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Orange County

New York

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Some of New York State’s biggest attractions are in Orange County, including West Point, Storm King Art Center, and Woodbury Common Premium Outlets. Not only is a wonderful place to live but is known for outstanding dining along the Hudson River, rafting on the Delaware River and hiking along the Appalachian Trail. It is the only county in New York State that borders the Hudson and Delaware Rivers.

Best Towns in Orange County, New York

Blooming Grove   Town

Blooming Grove is a small town with a lot of heart. Residents frequently volunteer at the Humane Society, food pantry or other helpful causes. The town offers lots of outdoor spaces, including large parks and an outdoor historical museum, plus farm-to-table dining at the Blooming Hill Organic Farm, which also hosts a farmer’s market and tours. For more family fun, the Moffat Library offers a variety of activities for the whole family including movies, classes, lectures and book clubs.  more info >

Sponsored by Orange County Pediatric Dentistry

Chester   Town

Whether you live in Chester, or are thinking of moving to Chester, their town supervisor encourages you to utilize their many beautiful parks, whether for passive enjoyment or for the activities provided there. Friendly people, great schools, and wonderful access to main roads.  more info >

Cornwall   Town

Cornwall, New York, is a charming town with a wide range of activities. Outdoor enthusiasts can kayak on the Hudson River, bicycle around town or hike on a variety of trails suitable for all levels. The town is filled with art galleries, unique shops and restaurants. Festivals and events are held throughout the year. There are farms, farmer’s markets and museums to explore. Bed and breakfasts provide dining and lodging for visitors to recharge in between exploring.  more info >

Sponsored by Craft Smiles Pediatric Dentistry

Crawford   Town

Crawford is a family-friendly town in the northern part of Orange County, New York. Each of its of six villages are filled with history, charm and lots to do. There are summer day camps, free concerts in the park, orchards for apple picking and a large town-wide Halloween celebration. Beyond that, social events are offered for senior citizens, and the area hosts the annual Pine Bush UFO Fair. People travel from all over to celebrate and learn about—that’s right—aliens.  more info >

Sponsored by Hudson Valley Pediatric Dentistry

Deerpark   Town
421 Rt 209, Huguenot, NY 12746   845-856-2210
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Goshen   Town

Goshen is a small town located 60 miles outside of New York City. A great place for walking trails and art walks. The town also hosts parades, festivals and community events. It even has a 1,000-foot slip-n-slide for watery fun. Enjoy the farmers' market in the center of town, the heritage trail and Legoland.  more info >

Sponsored by Hampton Family Dentistry

Greenville   Town
1537 Rt.6, Port Jervis, NY 12771   845-856-5064
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Hamptonburgh   Town
18 Bull Rd., Campbell Hall, NY 10916   845-427-2424
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Highlands   Town
254 Main St., Highland Falls, NY 10928   845-446-4280
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Middletown   City

Middletown, New York, offers a terrific mix of historic landmarks, scenic nature for outdoor adventures and all the perks of modern entertainment, including a mall, trampoline park, nightlife and restaurants. The city has something to match the interests of small children to retirees, like performances at the historic Paramount Theatre, which still has all its original 1930s art deco styling. It’s a great place to catch a film or live show.  more info >

Sponsored by Hudson Valley Pediatric Dentistry

Minisink   Town

A small rural town in Orange County, New York, Minisink is a quiet place with easy access to lots of family fun and attractions in nearby towns. Choose from outdoor activities that range from farmer’s markets to apple picking, fishing, hiking, playgrounds, winter sports and boating. Beyond that, families can enjoy wineries, zoological parks, theatres and restaurants in surrounding areas.  more info >

Sponsored by Learning Together

Monroe   Town

As one of the most populated towns in Orange County, New York, Monroe hosts a vibrant community with frequent family events and celebrations held in the town’s parks. Carnivals, complete with rides, games, live entertainment and food are held in both the winter and summer, and kids love exploring the Monroe Village Historical Village where Velveeta cheese was born in at the Monroe Cheese Company. There are multiple wineries for grownups to have a night out and lots of outdoor space for families to explore.  more info >

