The 20 Most Charming Towns in New York’s Catskills

If you’re looking for a charming small town to visit in upstate New York, look no further than the Catskills. This picturesque region is home to some of the most charming villages in the state. From historic towns with cobblestone streets to lakeside villages with stunning views, there is something for everyone in the Catskills. This region of New York is home to a number of charming towns, each with its own unique history and personality. In this guide, we will take a look at 20 of the most charming towns in the region.

There are so many amazing towns in the Catskills, it was hard to choose just 20! If you’re looking for a relaxing weekend away upstate, be sure to check out some of these towns. From arty Narrowsburg to quaint Windham, there is something for everyone in the Catskills. So start planning your trip today and experience all that this charming region has to offer! Here are 20 of the most charming towns in the Catskills:

Narrowsburg

This tiny hamlet in Sullivan County is located on the banks of the Delaware River and is home to just over 600 people. The town has a rich history dating back to the Revolutionary War, when it was used as a base for the Continental Army. Today, Narrowsburg is a popular destination for artists and nature lovers alike. The town’s main street is lined with art galleries, boutique shops, and cafes. There are also several hiking trails in the area that offer stunning views of the river.

Livingston Manor

This historic town in Sullivan County was once a thriving center for the logging industry. Today, Livingston Manor is a popular destination for outdoors enthusiasts. The town is home to several hiking trails, as well as the Catskill Fly Fishing Center and Museum. There are also several charming bed and breakfasts in the area, making it the perfect place to stay for a weekend getaway.

Catskill, NY

Catskill is the largest town in Greene County and is located just a short drive from Albany. The town is home to a number of historic buildings, including the Catskill Mountain House. This 19th-century hotel was once one of the most popular resorts in the country. Today, it is a National Historic Landmark and offers stunning views of the Hudson Valley. Catskill is also home to a number of art galleries, antique shops, and restaurants.

Saugerties

This quaint village in Ulster County is located on the banks of the Esopus Creek. Saugerties is home to a number of historic buildings, including the Cantine Veterans Memorial Complex. This complex was built in 1869 and served as a Civil War hospital. Today, it houses a museum and a number of businesses. The village is also home to the Saugerties Lighthouse, which offers stunning views of the Hudson River. Other historic buildings include the Old Stone House. This 18th-century house was once the home of Revolutionary War hero Colonel Johannes Snyder. Today, it houses a museum that tells the story of Saugerties’ past.

New Paltz

This historic town in Ulster County is located on the banks of the Wallkill River. New Paltz is home to a number of historic buildings, including the Huguenot Street Historic District. This district is home to a number of 18th-century stone houses that were built by French Huguenot settlers. Today, the district is a National Historic Landmark and offers a glimpse into the past.

Woodstock

Woodstock is one of the most well-known towns in the Catskills, and for good reason. This artsy town is home to a vibrant community of artists and musicians. The town’s main street is lined with galleries, cafes, and shops selling handmade goods. There are also several music venues in town that host live performances throughout the year. If you’re looking for a creative weekend getaway, Woodstock is the perfect place to visit.

Delhi

Delhi NY

This charming town in Delaware County is located at the base of the Catskill Mountains. Delhi is home to a number of historic buildings, including the Old Courthouse. This 19th-century building was once the site of a number of famous trials, including the trial of Levi Weeks for murder. Today, it houses a museum that tells the story of Delhi’s past.

Roscoe

This village in Ulster County is located on the banks of the Beaverkill River. Roscoe is home to a number of fly fishing shops and guides, making it a popular destination for anglers. The village is also home to the catskill Fly Fishing Center and Museum, which offers a glimpse into the history of fly fishing in the region.

Windham

Windham

This small town in Greene County is located in the southern Catskills. Windham is home to a number of ski resorts, including Windham Mountain and Hunter Mountain. The town is also home to a number of art galleries, antique shops, and restaurants. In addition, Windham is home to the Catskill Interpretive Center, which offers visitors a chance to learn about the history and culture of the region.

Kerhonkson

Welcome to Kerhonkson, a charming town located in Ulster County, New York. Known for its beautiful natural landscapes and outdoor activities, Kerhonkson is the perfect destination for nature lovers and those seeking a peaceful retreat. Whether you’re looking to hike in scenic parks, explore local attractions, or simply relax in a serene setting, Kerhonkson has something for everyone. Let’s explore the highlights and must-see attractions in Kerhonkson:

Kingston

This historic town in Ulster County is located on the banks of the Hudson River. Kingston is home to a number of historic buildings, including the Old Dutch Church. This church was built in 1679 and is one of the oldest churches in the state. Today, it houses a museum that tells the story of the Dutch settlers who founded Kingston. Kingston was made for the antique shopper with more antique stores than time to shop. Kingston offers one of the best weekends for foodies.

