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10 Most Charming Downtowns You Need to Visit When In New York

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There’s something wildly underrated about walking into a town square where the coffee’s served with gossip and the bookstore employee knows your name. You’ll feel like you’re in a “Gilmore Girls” episode, but you’ve just stepped into some of the most charming downtowns in the state of New York.

Catskill

Catskill
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Main Street in Catskill blends historic charm with artistic energy. This town has Victorian buildings, house galleries, vintage shops, indie bookstores like Magpie Bookshop, and so much more. Locals and visitors alike stroll through its walkable core, pausing at the cozy Catskill Chocolate Co.

Lake George

Lake George
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Lake George Village delivers scenic lake views and a lively downtown strip. One can browse souvenir stores and enjoy lakeside dining after that. History nerds will also love the Fort William Henry Museum. Its combination of family attractions and natural beauty makes it a summer favorite.

Rhinebeck

Rhinebeck
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Rhinebeck’s East Market Street presents colonial-era architecture and boutique shopping, along with regular farmers’ markets and festivals. All of this creates a small-town vibe with upscale flair. When you visit, stay at the Beekman Arms, which claims fame as America’s oldest continuously operating inn.

Cooperstown

Cooperstown
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Beyond baseball, Cooperstown’s downtown charms with 19th-century architecture and artisan shops. Explore the Farmers’ Museum, browse the Fenimore Art Museum, or stop by Schneider’s Bakery—actually, why choose? Do it all! The main street captures its rich history without sacrificing modern convenience.

Lake Placid

Lake Placid
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Lake Placid’s Main Street winds along Mirror Lake with sweeping mountain views. Known for its Olympic legacy, the village showcases local boutiques, outdoor gear shops, and lakefront eateries. Its downtown balances sporty adventure with quiet alpine charm in every season.

Windham

Windham
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Windham’s downtown reflects its ski-town roots through its alpine-themed cafes. They have everything from art galleries to local breweries, with small-town hospitality year-round. Despite its size, Windham’s Main Street maintains a warm, active pulse that delights tourists (and even locals).

Ithaca

Ithaca
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The Commons, a shopping area, spans four vibrant blocks in downtown Ithaca. They showcase an eclectic mix of locally owned shops, galleries, and venues with live events. With art installations and street performances, this pedestrian zone feels more like a cultural hub than a shopping street.

Clayton

Clayton
AntiqueBoatMuseum/Wikimedia Commons

Set along the St. Lawrence River, Clayton’s waterfront downtown features boutique shopping and seafood eateries. Those stunning views of passing ships and access to the Antique Boat Museum along its charming streets reflect the town’s maritime culture.

Hudson

Hudson
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Hudson’s Warren Street pulses with revitalized 19th-century buildings turned into everything antique and one-of-a-kind. Known for its artsy edge and top-tier dining, the main drag is a magnet for creatives. Each block is a blend of old charm and modern taste.

Skaneateles

Skaneateles
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Skaneateles features a postcard-worthy downtown along its namesake lake. Quaint boutiques, local eateries, and historic inns line Genesee Street. Visitors sip wine on patios or cruise the lake on vintage boats, depending on the day, which is what makes its main street a Finger Lakes gem.

Written by Ian Bronson

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