Julie's Guidebook

Julie
Julie's Guidebook

Food scene

The historic Red Lion Inn is the centerpiece of Main St, Stockbridge. It has a formal dining room, Widow Bingham’s Tavern, or The Courtyard in summer. Also a great place to sit on the porch with a cocktail and people watch!
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The Red Lion Inn
30 Main St
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The historic Red Lion Inn is the centerpiece of Main St, Stockbridge. It has a formal dining room, Widow Bingham’s Tavern, or The Courtyard in summer. Also a great place to sit on the porch with a cocktail and people watch!

Hiking/ Outdoor Exercise

Monument Mountain is the place to go for an afternoon hike with gorgeous views at the top!
A hike to the top of Monument Mountain (a few miles south of Stockbridge on Rte 7) is a great way to spend an afternoon in the summer or Autumn. It takes 30-45 mins to walk up the trail (at times, steep) and is a great way to get exercise and fresh air while taking in the natural beauty of The Berkshires. Bring water, a light snack & sun screen/bug spray and enjoy a respite and picnic at the top!
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Monument Mountain Reservation
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A hike to the top of Monument Mountain (a few miles south of Stockbridge on Rte 7) is a great way to spend an afternoon in the summer or Autumn. It takes 30-45 mins to walk up the trail (at times, steep) and is a great way to get exercise and fresh air while taking in the natural beauty of The Berkshires. Bring water, a light snack & sun screen/bug spray and enjoy a respite and picnic at the top!

Entertainment

Tanglewood in Lenox is a 10 min drive from Stockbridge, and the spot for a concert under the stars in summer
Tanglewood, the summer home of the Boston Symphony Orchestra, is a staple activity for a visit to The Berkshires. Pack a lawn blanket, picnic basket (no glass containers), candles and go set up your spot near the Koussevitzky Music Shed & enjoy the concert and dinner under the stars!
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Tanglewood
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Tanglewood, the summer home of the Boston Symphony Orchestra, is a staple activity for a visit to The Berkshires. Pack a lawn blanket, picnic basket (no glass containers), candles and go set up your spot near the Koussevitzky Music Shed & enjoy the concert and dinner under the stars!

Sightseeing

Norman Rockwell’s Saturday Evening Post illustrations made Stockbridge’s idyllic “small town America” lifestyle famous
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Norman Rockwell Museum
9 Glendale Rd
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Norman Rockwell’s Saturday Evening Post illustrations made Stockbridge’s idyllic “small town America” lifestyle famous

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Grocery Store Choices

Big Y - located in Lee, MA just off the Masstts Turnpike is a convenient place to stop for groceries on your way in to Stockbridge Price Chopper - located on Stockbridge Rd, Great Barrington (south of Stockbridge on Rte 7)