Downtown Penn Yan, New York. Image credit PQK via Shutterstock

11 of the Most Quaint Small Towns in the Finger Lakes Region

Here's a fact that should embarrass Niagara: the single 215-foot plunge of Taughannock Falls, just outside Trumansburg, runs a clean 33 feet taller. Most people drive right past it. That gap, between what the Finger Lakes quietly deliver and what casual visitors expect, is the whole story of the region. Eleven small towns sit at the lake tips and along the shorelines of upstate New York, each running its own version of preserved small-town life. Canandaigua's Sonnenberg Gardens wraps 50 acres around an 1887 mansion. The Watkins Glen Gorge Trail threads past 19 waterfalls in a mile and a half. Glenn Curtiss got America's first public airplane off the ground at Hammondsport in 1908. Eleven towns are ahead, each one pairing its lake with an anchor you won't find anywhere else in the state.

Canandaigua

Main Street in downtown Canandaigua, New York.
Main Street in downtown Canandaigua, New York. Image credit Ritu Manoj Jethani via Shutterstock.com

Start at the north end of Canandaigua Lake, where Sonnenberg Gardens and Mansion State Historic Park spreads across 50 acres around an 1887 Queen Anne mansion. And when they built gardens here, they did not mess around: nine separate formal garden rooms (an Italian Garden, a Japanese Garden, a Rose Garden, a Sub-Rosa Garden, and several more), plus a full Roman Bath complex. It is one of the most complete Gilded Age estate gardens left in the country. Canandaigua backs that up downtown with the Granger Homestead on North Main Street, the Federal-style home of postmaster general Gideon Granger, where the carriage museum keeps around 70 horse-drawn vehicles. Down on the water, Kershaw Park runs a public beach, a fishing dock, and a boardwalk with a real knack for catching the sunset. The Sutherland House Victorian Bed and Breakfast and the Chalet of Canandaigua handle most of the overnight stays in town.

Watkins Glen

The Seneca Lake pier at Watkins Glen, New York.
The Seneca Lake pier at Watkins Glen, New York.

The Gorge Trail at Watkins Glen State Park is the headliner, and it earns it: 19 waterfalls packed into just a mile and a half of streambed, including the cathedral-like Cavern Cascade and a stretch where the path ducks behind the falling water itself. Prefer the high road? The companion Rim Trail runs along the gorge wall above. It is the most-visited destination in the Finger Lakes, yet the town stays tiny, just under 2,000 people. A few miles south, Watkins Glen International brings the noise every August with the NASCAR Cup Series Go Bowling at the Glen. For somewhere to sleep, Clute Park and Campground puts tent and RV sites right on Seneca Lake, while the Hudson Manor Bed and Breakfast on Seneca Street does the smaller, Victorian-parlor version.

Penn Yan

Cityscape of Penn Yan in fall.
Cityscape of Penn Yan in fall.

Penn Yan keeps things mellow. The Keuka Outlet Trail follows an old railroad bed for roughly seven miles along the stream that drains Keuka Lake into Seneca, slipping past Seneca Mills Falls and Cascade Mills Falls about a mile and a half apart. The surface is crushed gravel, the walking is easy, and nobody is in a hurry. Penn Yan itself anchors the top of Keuka Lake with a downtown of working brick storefronts. From there, the Keuka Lake Wine Trail strings together more than half a dozen wineries within a short drive (Heron Hill, Dr. Konstantin Frank, and Ravines Wine Cellars among them), and the Finger Lakes Beverage Trail extends the same idea to breweries and distilleries if wine is not your thing.

Trumansburg

Trumansburg New York Main Street
Trumansburg, New York Main Street.

We opened with Taughannock, so let's go stand at the bottom of it. The falls drop 215 feet straight down at the lower end of Taughannock Falls State Park, about ten minutes from downtown Trumansburg, and a flat three-quarter-mile trail gets you to the base without breaking a sweat. (It is, once again, a full 33 feet taller than Niagara.) The park covers 783 acres on the western shore of Cayuga Lake, with a swimming beach, a campground, and cross-country ski trails come winter. Every July, the GrassRoots Festival of Music and Dance fills the Trumansburg Fairgrounds with four days of folk, bluegrass, Cajun, and reggae. When the music stops, Hazelnut Kitchen on Main Street handles the upscale farm-to-table side, and the Creekside Cafe sorts out breakfast.

Seneca Falls

Trinity Episcopal Church in Seneca Falls, Finger Lakes region, Upstate New York.
Trinity Episcopal Church in Seneca Falls, Finger Lakes region, Upstate New York.

Seneca Falls earned its place in the history books on July 19 and 20, 1848, when the Women's Rights Convention met here, drafted the Declaration of Sentiments, and effectively launched the American women's suffrage movement. Women's Rights National Historical Park downtown preserves the Wesleyan Chapel where it happened, plus the Elizabeth Cady Stanton House and the visitor center on Fall Street. A block away, the National Women's Hall of Fame inducts honorees inside a former 19th-century knitting mill. Then there is the fun local theory: the "It's a Wonderful Life" Museum on Fall Street makes the case that Seneca Falls was Frank Capra's model for Bedford Falls, and the evidence is not bad (a bridge, a savings and loan, an Italian immigrant section). Just up the road, Montezuma National Wildlife Refuge handles spring and fall waterfowl migrations on a scale that pulls birders from across the Northeast.

