The 10 Most Charming Towns in New York’s Catskills

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Rising majestically from the western banks of the Hudson River, the Catskill Mountains unfurl across approximately 700,000 acres of breathtaking, rugged terrain. This sprawling landscape is a tapestry woven with tranquil lakes that mirror the sky, gushing rivers carving pathways through the valleys, and historic towns whispering tales of generations past. Far from simply a rural escape, the region pulses with a vibrant cultural heart, evident in its farm-to-table eateries serving locally sourced delicacies, craft breweries perfecting the art of the brew, and art galleries showcasing the creative spirit of the Catskills.

The allure of the Catskills is further enhanced by its accessibility. Nestled just a comfortable two to three-hour drive from the bustling metropolis of New York City, it presents an irresistible invitation to escape the urban clamor and immerse oneself in the tranquility of nature and the charm of small-town life. For those yearning for a refreshing getaway, let’s explore ten of the most charming towns in New York’s Catskills, each offering a unique flavor and experience.

1. Livingston Manor: A Fly Fisherman’s Paradise

While easily accessible via NY-17, Livingston Manor possesses a palpable sense of seclusion. Its quaint Main Street, lined with inviting shops and eateries, and its idyllic setting along the banks of the Willowemoc Creek, contribute to this feeling of escape. The Willowemoc is renowned for its thriving trout population, a siren call to fly fishermen from near and far.

For those eager to test their angling skills, the Livingston Manor Fly Fishing Club offers guided outings, providing expert instruction and access to prime fishing spots. The club also features a glamping site and stylish guest rooms for those seeking a comfortable and immersive experience. Back in town, Main Street Farm beckons with its delectable offerings, including smoked trout and other locally sourced delicacies.

Beyond its piscatorial appeal, Livingston Manor boasts a wealth of hiking trails, inviting exploration of the surrounding natural beauty. The trails to Wildcat Falls and the Balsam Lake Fire Tower offer rewarding experiences, culminating in stunning vistas. After a day of outdoor adventure, a visit to Catskill Brewery is a must, offering a chance to sample locally crafted beers in a relaxed setting. Livingston Manor truly embodies the charming towns in New York’s Catskills.

2. Catskill: Where History, Art, and Scenery Converge

The town of Catskill perfectly encapsulates the essence of the region, blending history, art, trendy cafes, and breathtaking scenery into a captivating whole. The downtown core is a delightful mix of boutiques and cafes housed within beautifully preserved Victorian buildings, creating a charming and inviting atmosphere.

This particular location on the Hudson River’s west bank has long served as a source of inspiration for artists, most notably Thomas Cole, the founder of the Hudson River School of Art. Visitors can tour his former studio and residence to admire his brilliant landscape paintings and discover artifacts from his life. Across the Hudson, the Olana State Historic Site, the former estate of painter Frederic Church, is another must-see destination, showcasing stunning architecture and art galleries.

For those seeking elegant accommodation, the Post Cottage, conveniently located beside Thomas Cole’s house, offers spacious grounds and a comfortable retreat. Catskill offers a rich tapestry of experiences, making it one of the most charming towns in New York’s Catskills.

3. Narrowsburg: A Riverfront Gem with a Vibrant Arts Scene

Nestled on a scenic bend in the Delaware River, Narrowsburg’s Main Street is a vibrant hub of activity, brimming with hip boutiques, art galleries, and inviting eateries. Just off the main thoroughfare, The Launderette is a culinary gem, offering delectable wood-fired pizza and exceptional views of the Delaware River from its balcony.

This portion of the Delaware River is also renowned for its water sports opportunities. Lander’s River Trips provides a range of tubing, rafting, kayaking, and canoeing excursions, allowing visitors to experience the river’s beauty firsthand. While the Tusten Theatre and Delaware Valley Arts Alliance maintain an active cultural scene year-round, the annual Riverfest is a highlight, bringing artists, performers, and artisans to the town each July for a vibrant street festival. Narrowsburg is a town brimming with charm and artistic flair, solidifying its place among the charming towns in New York’s Catskills.

4. Saugerties: A Picturesque Hudson River Retreat

Located due south of Catskill, Saugerties enjoys a picturesque setting on the Hudson River, easily accessible from Manhattan in just two hours by car. Downtown Saugerties is a pedestrian-friendly haven, offering a plethora of restaurants, shops, and bars to explore.

Visitors can load up on provisions and head south down Partition Street to Saugerties Village Beach for a delightful picnic and a refreshing dip in the calm waters of Esopus Creek. Further afield, the Esopus Bend Nature Preserve and Saugerties Lighthouse offer lovely spots for a short hike, providing glimpses of the region’s natural beauty. For a luxurious stay, the Diamond Mills Hotel offers onsite amenities and private balconies overlooking the waterfront. Saugerties is a captivating blend of riverside charm and urban accessibility.

