Directions from South Yarmouth, Massachusetts to High Falls, New York





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Stockbridge Bowl (Lake Mahkeenac)

Things To Do – Stockbridge, Massachusetts

Henry David Thoreau knew the value of a pond. While he lived at Walden Pond, Thoreau found many ways of enjoying the lakes various charms. During warm evenings, after darkness claimed the sky and fireflies sprinkled the night with ... More on Trails

Flagship Cinemas

Things To Do – West Wareham, Massachusetts

The Nutty Irishman Pub

Bars – East Bridgewater, Massachusetts

Enjoy one complimentary PIZZA when a second PIZZA of equal or greater value is purchased . . Good food - Good spirits - Good friends ... More on entertainment.com

Hilltop House B&B

Things To Do – Amenia, New York

1909 Dutch Victorian home with gazebo, stone fireplaces, full country breakfast, golf course, wineries nearby. More on iloveny.com

Ventfort Hall

Museums – Lenox, Massachusetts

Restoring Ventfort is a daunting undertaking and still a work-in-progress. When we visited there was a larg... More on TripAdvisor

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  • A "must-see" stop in your Berkshire travel plans! This excellent representative of the Guilded Age mansion ... More on TripAdvisor

  • Tours, exhibits, lectures, performances, kids programs, Victorian Teas,"Picnics on the Porch," Museum Shop ... More on Lenox.org

City Of Marlborough Skatepark (Ghiloni Park)

Skating – Marlborough, Massachusetts

Street skating park - no tranny. Better than nothing! Mostly metal surfaced ramps. Nice spine and quarter pipes. Asphalt ... More on ConcreteDisciples.com

Stone Ridge Healing Arts

Health Club – Stone Ridge, New York

Alignment -based instruction with an emphasis on breath. Different levels offered. More on YogaFinder

Star Gallery

Things To Do – Middletown, New York

Paintings, sculptures, prints, ceramic pottery, stained glass and blown glass. More on Travel.yahoo.com

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  • Artist's Statement Marie Liu has been a lifelong resident of the Hudson Valley. After receiving her fine arts degree from the Rocky Mountain College of Art and Design, she returned here to the land... More on Garrisonartcenter.org

Pierson Bicentinial Farm And Greenhouse

Things To Do – Middletown, New York

Christmas trees-you choose and you cut, Precut Christmas trees, Christmas wreaths, garlands, Christmas decorations, trees tied, saws provided, prepicked produce, gift shop, snacks and refreshment stand, restrooms, picnic area, petting ... More on pickyourownchristmastree

Berkshire Scenic Railway, Inc

Museums – Lenox, Massachusetts

All aboard for a scenic ride into history! Experience a side of the Berkshires that you won't see from your car. Our 90 minute, 20 mile roundtrip excursion between the picturesque towns of Lenox a... More on Leechamber.org

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  • On weekends and holidays (Memorial Day weekend through the last weekend in October) the Museum offers two ninety minute round trip excursions from Lenox Station to Stockbridge and a forty-five ... More on familydaysoutusa

Beacon - Madam Brett Homestead

Things To Do – Beacon, New York

Built in 1709, this home has been lived in by seven generations. More on PlanetWare

Ninety Nine Restaurant & Pub

Restaurants – South Easton, Massachusetts

99 is O'K: The place is clean the service is good the food menu is varied changes seeral times per year and is a good value for the money. More on Yahoo! Travel

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  • The place needs a severe cleaning it looks dirty. More on Yahoo! Travel

  • 99 is O'K: The place is clean the service is good the food menu is varied changes seeral times per year ... More on Yahoo! Travel

T & M Deli

Restaurants – Salisbury Mills, New York

Rubi's Coffee & Sandwiches

Restaurants – Great Barrington, Massachusetts

If you, like us, adore grilled cheese, you owe it to yourself to give this one a try. Rubi's is around back of a bank-building-turned-cheese-shop, called Rubiner's. They take advantage of the fancy products sold at the ... More on RoadFood

Lieut. Richard Falley

Landmarks – Westfield, Massachusetts

Inscription. A friend of Liberty and his country, Soldier in the American Revolution, Armorer to the 18th Mass. regiment, Built armory at Mt. Tekoa circa 1765, Made muskets for the patriot cause, This was the site of his home and, ... More on HMDB