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    Home»Tips»Why Litchfield County, Connecticut Is the Perfect Autumnal Weekend Getaway
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    Why Litchfield County, Connecticut Is the Perfect Autumnal Weekend Getaway

    techBy techOctober 9, 2026No Comments2 Mins Read
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    Why Litchfield County, Connecticut Is the Perfect Autumnal Weekend Getaway
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    In Washington Depot, there’s longtime friends Betsy Goldin and Caroline Klein’s boutique Pinnacle, which sells clothes by Alex Mill, TWP, Ulla Johnson and more. In Kent, you can take a stroll through the art galleries, shop for your weekend read at the House of Books, or peruse sustainable clothing and home decor at Rentrayage, the flagship of former CFDA finalist designer Erin Beatty’s brand known for breathing new life into vintage fabrics, old clothes, and deadstock. For the Issey Miyake fans among us, check out Workshop in Litchfield, which has a nice selection.

    And, of course, a country shopping excursion is never complete without a day of hopping between antique markets. Luckily, Litchfield has no shortage to satisfy the urge. In New Preston, visit Dawn Hill Antiques for neutral, Swedish-inspired decor and River Song Country Antiques for quaint country classics; In Woodbury, Farmhouse Antiques & Design offers a down-home curation, while Mill House Antiques & Gardens features more upscale furnishings. Elephant’s Trunk Flea Market in New Milford is the largest flea market in New England, making it a must-visit any Sunday from April into December, pending the weather. In New Preston, D.K. Schulman Design is a gift shop and stationery store that specializes in personalized invitations.

    Where to Eat

    In an area filled with rolling hills, apple orchards, and sprawling farms, it’s not surprising that many of the area’s restaurants focus on farm-to-table fare. What is surprising, perhaps, is the range of atmospheres in which it’s offered. At the White Horse Country Pub and Restaurant in Marbledale, the decor leans toward antique British (cream walls, dark wood furniture, equine art), while the menu offers American classics with a modern spin—most of which are made using ingredients grown in the pub’s fields at the Back Forty farm. On warmer days, snag a seat on the Pub’s patio, the ideal place to linger over a burger and Bloody Mary while watching the river below.

    Autumnal Connecticut County Getaway Litchfield Perfect Weekend
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