Skaneateles

Waterfront view of Skaneateles, New York.
Waterfront view of Skaneateles, New York. Image credit PQK via Shutterstock.com

Here is a flex: Skaneateles Lake is so clean that the city of Syracuse drinks straight from it, no filtration, just a little chlorination. The town wears that with pride, and fairly so. Downtown Skaneateles sits at the lake's north tip, where the Mid-Lakes Navigation Company still runs a working U.S. Mail boat that delivers to lakefront homes all summer, a route going strong since 1900. You can ride along on the three-hour tour and gawk at some of the priciest shoreline in upstate New York. South of town, the Carpenter Falls Trail is a quick half-mile to a 90-foot waterfall, while Cliff Park and Thayer Park both put a bench right in front of the lake. The Charlie Major Nature Trail picks up an abandoned rail bed for a little over a mile of easy walking.

Naples

Main Street in downtown Naples, New York.
Main Street in downtown Naples, New York. Image credit Ritu Manoj Jethani via Shutterstock

Naples invented the grape pie. Or close enough: the town has been baking them for nearly a century from local Concord grapes, and every September the Naples Grape Festival turns it into a competition that draws more than 50,000 people and sells pies by the thousand. Work some of that off at Grimes Glen Park, where a short trail passes two waterfalls (one mid-trail, one at the end) cut into red shale. For the big view, the Ontario County Park at Gannett Hill climbs to one of the highest points in the county and looks out over Canandaigua Lake. Back downtown, Roots Cafe and the Old School Cafe handle casual meals, and Wohlschlegel's Naples Maple Farm sells syrup tapped from the trees in the surrounding hills.

Corning

Aerial view of Corning, New York
Overlooking Corning, New York.

The Corning Museum of Glass holds the largest collection of glass and glassmaking on the planet, more than 50,000 objects spanning 3,500 years, with working glassblowers running live demonstrations all day. So yes, Corning earns the "Crystal City" nickname honestly. The Gaffer District wraps about a dozen restored blocks of brick storefronts downtown, anchored by the Rockwell Museum of American art (a Smithsonian Affiliate) and the 171 Cedar Arts Center. And if you like your history hands-on, the Heritage Village of the Southern Finger Lakes assembles a working 1796 inn, an 1850s log cabin, an 1870s one-room schoolhouse, and an 1870s blacksmith shop on a single campus, then throws the Whingblinger Heritage Festival every fall to bring the whole thing to life.

Geneva

Colorful main street storefronts in Geneva, New York.
Colorful Main Street storefronts in Geneva, New York. Image credit Spiroview Inc via Shutterstock.com

Rose Hill Mansion, just outside Geneva, is the showpiece: an 1839 Greek Revival house fronted by six fluted Doric columns across a 100-foot façade, a National Historic Landmark since 1986 and run as a house museum by the Geneva Historical Society. Geneva itself sits at the north end of Seneca Lake and runs South Main Street as one of the most architecturally consistent rows of 19th-century homes in the Finger Lakes. The Smith Opera House on Seneca Street, built in 1894 and beautifully restored, still books live music, theater, and classic films through the year. The Geneva History Museum and McDonough Park sit a few blocks west. For dinner, Beef and Brew on Castle Street and Cosentino's Ristorante on Exchange Street both deliver, and Seneca Lake State Park puts a swimming beach about ten minutes east of downtown.

Hammondsport

Keuka Lake is surrounded by green trees in Hammondsport, New York.
Keuka Lake is surrounded by green trees in Hammondsport, New York.

Hammondsport punches way above its weight. Glenn H. Curtiss flew the first official public airplane flight in the United States from the town's Pleasant Valley in 1908, then went on to build America's first commercial airplane and win the 1908 Scientific American Trophy with it. The Glenn H. Curtiss Museum on Lake Street keeps restored Curtiss aircraft, motorcycles, and aviation artifacts across 60,000 square feet, plus a working restoration shop. For a town of under 1,000 people at the southern tip of Keuka Lake's Y-shape, that is a lot of history. And there is more: the Pleasant Valley Wine Company nearby is U.S. Bonded Winery No. 1, founded in 1860 and still producing Great Western wines. The Finger Lakes Boating Museum and Depot Park both sit on the waterfront, and Burgers and Beer of Hammondsport, the Timber Stone Grill, and Wise Guys Pizzeria keep the downtown fed at lunch and dinner.

Geneseo

Historic downtown street of Geneseo, New York.
Historic downtown street of Geneseo, New York. Image credit JWCohen via Shutterstock.com

Geneseo's entire Main Street has been a National Historic Landmark District since 1991, one of only a handful of working downtowns in the country to hold that title. The Wadsworth Homestead, built right at the start of the 19th century, has been lived in by the Wadsworth family ever since, the same family that founded the town back in the 1790s. SUNY Geneseo, on the south end, brings about 5,000 undergraduates and the easy college-town buzz that comes with them. Out at the Geneseo Airport, the National Warplane Museum keeps a C-47 named Whiskey 7 that actually flew paratroopers over Normandy on D-Day. And if you want to stay the night inside the history, Temple Hill Bed and Breakfast operates out of an 1826 three-story brick mansion.

Eleven Versions Of Small

Here is the throughline: every one of these eleven towns pairs its lake (or its gorge, in Trumansburg's case) with a downtown that has held onto its 19th-century bones and at least one thing that exists nowhere else. Skaneateles has its mailboat. Hammondsport has Curtiss and his airplanes. Seneca Falls has the suffrage movement. Corning has the glass. Geneva has Rose Hill. Stack it all up and the Finger Lakes still cram more small-town variety into a hundred-mile radius than just about anywhere in the eastern US, and the best part is that you can hop between most of them in under an hour.

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