Sponsored by Orange County Pediatric Dentistry

Montgomery   Town

Train fans will love learning about Montgomery, which was once called the “transportation hub of the northeast.” Prefer tractors? The Orange County Farmer’s Museum has you covered. In all, Montgomery is a fun place to learn and explore, from activities for families—like music classes, bakeries, shops, restaurants and parks (including a handicap accessible playground—most of the town’s downtown area is on the National Register of Historic Places.  more info >

Sponsored by Learning Together

Mount Hope   Town
1706 Route 211W, Otisville, NY 10983   845-386-2211
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New Windsor   Town

New Windsor is a town in the eastern part of Orange County, New York. Like other mid-Hudson towns, it’s full of history, including historical sites such as Knox’s Headquarters, the Thomas McDowell house, the Brewster house, the Edmonston house and New Windsor Cantonment State Historic Site. The National Purple Heart Hall of Honor is located in New Windsor. Nearby attractions include Pollepel Island, which houses Bannerman’s Castle where Francis Bannerman stored his weapons during the Civil War.  more info >

Sponsored by Craft Smiles Pediatric Dentistry

Newburgh   City

The City of Newburgh has great places to visit. Motorcycle fans, for instance, love the Motorcyclepedia Museum. The city’s Downing Park was designed by the same team that designed Central Park in New York City and the region’s George Washington’s war headquarters offers tours. While you’re in the city, grab a bite down by the waterfront, with all with stunning views of the Hudson River and surrounding mountains.  more info >

Sponsored by Craft Smiles Pediatric Dentistry

Newburgh   Town

The Town of Newburgh takes pride in its low crime rate, devoted police department, and highly rated volunteer fire department. Stewart International Airport is partly located in the town and several major high ways ruin through the region, making it convenient for commuter or travelers, The town sits near the Hudson River and has mountains, rivers, lakes and parks that offer a wide array of outdoor family activities in both warm and winter weather.  more info >

Sponsored by Craft Smiles Pediatric Dentistry

Port Jervis   City
14-20 Hammond St., Port Jervis, NY 12771   845-858-4014
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Tuxedo   Town

Situated along the Ramapo River in Orange County, New York, the Town of Tuxedo offers plenty of small-town charm and great views of the Ramapo Mountains. There are a variety of activities within an easy drive of the town, south to New Jersey or north through the mid-Hudson Valley. Tuxedo is best known for hosting the annual New York Renaissance Faire each summer. Here, visitors are as likely to show up in street clothes as they are in Renaissance attire, with people indulging on giant turkey legs and some mead. Demonstrations by costumed knights, maidens and pirates including sword fights, comedy skits, acrobats, jousting, archery and dance take visiting families back in time.  more info >

Sponsored by Orange County Pediatric Dentistry

Wallkill   Town

One of the most populated towns in Orange County, New York, Wallkill consists of 20 villages and hamlets, offering a wide variety of choices for right neighborhood to raise a family. The town was a main source of gun powder production during the American Revolution and, originally was the planned site for the 1960s Woodstock Festival, which took place in Bethel, New York. Shopping, restaurants, outdoor activities and community celebrations are all easily accessible in Wallkill.  more info >

Sponsored by Hudson Valley Pediatric Dentistry

Warwick   Town
132 Kings Hwy, Warwick, NY 10990   845-986-1124
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Wawayanda   Town
80 Ridgebury Hill Rd., State Hill, NY 10973   845-355-5700
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Woodbury   Town

Love to shop? Love great bargains? Woodbury in eastern Orange County is your place. Woodbury Common Premium Outlets is one of the largest outlet malls in the world, including 800,000 square feet of space with 250 stores. Dozens of chain restaurants and big-box stores are located throughout the mall. There also are plenty of space to settle down and relax in nature with parks perfect for hiking, biking, picnicking, bird watching, boating, fishing and all sorts of sports for both cold and warm weather.  more info >

Sponsored by Orange County Pediatric Dentistry