6 Friendliest Cities to Visit in the Finger Lakes in 2024

While the Finger Lakes region is known for its beautiful scenery and rich history, this beautiful vacation destination is also home to some of Upstate New York’s friendliest small towns. Named for the 11 long, narrow lakes that resemble the fingers of a hand on a map, the area is a tourist hotspot that draws millions of visitors each year.

Characterized by rolling hills, lush vineyards, and those sparkling lakes, the region also makes for the perfect backdrop for outdoor activities like hiking, boating, and camping. Adding to the appeal are the many friendly communities scattered throughout the region, each offering the kind of quaint and intimate experience that makes visitors feel right at home. Here are six of the friendliest towns to visit in the Finger Lakes in 2024, each with unique attractions and a warm, inviting ambiance.

Skaneateles

Situated at the northern tip of Skaneateles Lake, the town of Skaneateles is popular with travelers looking for a Finger Lakes getaway. A popular summer destination for New Yorkers since the late 1800s, the star attraction is Skaneateles Lake itself. Famous for its crystal clear, clean waters, it’s a hub for recreational activities like boating, fishing, swimming… or just enjoying the view. These same views can also be enjoyed at friendly local wineries, most notably nearby Anyela’s Vineyards (tastings and tours are available).

You can also experience the town’s friendliness at popular annual events like the month-long Skaneateles Music Festival in August and the always fun Dickens Christmas Festival. You can learn more about the town and the lake at the Skaneateles Historical Society Museum, a great place to start a visit.

Penn Yan

Located on the northeastern tip of Keuka Lake, Penn Yan is a charming town with a small-town feel known for its scenic beauty and welcoming atmosphere. The name, a blend of “Pennsylvania” and “Yankee” to reflect the diverse origins of its early settlers, certainly reflects the quirky nature of the area, as Keuka Lake has a unique Y-shape, with its western branch adding a whole new area to explore by boat or kayak.

Those visiting in 2024 will want to make sure to include one or two of the nearby wineries on their Penn Yan itinerary. Favorites include Fox Run Vineyards and Dr. Konstantin Frank Winery, both of which offer summer tours and tastings. Also fun are the town’s weekly farmers market and events like the Keuka Arts Festival and the annual Harvest Festival, both great times to mix and mingle with friendly locals.

Geneva

One of the Finger Lakes region’s best-known small towns, Geneva’s picture-perfect setting at the northern end of Seneca Lake has long been a draw for visitors. Part of its friendly vibe comes from the fact that it’s home to Hobart and William Smith Colleges, which lends a youthful vibe to the downtown area and sets the tone for the city’s cultural scene. Must-sees in 2024 include Seneca Lake State Park, a 350-acre (141-hectare) green space bordering the lake with boat ramps, swimming areas and a giant water playground for the kids.

Rose Hill Mansion is another highlight. Built in 1839, this elegant estate is now a must-visit museum with period furnishings and decor still intact. Other fun things to do in Geneva include catching a show at the Smith Opera House, a cultural landmark since it opened in 1894 and still hosting top artists in 2024. A taste of local neighborliness can also be experienced at events in the city, such as the Geneva Music Festival and the Cruisin’ Night & Block Party in July.

Watkins Glen

Head to the southern tip of Seneca Lake and you’ll find Watkins Glen, another traditional New York vacation destination. Top attractions here include Watkins Glen State Park, an area of ​​outstanding natural beauty popular for its dramatic gorge and waterfalls, both accessible via an extensive network of hiking trails. Another great way to get to know the area is to follow the Seneca Lake Wine Trail, with popular local wineries like Lakewood Vineyards and Castel Grisch Winery along this scenic drive.

The friendliness of the city is emphasized by the annual events, including the Finger Lakes Wine Festival in late July. As any racing fan will tell you, the city is also famous for the Watkins Glen International Raceway, which hosts major events such as the NASCAR Cup Series. The International Motor Racing Research Center is also worth a visit.

Hammondsport

Hammondsport is located at the southern end of Keuka Lake and is perhaps best known as the home of aviation pioneer Glenn H. Curtiss, whose legacy is celebrated at the Glenn H. Curtiss Museum. It’s a large complex, so make sure you leave plenty of time to explore the collection of vintage planes, cars, and motorcycles in depth. There are also several fun events planned for 2024, including air shows and car shows, so check the attraction’s website for more information and dates.

Pulteney Square Historic District in downtown Hammondsport is also a must-visit. This charming area is home to the beautiful Village Green with its lovely old bandstand, a great place to spend some time for a stroll or a sit. It is also the site of the Hammondsport Festival of Crafts in August 2024, a popular event that offers a great opportunity to get to know this friendly town better.

Canadian

The town of Canandaigua, located at the northern tip of Canandaigua Lake, takes its name from the Seneca language and literally means “The Chosen Place,” a very fitting name, as anyone who has ever been there can attest. Centuries later, this “chosen place” remains a special place to visit with countless attractions to explore. At the top of most people’s list is the beautiful Sonnenberg Gardens & Mansion State Historic Park. The gardens cover 50 acres and are matched in appearance by the park’s elegant old mansion. Built in 1887 by a prominent New York City banker, it can (and should) be visited.

Geographically, Canandaigua is exceptionally picturesque. Surrounded by rolling hills, vineyards and farmland, a great way to see the best of the area is via the Canandaigua Wine Trail, with plenty of opportunities to stop for a number of tours and engagements along the way. Highlights of a visit in 2024 include the Canandaigua Art & Music Festival in July, the perfect opportunity to fully appreciate the warm and welcoming nature of the Canandaigua locals.

The last word

There’s no denying that New York’s Finger Lakes region is one of the most beautiful parts of the Northeastern United States. Visit, and you’ll be met with a wealth of friendly small towns, each with a unique blend of natural beauty, historical significance… and, of course, that warm hospitality the region is known for. And 2024 in particular is a great time to visit, with everything from vineyards to family-friendly festivals to attend. So whether you’re looking for outdoor adventures or just a welcoming place to kick back and relax, these six of the friendliest towns in the Finger Lakes are just waiting to be explored.