Trips & Routes

Small Towns

Trips & Routes
Small Towns

One of New York’s Quirkiest Towns Is Still Flying Under the Radar

A quirky town in New York you might have never heard of, Hammondsport is a charming little retreat in the Finger Lakes filled with history and fun.

by Raymond Goldfield
on May 5
A view of a vacation home on the banks of Keuka Lake in Hammondsport, New York at sunset.
Trips & Routes

Between Syracuse and Buffalo Is an Underrated Small Town Worth a Visit

by Raymond Goldfield
on Apr 12
A row of boathouses on the waters of Lake Canandaigua, set against the sunset.
Trips & Routes

This Little-Known Waterfront Town Is One of the Most Charming in New York

by Raymond Goldfield
on Apr 4
A sunset view of a marina off Glen Cove in Long Island, with a view of the boats on the water.
Trips & Routes

The Charming Coastal New York Town Locals Hope Stays off Tourists’ Radar

by Jasmine Vieau
on Mar 14
A wide scenic view of the Greenport waterfront, featuring docked boats and the village skyline.
Trips & Routes

Discover the Americana Town in New York So Charming You’ll Want to Keep It a Secret

by Melanie Johnson
on Nov 3
Antique shops and brick storefronts along a tree-lined Main Street in Cold Spring, New York.

Latest Small Towns

Trips & Routes
Small Towns

This New York Mountain Town Feels Like Bavaria in the Fall and It’s Stunning

With alpine-style charm, fall foliage, and hearty cuisine, this Catskills town offers a Bavarian escape in the Catskills region of New York.

by Nicole Bocianski Harris
on Oct 29
Hunter Ski Mountain in the fall New York
Trips & Routes
Small Towns

The Small Town in New York That Feels Straight Out of Stranger Things

Montauk, a small town in New York, hides chilling legends and abandoned ruins—no wonder it almost became the setting for "Stranger Things."

by Jasmine Vieau
on Sep 29
Montauk night sky over the large, abandoned Camp Hero radar tower and buildings.
Trips & Routes
Small Towns

Can’t Make It to the Alps? Try This New York Alternative Instead

Located in New York’s Adirondack Mountains, Lake Placid is reminiscent of the Bavarian and Swiss Alps.

by Nicole Bocianski Harris
on Jul 16
Main Street in downtown Lake Placid
Trips & Routes
Small Towns

Visiting Skaneateles, New York, Is the Perfect Dupe for a Trip to Lake Como

Craving Lake Como charm without the flight? Skaneateles, NY, offers lakeside beauty, walkable downtowns, and relaxing vibes—no passport needed.

by Jasmine Vieau
on Jun 14
View of Skaneateles Lake from the village pier in New York.
Trips & Routes
Small Towns

Farmingdale is a Walkable Town in New York Known for its Great Dining and Amusements

Even away from the city, it's easy to find a walkable town in New York, and I had a great time exploring Farmingdale's main corridor.

by Raymond Goldfield
on Mar 12
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Trips & Routes
Small Towns

The Up-and-Coming City in New York That’s Perfectly Sized

I was surprised to discover so many great things to do in Port Washington, New York, and this Long Island city is becoming one of my favorite escapes.

by Raymond Goldfield
on Nov 7
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Trips & Routes
Small Towns

The Small Town In New York That Will Make You Feel Like a Character in “The Facts Of Life”

For fans of the classic sitcom "The Facts of Life", there are so many great things to do in Peekskill, New York where it all began.

by Raymond Goldfield
on Sep 16
A scenic view of a river with lush greenery, a train along the shore, and distant mountains under a clear blue sky.
Trips & Routes
Small Towns

This Blink-and-You’ll-Miss-It Town in New York Is so Worth Exploring

Explore Stissing Mountain and the endless charms of Pine Plains.

by Raymond Goldfield
on Sep 26
Blue ridge of a mountain range and green valley below as seen from a fire tower in NY.
Trips & Routes
Small Towns

Jimmy Fallon Once Called This Small Town In New York Home And You’ll Want To Explore Yourself

by Megan Todaro
on Jul 8
A street view of two historic buildings with shops, one featuring a sign that says "Saugerties" and outdoor seating.
Trips & Routes
Small Towns

Take A Drive To The Country To Dine At This Exceptional Rural Restaurant And Cidery In New York

by John Williams
on Mar 12
Sign for Westwind Orchard with operating hours: Thu-Fri 2-8, Sat-Sun 12-8, surrounded by trees and a blue sky.
Trips & Routes
Small Towns

The Cozy Small Town In New York That Comes Alive Under A Blanket Of Snow

by John Williams
on Jan 4
A serene winter landscape featuring snow-covered hills, a calm river, and bare trees under a cloudy sky.
Trips & Routes
Small Towns

The Cheese Capital Of New York Is One Of The Most Charming Small Towns You’ll Ever Visit

by John Williams
on Dec 13
A black car parked near a riverbank with greenery and an old stone building in the background.
Trips & Routes
Small Towns

The Brand New Restaurant In New York That Locals Can’t Get Enough Of

by John Williams
on Nov 28
A yellow two-story building with red shutters, featuring a sign for breakfast and lunch, and an American flag.
Trips & Routes
Small Towns

This Charming Community Might Just Be The Most Peaceful Place To Live In New York

by John Williams
on Nov 22
A busy street scene with pedestrians crossing, green traffic lights, and brick buildings under a clear blue sky.
Trips & Routes
Small Towns

The Tiny Diner In New York That Only Serves Four Guests At A Time

by John Williams
on Nov 8
Two people approach a small diner with a sign reading "World's Smallest Diner" in a vibrant, colorful setting.
Trips & Routes
Small Towns

The Best Comfort Food In New York Is Hiding Miles Down A Small Town Road, But It’s So Worth The Effort

by John Williams
on Sep 25
Exterior of Meeder Restaurant with outdoor seating, American flag, and a sign featuring pies and shakes.
Trips & Routes
Small Towns

For More Than 143 Years, This Small Town Has Hosted The Longest-Running Festival In New York

by John Williams
on Sep 5
Aerial view of a vibrant fairground with colorful tents, rides, and crowds enjoying various attractions and activities.
Trips & Routes
Small Towns

The Charming Small Town in New York That’s Perfect For A Fall Day Trip

Looking for a charming small town that is perfect for fall day trips in New York? Look no further than Cold Spring.

by John Williams
on Nov 7
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Trips & Routes
Small Towns

The Best Small Town Getaway In New York: Best Things To Do In Lake Placid

Lake Placid, New York, offers a unique blend of natural beauty, rich history, and year-round outdoor activities, making it a perfect small-town getaway.

by Megan Todaro
on Aug 8
A quiet town street at dusk, lined with charming buildings and a clock tower in the background, with mountains beyond.
Trips & Routes
Small Towns

One Of The Best Restaurants In New York Is Hiding In This Small New York Town

Swoon Kitchenbar in Hudson, New York, offers exceptional New American cuisine in a casual brasserie setting with locally sourced ingredients.

by John Williams
on Aug 8
Exterior of Swoon Kitchenbar, featuring a sign and awning, with plants and a welcoming entrance.