5. Woodstock: A Legacy of Art and Counter-Culture

While the legendary Woodstock Festival actually took place across the Catskills in Bethel, the flourishing art and counter-culture scene in Woodstock predates 1969 by many years. The Byrdcliffe Guild, founded in 1902 as a utopian artist colony, continues to thrive, offering a diverse schedule of classes, exhibitions, and performances on its expansive 250-acre campus.

Downtown Woodstock is a compact and vibrant area, packing dozens of galleries, restaurants, specialty shops, and a weekend flea market within a few blocks. Nearby, Overlook Mountain is a popular trek for experienced hikers, offering expansive views, while the mile-long Comeau Property Trail is ideal for a leisurely stroll or a game of disc golf. The boutique Herwood Inn perfectly embodies Woodstock’s creativity and quirkiness in its décor and guest room furnishings. Woodstock’s artistic heritage and bohemian spirit make it one of the most charming towns in New York’s Catskills.

6. Delhi: A Culinary and Artistic Haven

Nestled between forested peaks on the Delaware River’s West Branch, Delhi presents a compelling blend of food, art, and nature-based attractions. Dozens of cafes and restaurants line the town’s Main Street, including Quarter Moon Café and Catskill Momos, each known for its innovative fare and unique culinary offerings.

Just outside town, the renowned culinary arts program at SUNY Delhi showcases its students’ talents at Bluestone. Between meals, the well-maintained trail to Bramley Mountain’s 2,817-foot summit offers a rewarding hike, culminating in sweeping views from the fire tower and striking cliffs and caves along the way. The West Branch House provides an ideal home base for exploring downtown and the surrounding area.

7. Roscoe: The "Trout Town USA"

Set directly on the banks of the Beaverkill River, Roscoe is another renowned hotspot for fly fishing, earning it the moniker "Trout Town USA". To stock up on gear or schedule a guided trip, Catskill Flies is the go-to destination for finding the best fishing spots. The local brewery, Roscoe Beer Company, even features a live trout tank in its cozy tasting room and incorporates the fish into its branding.

Roscoe’s former fire station now houses Prohibition Distillery, where visitors can sample gin, whiskey, and vodka or enjoy cocktails al fresco at the Bootlegger’s Alley Bar during the summer months. Outside of town, Russel Brook Falls and Buck Brook Alpacas offer great day trips, providing opportunities to reconnect with nature and interact with adorable, furry creatures. Staying at the Reynolds House Inn provides easy access to Roscoe’s downtown shops and eateries.

8. Windham: A Year-Round Mountain Getaway

Located in the heart of the Catskills, Windham is best known as a convenient ski getaway from New York City. While Windham Mountain’s expansive trail system and terrain parks are a major draw during the winter months, there is still plenty to do after the snow melts. Mountain biking and hiking opportunities abound in the steep landscape.

The ascent to Cave Mountain’s summit offers panoramic views, while the Windham Path trail provides a gentler trek along the Batavia Kill. Windham’s historic downtown dates back to 1798 and boasts a wide range of dining and nightlife options. Due to Windham Mountain’s popularity, lodging options are abundant compared to other Catskill towns. The Eastwind Hotel is a top pick for its blend of rustic and contemporary design across its guest rooms and bar.

9. Phoenicia: Small-Town Charm with Big Adventures

This village of just 309 residents is the smallest on this list, but it packs a surprising punch. Many visitors stop at the famous Phoenicia Diner, but there is enough to occupy a long weekend getaway. Several trailheads leading from town cater to all skill levels, including the Tanbark Loop, Mount Tremper, and Cross Mountain.

The Esopus Creek’s class II rapids offer an exhilarating and refreshing adventure. Rail Explorers provides pedal-powered vehicle rides along the historic Ulster & Delaware Railroad. After a full day in nature, Graham & Co. is a hip spot to relax poolside with stunning views of the surrounding mountains.

10. Franklin: An Artistic Enclave in the Northwest Catskills

Located in the Catskills’ northwestern reaches, Franklin’s Main Street is lined with pristine Greek Revival and Victorian homes alongside trendy antique vendors. This village of just 374 people also boasts one of the region’s best art scenes, which comes to life during the summer months. Franklin Stage Company hosts a packed performance schedule from July into September, and admission is granted on a donation basis. The annual self-guided art tour, Stagecoach Run, takes place in July between Franklin and neighboring Treadwell, transforming private homes, historic barns, and shops into art galleries showcasing mixed-media work by local artists. Franklin demonstrates that even the smallest places can be charming towns in New York’s Catskills.

From the tranquil streams of Livingston Manor to the artistic spirit of Woodstock and the panoramic vistas of Windham, the charming towns in New York’s Catskills offer a diverse range of experiences for every traveler. Whether seeking outdoor adventure, cultural immersion, or simply a peaceful escape, the Catskills provide an unforgettable journey into the heart of New York’s natural beauty and small-town charm.

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