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Dutchess County

New York

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Dutchess County has distinctive regions with the southern area being largely residential, suburban in character. The northern and eastern regions of the county remain rural with large farmlands but at the same time developed residences used during the summer and or on weekends by people living in the surrounding urban areas. It’s 800 square miles shows off its natural scenic beauty, outdoor recreation, historic landmarks, restaurants, festivals and more.


Best Towns in Dutchess County, New York


Amenia   Town
4988 Rt. 22, Armenia, NY 12501   845-373-8118
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Beacon   City
1 Municipal Plz., Beacon, NY 12508   845-838-5000
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Beekman   Town
4 Main St., Poughquag, NY 12570   845-724-5300
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Clinton   Town
1215 Centre Rd., Rhinebeck, NY 12572   845-266-5721
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Dover   Town
126 Duncan Hill Rd., Dover Plains, NY 12522   845-832-6111
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East Fishkill   Town

Set close to the Hudson River, East Fishkill’s natural beauty is just one of the great things about the family-friendly town. It also has a rich history, fabulous restaurants, great neighborhoods and ample shopping and farms, where locals and visitors can get fresh food and milk. More than that, the town is close to hiking and biking trails. It’s no wonder that once people find East Fishkill, they stay there  more info >

Sponsored by Companion Pet Hospital


Fishkill   Town

Neighborhood block parties, annual car shows and walk-to restaurants are just some of the reasons that people living in the family-friendly and welcoming community of Fishkill say they can't see themselves living anywhere else. But more than a suburban paradise for families, Fishkill also offers commuters easy accessibility to New York City through ample roadways and train rails.  more info >

Sponsored by Companion Pet Hospital


Hyde Park   Town
4383 Albany Post Rd., Hyde Park, NY 12538   845-229-5111
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LaGrange   Town

Rated as one of the best places to live in New York State, LaGrange has been described as being like Mayberry. And why not? The town has a rural feel and is a great place for generations of families. There are picturesque homes, a thriving downtown, close proximity to commuter trains, award-winning schools and supportive neighborhoods.  more info >

Sponsored by Earth Angels Verterinary Hospital


Milan   Town
20 Wilcox Cir., Milan, NY 12571   845-758-5133
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North East   Town
19 North Maple Ave., Millerton, NY 12546   518-789-3300
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Pawling   Town
160 Charles Colman Blvd., Pawling, NY 12564   845-855-5040
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Pine Plains   Town
3284 Rt. 199, Pine Plains, NY 12567   518-398-7155
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Pleasant Valley   Town

Described as a rural-suburban community, Pleasant Valley is comprised of Pleasant Valley, Salt Point, and Washington Hollow. Characterized by a small-town feel, Pleasant Valley comes with small department stores that locals appreciate, along with a Historical Society, Lions Club, Senior Center and Rotary Club, all of which offer many activities through the year for people of all ages.  more info >

Sponsored by Earth Angels Verterinary Hospital


Poughkeepsie   Town

The Town of Poughkeepsie borders the City of Poughkeepsie on the western side of Dutchess County, New York, where it hugs the Hudson River. Among its many features is the Arlington Business District, whose walkable neighborhood includes restaurants with tasty food, beauty salons, beer and coffee shops, clothing stores, fitness venues, live music and a farmer's market.  more info >

Sponsored by Earth Angels Verterinary Hospital


Poughkeepsie   City

The City of Poughkeepsie is a lively location whose music and entertainment venues are known for hosting a wide variety of exceptional performers. The Majed J. Nesheiwat Convention Center features sporting events, concerts, kids’ shows, professional events and more. As well, the Bardavon 1869 Opera House and Chance Theater and Concert Center have long histories of showcasing stellar entertainers. More than an entertainment hot-spot, Poughkeepsie also features parks and recreation, plus shopping, restaurants, cultural venues and more, giving families a full scope of offerings.  more info >

Sponsored by Earth Angels Verterinary Hospital


Red Hook   Town
7340 S Broadway, Red Hook, NY 12571   845-758-4622
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Rhinebeck   Town
80 East Market St., Rhinebeck, NY 12572   845-876-3409
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Stanford   Town
26 Town Hall Rd., Stanfordville, NY 12581   845-868-1310
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Union Vale   Town
249 Duncan Rd., Union Vale, NY 12540   845-724-5600
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Wappinger   Town

The town of Wappinger is 70 miles north of New York City. With 27.5 square miles of quiet neighborhoods, Wappinger has much to offer in nightlife, quality of its public and private schools, affordable homes, outdoor offerings and area attractions for all ages. Wappinger enjoys a vital art and culture, as its Arts and Culture committee is devoted to fostering creatives living there through a variety of enrichment programs.  more info >

Sponsored by Earth Angels Verterinary Hospital


Washington   Town

In the central part of Dutchess County, is the town of Washington, a quaint area named after the country’s first president, George Washington, who camped and passed through the region during the American Revolution. Other notables also have been taken by the small town’s charms, including celebrities Mary Tyler Moore, Ric Ocasek of The Cars, and actor Liam Neeson, each of whom has called Washington their home.  more info >

Sponsored by Earth Angels Verterinary Hospital