lamb.
- Afternoon: Explore MASS MoCA or relax at Kripalu.
Evening: Wine stop at Dare Bottle Shop before heading home.
Plan Your Stay
A weekend in Lenox is the perfect balance of flavor, art, and wellness. At Berkshires Untold, we’ll help you design the itinerary that best suits your pace, with insider tips and local partnerships. Book your stay and let our team curate your Berkshires escape.
