Monroe

Highland Mills, Monroe Neighborhood

Highland Mills is a charming neighborhood nestled among rolling hills and lush woodlands, known for its classic colonial and contemporary homes set on spacious lots. With a welcoming, close-knit community spirit and easy access to scenic parks and local amenities, it offers a peaceful retreat where neighbors quickly become friends.

Woodbury offers a peaceful village atmosphere with charming historic homes. Tree-lined streets and several nearby parks provide welcoming outdoor retreats. An assortment of primary and secondary schools, both public and private, serve local residents. Small selection of restaurants and convenient pharmacy access add everyday practicality. Housing stock includes many classic midcentury and older residences alongside townhouses and single detached homes. Streets are quiet and neighborhood pace favors relaxed, low-noise living for all. Neighborhood offers easy parking options, making daily errands and weekend outings straightforward for residents. Nearby green spaces, including Town of Woodbury Park, support calm recreation and seasonal scenery.

The character of Woodbury is exemplified by its calm ambience. There are a few parks nearby for residents to relax in, including -1 and Schunnemunk Park, which makes it easy to access them from the majority of locations within this part of the Kiryas Joel-Poughkeepsie metropolitan area. This village is also very quiet, as the streets are very peaceful.

Highlights of Highland Mills

Parks, schools, dining, and what makes this neighborhood special

🌳 Woodbury Parks & Recreation

Located on Dunderberg Road, the Woodbury Parks & Recreation Department manages several local parks and recreational facilities, serving as the hub for community events, seasonal programs, and family-friendly amenities, making it a cornerstone for Highland Mills residents.

🏫 Monroe-Woodbury Central School District

Highly regarded for its academic excellence, the Monroe-Woodbury Central School District serves Highland Mills' families, with the High School and Central Valley Elementary located just minutes away, enhancing the neighborhood’s appeal to those prioritizing education.

🍽️ La Vera Cucina

Situated right on Route 32, La Vera Cucina is a beloved Italian restaurant known for its warm, family-friendly atmosphere and authentic menu, drawing locals and visitors alike for celebratory dinners and casual bites.

🛒 Woodbury Common Farmers Market

Hosted seasonally at the Woodbury Senior Center on Route 105, the Woodbury Common Farmers Market brings together local growers and artisans, giving Highland Mills residents a way to shop fresh, local produce and unique handmade goods.

🚴 Schunnemunk Rail Trail

The Schunnemunk Rail Trail runs through the heart of Highland Mills, offering picturesque walking, running, and biking opportunities along a former rail corridor, with trailheads accessible from Station Road, perfect for outdoor enthusiasts year-round.

A Monroe Neighborhood

This October in Highland Mills

Things to do, events, and what's happening this month

October 4, 11, 18, and 25, 2026

Farmers’ Market Sundays

Village of Monroe Commuter Parking Lot • 9:00 AM–1:00 PM

This recurring Monroe market is an easy local outing for Highland Mills residents looking for seasonal produce, prepared foods, and handmade goods. Its Sunday schedule makes it convenient to combine with errands, a stroll through the village, or a relaxed family morning close to home.

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October 3, 2026

Apextoberfest

Apex Brewery • 1:00 PM–9:00 PM

Apextoberfest offers a nearby Monroe option for adults and older families who enjoy craft beer, food trucks, and a festive fall atmosphere. Located on Route 17M, it is especially convenient for residents of Highland Mills and Monroe seeking a local Oktoberfest-style afternoon without traveling far.

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October 4, 2026

Warwick Applefest

Downtown Warwick • 9:00 AM–5:00 PM

Warwick Applefest is a worthwhile regional day trip for Highland Mills families, featuring more than 150 craft vendors, food vendors, multiple live-music stages, and apple-themed contests. Warwick is close enough for a comfortable autumn outing and provides a classic Hudson Valley harvest-festival experience.

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October 6, 2026

What’s the Matter?! Slime Making with Assemblyman Eachus

Monroe Free Library

This hands-on library program gives local children an engaging after-school activity just minutes from Highland Mills. Slime making is a particularly appealing choice for families seeking an inexpensive, indoor October program, while the Monroe Free Library setting makes it easy to pair the event with books or other library resources.

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October 10, 2026

Mighty Spectrum Band

Sweet Clover Farm • 6:00 PM

Sweet Clover Farm’s fall concert brings live classic rock, blues, soul, and dance music to Highland Mills itself. Residents can enjoy the farm setting, drinks, and an evening performance without a long drive, making this a convenient local date-night or social outing for adults.

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October 24, 2026

Town of Monroe Trunk or Treat

O&R Park • 6:00 PM–8:00 PM

This free, rain-or-shine Halloween event at O&R Park is a strong choice for Highland Mills and Monroe families looking for a safe, community-centered evening. Children can trick-or-treat from decorated vehicles, while the nearby location keeps the outing simple and accessible for local residents.

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From the Neighborhood

Stories, updates, and things to know in Highland Mills

Know Your Neighborhood

Local characteristics and demographics for Highland Mills

Neighborhood Characteristics

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Demographics

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