Travel

Best Things to Do in Westborough

By travelguylife.com

Downtown Westborough

Westborough features a charming central business district that combines history, food, and a busy events calendar at the intersection of Main Street, South Street, and Milk Street.

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The Sibley House

The Westborough Historical Society's main office, established in 1889, is located in one of the luxurious homes on Parkman Street, right off West Main Street in the heart of downtown.

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Westborough Charm Bracelet Trail System

Since 2000, there has been a sustained effort to connect the majority of the town's public open space that has been maintained as conservation areas with a 28-mile trail loop.

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Cold Harbor Brewing

On Milk Street, a short distance from the centre of Westborough, there is a small-batch brewery that sources a lot of its ingredients from nearby partner farms.

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Harry’s Restaurant

On Route 9 in Westborough, there is a classic American diner that has been run by the same family for almost 80 years.

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Crane Swamp

The Westborough Charm Bracelet Trail System winds through a sizable cedar swampland area on a 427-acre property not far from Lake Chauncy.

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Whitehall State Park

The Whitehall Reservoir is easily accessible from downtown Westborough via route 135 in a short amount of time.

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Bay State Green

In Downtown Westborough, there is a lovely green space with paved trails, recently planted trees, benches, a small playground, and a bandstand.

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Broken Creek Vineyard and Winery

This family-run vineyard and winery sits on 40 acres in the Shrewsbury countryside, less than ten minutes from Westborough's town center.

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Chestnut Hill Farm

In the neighbouring town of Southborough, one of the last active farms is managed by the Trustees of Reservations.

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