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AUTUMN CHARMING TRAVEL

COZY NEW ENGLAND FALL FAMILY TRIP | Berkshires, MA + Mystic, CT!

By Lindsay Dianne on Tuesday, November 5, 2019

Berkshire in the fall - New England traveling

A family fall trip to the cozy Berkshires, MA & Mystic, CT

At the leaf-peeping peak of October, my family came from California to visit us in New York for our birthdays. Jonas & I knew we had to take them to a special place, the Berkshires of MA. The same place we have spent our birthday weekend the last 2 years in fact, because it just has that lovely New England charm!

I’d like to introduce you to my FAM-BAM five and have you come along with us on a cozy New England fall family trip!

The coziest places wrapped in colors are what makes the New England fall so perfect.

Berkshires, MA, New England traveling — The Berkshires are such a beautiful area of New England and I was so glad to be able to share the charm of it with my family. Stockbridge is just of the many postcard perfect main streets. In fact, you may recognize this famous main street as the home town of artist Norman Rockwell.

Norman Rockwell museum, New England traveling — The Norman Rockwell Museum houses the largest collection of Rockwell’s art where you get a glimpse of America as it used to be in.

Norman Rockwell museum, New England traveling — Many of his art pieces were produced for covers of the Saturday Evening Post magazine from the 1920s-1960s.

Berkshires, MA, New England traveling — We also visited the Hancock Shaker village which is like a step back in time to the 1700s. Their simple communal way of living still lingers over the land like one of their traditional songs that pays tribute to their quest for making a little heaven on earth.

New England traveling — Singin’ in the rain in Lee, MA after some antiquing

Berkshires, MA, New England traveling — We also got to spend some time in quaint Connecticut towns like historic Wethersfield

Connecticut, New England Traveling — A scene from a Hallmark movie, in fact the Silas W. Robbins House was featured in “Christmas On Honeysuckle Lane”

New England Traveling, Pumpkin Patch — Back in NY I took my family to my favorite local farm on my birthday!

New England Traveling, Pumpkin Patch — A good ol’ fashioned pumpkin patch

New England Traveling, Cider donuts — Apple cider donuts and autumn sunshine

Sleepy Hollow, New York, Halloween tree — A 300 year old local ancient oak tree that I’m now calling the “Halloween Tree” as that was the day we visited it

Cozy Halloween cottage in Sleepy Hollow, New York — Cobweb Cottage couldn’t be cozier than in the fall

Sleepy Hollow, New York, cemetary in the fall — Our neighbors in the backyard graveyard enjoying the fall foliage

Halloween cottage interior — Watching our favorite Halloween time movies in the cottage

Cozy Halloween cottage, Sleepy Hollow, New York — It was so cozy having my family at Cobweb Cottage for Halloween and then suddenly it was November and start time to start saying our goodbyes.

Berkshires, MA, New England Traveling

We are so grateful to have been born in October and have our birthday’s so close together. We’re so thankful my family could come to visit; seeing them only a couple times a year makes you truly treasure the time you have together and appreciate how only they can bring out a certain side of you. I’m so thankful we got to spend this time cozy fall time together for our birthdays and hope you enjoyed coming along too.
Bye For Now,
-Lindsay Dianne & Jonas

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