Caeleigh & Stephen
Things To Do
We're so excited to share some of our favorite places in the area with you!
The Olde Heritage Tavern
12 Housatonic Street, Lenox, MA 01240
The perfect place for a pint and a burger - a family favorite.
The Red Lion Inn
30 Main Street, Stockbridge, MA 01262
Iconic hotspot in nearby Stockbridge - grab a cocktail and get the full Berkshires experience.
High Lawn Farm
535 Summer Street, Lee, MA 01238
A historic, family-owned dairy farm in the Berkshires, stop by for an amazing grilled cheese or ice cream cone.
Bistro Zinc
56 Church Street, Lenox, MA 01240
A stylish French bistro in the heart of Lenox.
Dare Bottleshop & Provisions
11 Housatonic Street, Lenox, MA 01240
Stop in for natural wines, craft beers, and gourmet finds while exploring downtown Lenox.
Norman Rockwell Museum
9 Glendale Road, Stockbridge, MA 01262
For a dose of art and nostalgia, stop by the Norman Rockwell Museum - peaceful grounds and classic Berkshires charm.
Shakespeare & Company
70 Kemble Street, Lenox, MA 01240
Sit outside and enjoy world-class theatre, just a short walk away from the home of Caeleigh's grandparents.
Tanglewood
Stockbridge, MA 01240
The Berkshires’ premier music venue and James Taylor’s beloved performance home.
For all the days along the way