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August 29, 2026
Lenox, MA

Alexandra & Benjamin

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    Things To Do

Things To Do

A few of the places we love most in the Berkshires
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge, MA 01262

Our favorite place to visit in the Berkshires! Enjoy a cocktail or afternoon tea on the front porch overlooking charming Main Street. Keep an eye out for the resident cats, Jack and Jane.

Monument Mountain

Monument Mountain

Great Barrington, MA 01230

One of our favorite local hikes (and Mickey’s too!). For the best views, take the Peeskawso Peak Trail to the summit.

The Farmstead Creamery at High Lawn Farm

The Farmstead Creamery at High Lawn Farm

535 Summer Street, Lee, MA 01238

A historic dairy farm with an on-site farm store serving ice cream and artisanal cheeses boards.

Berkshire Botanical Garden

Berkshire Botanical Garden

5 West Stockbridge Road, Stockbridge, MA 01262

A beautiful 24-acre garden featuring seasonal displays, walking paths, and historic structures.

Downtown Stockbridge

Downtown Stockbridge

Stockbridge, MA

We love strolling around downtown Stockbridge. “The Shop Around the Corner,” inside the Red Lion Inn, has the sweetest gifts and souvenirs, and The Lost Lamb is our favorite spot for a coffee and french pastry (they also have great gluten free options!).

For all the days along the way
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