Bethel

This village in Sullivan County is located in the western Catskills. Bethel is home to the site of the 1969 Woodstock Music and Art Festival. Today, the site is home to a museum that tells the story of the festival and its impact on popular culture. Look at the current shows and concerts to catch a glimpse of the historic vibe of the Woodstock festival.

Liberty

Liberty NY

This village in Sullivan County is located in the western Catskills. Liberty is home to a number of historic buildings, including the Old Courthouse. This 19th-century building was once the site of a number of famous trials, including the trial of Levi Weeks for murder. Today, it houses a museum that tells the story of Liberty’s past. PhoeniciaThis hamlet in Ulster County is located on the Esopus Creek. Phoenicia is home to a number of art galleries, shops, and restaurants. The town is also home to the Phoenicia Diner, which was featured in the film “Route 30 Too”. The Phoenicia Diner is a classic American diner that serves up hearty meals and has a vintage feel.

Hudson

Hudson

This city in Columbia County is located on the banks of the Hudson River. Hudson is home to the Catskill Interpretive Center, which offers visitors a chance to learn about the history and culture of the region. Hudson is home to a number of historic buildings, including the Old Dutch Church. This church was built in If you’re looking for a weekend getaway that combines history, culture, and charm, then look no further than the Catskills. With some of the most impressive Airbnb’s in the area, Hudson is ready for a weekend. What’s best about Hudson? Likely the abilty to be in Hudson in 2.5 hours on the train from Penn station. No need to rent a car.

Callicoon

This village in Sullivan County is located on the Delaware River. Callicoon quant downtown includes a number of art galleries, shops, and restaurants. The town is also home to the Callicoon Brewing Company, which offers a variety of handcrafted beers. If you’re looking for a relaxing weekend getaway, then Callicoon is the perfect place for you.

Roxbury

This hamlet in Delaware County is located in the western Catskills. The town is home to the Roxbury Arts Group, which offers a variety of arts and cultural events. If you’re looking for a weekend getaway that combines arts and culture, then Roxbury is the perfect place for you.

Hobart

This village in Delaware County is located in the western Catskills. Hobart is home to the Old Courthouse. This 19th-century building was once the site of a number of famous trials, including the trial of Levi Weeks for murder. Today, it houses a museum. If you’re looking for a weekend getaway that combines history and charm, then look no further than Hobart. With its convenient location and variety of things to do, Hobart is the perfect place for a weekend getaway.

Tannersville

tannersville

Tannersville is a village in Greene County with a population of just over 300. The village is situated in the Catskill Mountains and is a popular destination for skiing and hiking. Tannersville also has a number of historic landmarks, including the oldest inn in the Catskills. The Inn at Tannersville, which was built in 1839, offers stunning views of the surrounding mountains. The village also has several art galleries and antique shops.

Margaretville

Margaretville is a village in Delaware County with a population of just over 600. The village is situated in the Catskill Mountains and is a popular destination for skiing, hiking, and fishing. Margaretville also has a number of historic landmarks, including the old stone jailhouse. The jailhouse was built in 1825 and served as the county jail until it was closed in 1995. Today, it houses a museum that tells the story of Margaretville’s past.

Fallsburg

Fallsburg

Fallsburg is a town in Sullivan County with a population of just over four thousand. The town is situated in the Catskill Mountains and is a popular destination for skiing, hiking, and fishing. Fallsburg’s old stone jailhouse was built in 1825 and served as the county jail until it was closed in 1995. Today, it houses a museum.

Phoenicia

Phoenicia NY

This hamlet in Ulster County is located on Esopus Creek. Phoenicia is home to a number of outdoor activities, including hiking, camping, and fishing. The town is also home to the Catskill Mountain Railroad, which offers scenic train rides through the Catskills. While limited options for dining and shopping there’s still the famous Phoenicia Diner, which was featured in an episode of Anthony Bourdain’s TV show No Reservations. The Phoenicia Diner is a classic American diner that serves up hearty meals and has a vintage feel.

Wrapping up 20 Towns in the Catskills

The Catskills is a beautiful area in Upstate New York that offers a variety of activities for visitors. From hiking and skiing to art galleries and antique shops and restaurants, there’s something for everyone in the Catskills. There are a number of charming towns located in the Catskills, each with its own unique history and character. Some of the most charming towns in the Catskills include Narrowsburg, Hudson, Callicoon, Roxbury, Hobart, Tannersville, Margaretville, Fallsburg, and Phoenicia. If you’re looking for a relaxing weekend getaway or an exciting adventure, then one of these towns is sure to fit your needs.

So there you have it! The 20 Most Charming Towns in New York’s Catskills. I hope this guide has inspired you to visit some of these wonderful places. So what are you waiting for? Start planning your next trip to the Catskills today!

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