picnics in the Berkshires

Culture and Picnicking in the Berkshires

Our followers must know by now that our summer is not complete  without a visit to the Berkshires – a mountainous region in Western Massachusetts (about 2.5-hour drive from our suburb south of Boston) with plenty of beautiful nature to see in any season. Our favorite time to visit is summer because it is the time for some amazing cultural programming (in music, dance and theater) in the beautiful Berkshires outdoorsMany cultural establishments in the Berkshires encourage picnicking on their grounds before and during the performance.  

For Jacob’s Pillow Dance Center check out this site.

Last summer we have added Chesterwood– sculptor Daniel Chester French’s estate and studio to the list of our culture visits- with PICNICS!

picnics in the Berkshires
Artist’s Studio
picnics in the Berkshires
Social distance picnic under the trees in Chesterwood. Photo credit: Sveta Burea

Here you could tour the studio with the guide, walk beautiful grounds and follow the modern sculpture quest, and then have a picnic on the property.

picnics in the Berkshires
Chesterwood is where sculptor Chester French came to find his mid-career inspiration

Here are three more cultural picnics we have enjoyed during our recent summer visits with family and friends.

(And here is the 8-min video we made of one of our summer Berkshires weekend. If you like it, subscribe to our YouTube Channel for more! )


THE MOUNT is open for the summer!  Prior reservation is not required for grounds visit (and picnicking), but is recommended for house tours

Mount Estate and Gardens

We started our Berkshires picnicking weekend during one of the recent summers  on a Saturday morning in July at the breathtaking grounds of the Mount Estate and Gardens in Lenox.  Mount was Shakespeare and Company’s original location when they founded the company in 1978 but now it is where their “family” style performance happen in the summer (this program is unfortunately not happening in summer of 2022 but check the Mount Calendar for updated list of events)  (You can also follow us on the backstage tour of the theater’s Lenox campus in this post). 

Summer 2019 “lawn” production was Taming of the Shrew  – a comedy that asks “big” questions about love, marriage, family and friendship. Director Kelly Galvin created this 90-minute production for the regional tour earlier in the spring but expanded it for the larger setting at the Mount.

2022 Update: While there is no family theater programming this summer at Shakespeare and Company, they have reOpened for regular performances- some on their new outdoor stage! Here is a link to the website.

Getting ready for Taming of the Shrew. Family Style.

The costumes and decorations incorporate contemporary flourishes and create bold world that as Galvin says, is “different from, but related to, our own.”

There is no cover from the hot July sun but it all adds to the “athletic physical vocabulary” of the staging. (And you can move your chair around to follow natural shade – this is what we did -finally settling under the big tree). 

Audiences are made up of families with children, sophisticated theater lovers and “everyone in between”. We stayed for the talkback with the actors immediately following the show.  Our wine and cheese picnic afterwards was complemented  by the lively discussion of the man and woman’s roles in the family with kids actively participating and adults resorting to read the play.  Our little girls did not agree that  “The husband is a lord”, but had to think over “he does it in the name of perfect love”.

With acclaimed theater productions, actor training courses and educational initiatives such as the Annual Shakespeare Fall Festival offered at their beautiful multi-stage campus, Shakespeare & Company is one of the largest Shakespearean festivals in the country – and our Berkshires’ summer weekend staple.

Picnicking with friends at the Mount lawn following Taming of the Shrew

Postscriptum. After the picnic we followed the SculptureNow walk to the beautiful Mount gardens and enjoyed sangria at the garden-side café.  On the next visit we will tour the writer’s Edith Wharton house.  Check out their website for the calendar of musical concerts and other events (with picnics of course).

ScultureNow Walk at the Mount


We traditionally spend our Berkshires Saturday afternoons picnicking at the  Jacob’s Pillow Dance Festival  in Beckett where we enjoy free family-friendly Inside/Out performance at the outdoor stage.  On Saturday afternoons the students of Contemporary Program showcase what they have learned in the prior week.  We saw an impressive collaborative number staged by school’s choreographer Darrell Grand Moutrie (led by the 33-year program director Milton Myers of the Philadanco).

At the Inside/Out Performance

Jacob’s Pillow dance center is home of America’s longest-running international dance festival which brings together world’s leading dance companies to the Berkshires every summer. There are ticketed performances, community dance classes, free lectures,  summer school observations and guided tours of this historic center dedicated to everything dance.

Public picnicking on the Jacob’s grounds is encouraged!

CLASSIC TANGLEWOOD (Summer 2022 updated schedule: check here)

On Sunday, we typically head to Tanglewood for the biggest concert of the week!  It starts at 2:30pm but the grounds open at 12 to allow concert-goers to settle under the trees, enjoy the picnic as well as take advantage of the pre-concert activities.

Culture and Picnicking in the Berkshires

Tanglewood, (in its 85th season in summer 2022), is the summer home of Boston Symphony Orchestra – as well as world’s leading center for advanced musical studies.

There are concerts almost every day during Tanglewood summer season – and grand classics are complemented with the beloved Boston POPS and other popular artists’ performances in a variety of musical styles (there is Jazz, Pop Rock, Contemporary and postmodern programs and film music events).

Watch our recent youtube video as we share the tips and the atmosphere of Tanglewood famous picnics with you.

Quick Tip: Kids’ (17 and under) tickets are always FREE for the lawn seating. You can drink wine and eat on the lawn and you can get up and leave at times, as long as you do not excessively bother other patrons. For more tips, read our Tanglewood with Family article.

For more IDEAS your summer 2022 Berkshires weekend, visit Berkshires’ official tourism page.

or check out the Berkshires itineraries from our prior visits: 24-hour couple’s getaway, and

Roadtrip celebration to Williamstown and Lenox.


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