Main Street in downtown Canandaigua, New York. Editorial credit: Ritu Manoj Jethani / Shutterstock.com.

6 Friendliest Towns to Visit in the Finger Lakes in 2024

While the Finger Lakes region is well-known for its lovely landscapes and rich history, this beautiful vacation destination is also where you’ll find some of Upstate New York’s friendlies small towns. Named after the 11 long, narrow lakes that when looked at on a map resemble the fingers of a hand, the area is a hub of tourism that attracts millions of visitors annually.

Characterized by rolling hills, lush vineyards, and those sparkling lakes, the region also serves as the perfect backdrop for outdoor activities such as hiking, boating, and camping. Adding to the appeal are the many friendly communities dotted around 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 offering unique attractions and a warm, inviting ambiance.

Skaneateles

Pier and boats docked in the Skaneateles Lake, one of the Finger Lakes
Pier and boats docked in the Skaneateles Lake, one of the Finger Lakes, via PQK / Shutterstock.com

Located at the northern tip of Skaneateles Lake, the town of Skaneateles is popular among travelers seeking a Finger Lakes getaway. A popular summer retreat for New Yorkers since the late 1800s, the star attraction is Skaneateles Lake itself. Famed its crystal clear, clean water, it’s a hub for recreational activities like boating, fishing, swimming… or just soaking up the views. These same views can also be enjoyed at friendly local wineries, too, most notably the 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. More can be learned about the town and its lake at the Skaneateles Historical Society Museum, a good place to begin a visit.

Penn Yan

Keuka Lake in Penn Yan, New York
Keuka Lake in Penn Yan, New York. Editorial credit: PQK / Shutterstock.com.

Penn Yan, situated at the northeastern tip of Keuka Lake, is a charming town with a village-like vibe that’s known for its scenic beauty and welcoming atmosphere. Its name, a blend of "Pennsylvania" and "Yankee" that reflects the diverse origins of its early settlers, certainly reflects the quirky nature of its setting as Keuka Lake boasts a unique Y-shape, with its west branch adding a whole other area to explore by boat or kayak.

Those visiting in 2024 will want to ensure one or two of the nearby vineyards are included on their Penn Yan travel itinerary. Favorites include Fox Run Vineyards and Dr. Konstantin Frank Winery, both offering 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

Vibrant buildings along the main street of Geneva, New York
Vibrant buildings along the main street of Geneva, New York. Editorial credit: Spiroview Inc / Shutterstock.com

One of the best-known small towns in the Finger Lakes region, Geneva’s picture-perfect setting at the northern end of Seneca Lake has long been a draw for visitors. Part of the friendly vibe comes from its being home to Hobart and William Smith Colleges, providing a youthful vibe that permeates the downtown area and sets the pace for the town’s cultural scene. Must-visits in 2024 include Seneca Lake State Park, a 141-acre green space adjacent to the lake with boat launches, swimming areas, and a giant splash pad for the kids.

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

Watkins Glen

Pier on Seneca Lake in Watkins Glen, New York.
Pier on Seneca Lake in Watkins Glen, New York.

Head down to the southern tip of Seneca Lake and you’ll find yourself in Watkins Glen, another traditional New York summer vacation spot. Top attractions here include Watkins Glen State Park, an area of outstanding natural beauty that’s popular for its dramatic gorge and cascading waterfalls, both accessible by 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 included on this scenic driving route.

The town's friendliness is highlighted by its roster of annual events including the Finger Lakes Wine Festival in late July. As any race fan will tell you, the town is also famous for the Watkins Glen International racetrack which hosts major events such as the NASCAR Cup Series. The International Motor Racing Research Center is also worth visiting.

Hammondsport

Aerial view of Hammondsport, New York.
Aerial view of Hammondsport, New York. Image credit: Ak1047 via Wikimedia Commons.

Located at the southern end of Keuka Lake, Hammondsport 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 facility, so be sure to allow plenty of time to thoroughly explore its collection of old planes, cars, and motorbikes. Several fun events are planned for 2024, too, including air shows and car shows, so check the attraction’s website for details and dates.

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

Canandaigua

Main Street in downtown Canandaigua, New York
Main Street in downtown Canandaigua, New York. Editorial credit: Ritu Manoj Jethani / Shutterstock.com

Set on the northern tip of Canandaigua Lake, the small town of Canandaigua draws its name from the Seneca language and quite literally translates as "The Chosen Spot," an extremely apt name as anyone who has ever been there can vouch. Centuries later, this “chosen spot” remains a special place to visit with numerous attractions to explore. Topping most peoples’ lists is the beautiful Sonnenberg Gardens & Mansion State Historic Park. Covering 50 acres, the gardens are matched in the looks department by the park’s elegant old manor house. Built in 1887 by a prominent New York City banker, it can (and should) be toured.

Geographically, Canandaigua is extremely 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 ample opportunities to stop for some tours and taskings 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 Canandaigua's locals.

The Final Word

There’s no denying the fact that the Finger Lakes region of New York is one of the prettiest parts of the Northeastern United States. Pay a visit and a treasure trove of friendly small towns will be revealed, each presenting a unique blend of natural beauty, historical significance… and, of course, that warm hospitality the region is so well known for. And 2024 in particular is a good time to visit, with everything from vineyards to family-friendly festivals to participate in. So Whether you're seeking outdoor adventures or simply a welcoming place to kick back and relax, these six of the friendliest towns in the Finger Lakes are just waiting to be visited.

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