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.
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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.

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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
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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
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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.
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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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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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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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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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.
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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.
Trips & Routes
Small Towns

The Scenic Drive In New York That Runs Straight Through The Charming Hamlet Of Pine Hill

The Catskill Mountains Scenic Byway offers a picturesque drive with notable stops like Pine Hill, known for its historic charm and attractions.

by John Williams
on Aug 1
A quaint street scene featuring historic buildings, a restaurant, and parked vehicles under a clear blue sky.
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Small Towns

There’s No Community In New York More Enchanting And Historic Than Philipstown

Philipstown in Putnam County, New York, is a historic town with charming villages, scenic views, and notable cultural sites.

by John Williams
on Jul 25
A large yellow historic house with white trim, featuring a balcony and surrounded by bare trees against a blue sky.
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Small Towns

There’s A Honey Bee Festival In New York And It’s Just As Wacky And Wonderful As It Sounds

The Narrowsburg Honey Bee Fest is a fun and educational event celebrating honey bees with a parade, vendors, and a costume contest.

by John Williams
on Jul 25
A smiling woman in a bee costume waves at the camera during a lively street festival.
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Small Towns

Locals Can’t Get Enough Of The Homemade Pies At Noble Pies In New York

Noble Pies in Warwick, New York, offers scratch-made pies with a century-old history and a commitment to sustainability.

by John Williams
on Jul 20
A cozy outdoor area with picnic tables, umbrellas, and a playground near a red building with shops. Trees in the background.
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Small Towns

The Cheesiest Festival Is Coming To New York In August, And It’s A Can’t Miss

The Cheddar Cheese Festival in Adams, New York, is a must-visit event celebrating cheddar cheese with various activities and vendors.

by John Williams
on Jul 19
A block of yellow cheese with two slices cut from it, resting on a wooden cutting board.
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Small Towns

The Ancient Town In New York That’s Loaded With Fascinating History

Southold, New York, the oldest English town in the state, offers rich history and a thriving wine industry.

by John Williams
on Jul 14
A serene beach scene at sunset, featuring a calm waterway, sandy shore, and lush greenery under a colorful sky.
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Small Towns

With A Farmer’s Market, Weekly Music, And Seasonal Festival, There’s Nothing Like A Summer Weekend In This New York Town

Kingston in the Hudson Valley is a charming town with rich history, vibrant culture, and great summer activities.

by John Williams
on Jul 6
A bustling outdoor market with people browsing stalls under white tents on a sunny autumn day.
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Small Towns

Most People Have No Idea This Sunken Town In New York Even Exists

Discover the sunken towns of Neversink and Bittersweet in the Catskill Mountains, submerged to create reservoirs for New York City's water supply.

by Lea Monroe
on Jul 2
A black-and-white landscape showing a small village surrounded by fields and hills in the background.
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Small Towns

The One Pristine Inland Beach In New York That Will Make You Swear You’re On The Coast

Wilmington Beach in New York offers a scenic and accessible inland beach experience with various recreational activities.

by John Williams
on Jun 29
A sandy beach area with a playground, people swimming, and kayaks on a lake surrounded by trees.
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Small Towns

One Of The Biggest Names In TV Grew Up In This Small Town In New York

Jimmy Fallon, a famous television host, grew up in the small town of Saugerties, New York, and has maintained a connection to his roots despite his success.

by John Williams
on Jun 24
A street view featuring historic buildings, shops, and parked cars under a clear blue sky.
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Small Towns

These 6 Celebrities Hail From Some Of New York’s Most Charming Small Towns

New York State has produced a lot of celebrities, not just in its big cities. Here are 6 of the most famous people from New York's small towns.

by John Williams
on Apr 9
Lana Del Rey, a popstar who grew up in Lake Placid, New York, is posing with two women wearing floral-patterned outfits in a stylish setting.
Trips & Routes
Small Towns

With Amazing Artifacts From The Oil Industry, This Small Town Museum In New York Is A True Hidden Gem

Bolivar, a small town in Western New York, is home to the Pioneer Oil Museum, which preserves the history of the oil boom in the late 1800s.

by John Williams
on Jun 10
A rustic building with a sign reading "Pioneer Oil Museum," featuring a pickup truck parked outside.
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Small Towns

You’d Be Surprised To Learn That Shelter Island, New York Is One Of The Country’s Best Coastal Towns

Shelter Island is a charming coastal town in New York State known for its beautiful beaches, great food, and historical sites.

by John Williams
on Jun 9
Aerial view of a lush green peninsula surrounded by blue waters and sandy beaches on a sunny day.
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Small Towns

Saugerties Is A Friendly Small Town In New York That’s Great For A Summer Day Trip

Saugerties, a charming small town in New York, offers historic sites, a sculpture park, and tasty restaurants, making it an excellent day trip destination.

by John Williams
on May 12
A scenic view of a mountain with a small town at its base, surrounded by lush greenery and a calm body of water.
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Small Towns

Hike Through A Hidden Forest Then Dine At A Small-Town Cafe On This Delightful Adventure In New York

Explore the Giant Mountain Wilderness Area in New York and enjoy a rewarding meal at the Noon Mark Diner.

by Trent Jonas
on May 11
A panoramic view of a lush green mountain with a lake, under a dramatic sky filled with clouds.
Trips & Routes
Small Towns

One Of The Biggest Names In Movies Grew Up In One Of The Smallest Cities In New York

Many big celebrities, including Kirk Douglas, hail from small towns in New York, such as Amsterdam.

by Trent Jonas
on May 5
A man in a suit stands with two people, one wearing a black dress, as he receives an award on stage.
Trips & Routes
Small Towns

These 9 Towns In New York Have The Most Breathtaking Scenery In The State

Discover beautiful small towns in New York that offer unique attractions and breathtaking views.

by Lea Monroe
on Apr 26
A scenic view of a lakeside building and a castle on a hill, surrounded by lush greenery under a blue sky.
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Small Towns

Few People Realize How Much Revolutionary War History Is Preserved In The Small Town Of Stillwater, New York

by Christy Articola
on Jun 23
A weathered cannon on a grassy hill overlooking a river and distant mountains under a cloudy sky.
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Small Towns

On The Edge Of The U.S.-Canada Border, The Town Of Rouses Point, New York Is One Of The Most Unique Places You’ll Ever Visit

Rouses Point, New York, is a unique small town on the U.S.-Canada border and the shore of Lake Champlain, offering historical sites and scenic views.

by Christy Articola
on Apr 14
Welcome signs for Rouses Point and New York, with a historical marker for Fort Montgomery in a grassy area.
Trips & Routes
Small Towns

Almost Nobody Knows That Parts Of The Movie Nobody’s Fool Were Filmed In This Tiny New York Town

Nobody’s Fool, a 1994 film starring Paul Newman, was primarily shot in Beacon, New York, and other nearby Hudson Valley towns.

by Christy Articola
on Mar 23
A sunny street lined with brick buildings and parked cars, featuring trees and an American flag in the background.