10+ Cool Small Towns in New York for a Weekend Escape

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New York isn’t just skyscrapers and endless city buzz. There’s a whole world of cool small towns in New York that serve up a totally different vibe – laid-back streets, local diners, quirky shops, and plenty of outdoor adventures. Whether you’re into history, art, or just need a peaceful break, these towns offer something for everyone.

If you’re looking to break away from the city grind and catch a change of pace for the weekend, here’s a guide to 12 small towns in New York that are worth checking out right now.

Small Town Weekend Escapes in New York

1. Tannersville

 Aerial view of Tannersville, NY, showcasing a charming small town surrounded by vibrant fall foliage. Cool small towns in New York.
Photo via Buy In Green

Tannersville in the Catskills has gone from an old tannery town to a vibrant village with a splash of color. Known as the ‘Painted Village in the Sky,’ its bright facades make it one of the most visually striking small towns in the state. The nearby Hunter Mountain adds to its appeal, making it a great year-round destination.

Highlights:

  • Revamped Main Street with painted facades
  • Easy access to hiking trails in the Catskills
  • A cool mix of antique shops and local eateries

Website: tannersvilleny.org

2. Cold Spring

A row of charming shops lining a sidewalk in Cold Spring, New York, showcasing local goods and inviting storefronts. Cool small towns in New York.
Photo via Escape Brooklyn

This historic village along the Hudson River brings retro vibes with its preserved 19th-century buildings. The scenic waterfront and bustling Main Street make it a favorite spot for weekend getaways. Visitors can also explore nearby historical sites like Boscobel House and Gardens.

Highlights:

  • Walk down Main Street for unique shops and cafes
  • Quick train ride from NYC (around 1 hour)
  • Nearby hiking at Hudson Highlands State Park

Website: coldspringny.gov

3. Lewiston

Aerial view of Niagara Falls, showcasing the stunning waterfalls and lush surroundings in Lewiston, New York.
Photo via Trip advisor

Set on the Niagara River, Lewiston is a hidden spot with a mix of history and local art. This small town played a major role in the Underground Railroad and has museums dedicated to its rich past. Live performances at Artpark bring a cultural touch to the area.

Highlights:

  • Regular festivals and community events
  • Quaint downtown area with boutique stores
  • A well-known arts scene that keeps things fresh

Website: villageoflewiston.net

4. Aurora

Charming property on the shores of a lake in Aurora, New York, perfect for relaxation and enjoying nature.
Photo via Country Living

Aurora sits on Cayuga Lake and offers a laid-back vibe with lakeside views and historic charm. The town is home to the Inns of Aurora, a collection of charming accommodations that enhance the town’s old-world charm. For wine lovers, it’s an essential stop along the Finger Lakes wine region.

Highlights:

  • Home to Wells College and a cluster of quaint inns
  • Ideal stop along the Cayuga Lake Wine Trail
  • Local farm-to-table dining options that serve fresh flavors

Website: innsofaurora.com

5. Cooperstown

Even if you’re not a baseball fan, Cooperstown is worth a visit. Beyond the Baseball Hall of Fame, the town is home to the Farmers’ Museum, offering a glimpse into 19th-century rural life. The surrounding landscapes also provide excellent opportunities for hiking and outdoor recreation.

Highlights:

  • Check out the National Baseball Hall of Fame for a slice of history
  • Stroll along Otsego Lake and enjoy water activities
  • Dive into local museums that showcase the region’s heritage

Website: thisiscooperstown.com

6. Skaneateles

Situated in the Finger Lakes region, Skaneateles is known for its pristine lake and lively downtown. The town hosts annual events like the Dickens Christmas Festival, adding to its charm. The lake itself is one of the cleanest in the country, making it a prime spot for water activities.

Highlights:

  • Waterfront views and a charming downtown district
  • Boutique shopping and art galleries
  • Options for kayaking and lakeside walks

Website: skaneateles.com

7. Hudson

The library at The Maker Hotel in Hudson, NY.
Photo via Forbes

Hudson has transformed into a creative hotspot with an edgy vibe. The town’s music and arts scene continues to thrive, attracting artists and entrepreneurs. History lovers can visit Olana State Historic Site for sweeping views and stunning architecture.

Highlights:

  • Trendy shops and vintage stores lining Warren Street
  • A growing food scene featuring local eateries
  • Art galleries and live music spots that keep the scene fresh

Website: cityofhudson.org

8. Beacon

Aerial view of a church in Beacon, New York, surrounded by vibrant fall foliage and colorful autumn trees.
Photo via Trip advisor

Beacon is the spot if you’re into art and culture. The town is also home to scenic riverside trails, making it a favorite among nature lovers. The historic Roundhouse Hotel adds a luxurious stay option with breathtaking waterfall views.

Highlights:

  • Home to the DIA Beacon museum in a repurposed factory
  • A vibrant Main Street with cool cafes and shops
  • Scenic views along the Hudson Valley that add local flavor

Website: beaconny.gov

9. Saugerties

Saugerties mixes history with nature seamlessly. Opus 40, a stunning six-acre stone sculpture park, is one of its hidden treasures. For equestrian lovers, the town also hosts annual horse shows.

Highlights:

  • Visit the historic Saugerties Lighthouse
  • Enjoy seasonal events like the Garlic Festival
  • Stroll through the town’s quaint antique stores and cafes

Website: saugertiesny.gov

10. Lake Placid

Famous for hosting the Winter Olympics, Lake Placid is a go-to for outdoor lovers. In addition to its ski resorts, visitors can hike High Falls Gorge or take a scenic drive along Whiteface Veterans’ Memorial Highway.

Highlights:

  • Access to a range of activities, from hiking to ice skating
  • A lively downtown area with cool local shops
  • Opportunities to check out Olympic memorabilia and venues

Website: https://www.lakeplacid.com

11. Rhinebeck

Rhinebeck offers a mix of history, art, and culinary delights. The town is home to historic estates, unique cultural attractions, and a thriving farmers’ market. Visitors can also enjoy a scenic drive through the Hudson Valley.

Highlights:

  • Stay at historic inns with a local twist
  • Shop at unique boutiques and dine at well-regarded restaurants
  • Visit nearby sites like Wilderstein estate and local farms

Website: rhinebeckny.gov

12. Tivoli

Ham House in Tivoli, NY
Photo via I Love NY

Tivoli is a quieter village that promises a chill retreat from the city’s chaos. Its creative energy is reflected in its vibrant arts scene and community-driven events. The town’s close proximity to Bard College adds an intellectual flair.

Highlights:

  • Enjoy relaxed dining at local spots such as GioBatta Alimentari
  • Stay at intimate accommodations like Hotel Tivoli
  • Appreciate a slower pace that’s perfect for recharging

Website: tivoliny.org

These 12 cool small towns in New York offer a mix of history, arts, nature, and laid-back vibes that create a refreshing escape from the busy city life. When planning your weekend getaway, consider what kind of vibe you’re after and use the specific transit tips provided for a smoother trip. Whether you’re up for a cultural tour or outdoor adventures, there’s something here to fit every mood. Check out these cool small towns in New York and kickstart your next weekend escape!

It you’re ready to break out of the city grind, also take a look at New York City’s Most Overrated Attractions and where to go instead.

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