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Rustic buildings along a street in the town of Skaneateles, New York. Editorial credit: debra millet / Shutterstock.com

8 Oldest Founded Small Towns to Visit in the Finger Lakes

There are many reasons to visit the Finger Lakes in western New York. The eleven lakes are bordered by Lake Ontario and the Catskills and Adirondack mountain ranges. This region is famous for outdoor activities like hiking, biking, fishing, and camping. It is also a region steeped in history and culture. It has deep roots in viticulture, and New York is transforming into a global wine destination.

The history of the grape in this region dates to the early 19th century. There are over 150 wineries today, and the wine-centric region has been compared to the Rhine Valley in Germany. These eight towns are among the oldest in the area, with unique histories, compact downtowns, and magnificent wine-tasting rooms. In short, they embody the region's rugged yet friendly spirit.

Canandaigua

Luxury boats docked in front of The Lake House on Canandaigua.
Luxury boats docked in front of The Lake House on Canandaigua. Editorial credit: PQK / Shutterstock.com

Canandaigua, translated from the Native American "chosen spot," is an apt moniker for this scenic Finger Lakes town. It was settled in the later 1700s and has grown immensely over the past two centuries. To this end, the walkable town is filled with historic landmarks, such as Sonnenberg Gardens and Mansion State Park. The beloved 50-acre estate is one of only two New York State Parks System public gardens. The stunning Victorian home, with its turrets, multi-layers, and rustic brick facade, whisks you away to the 19th century.

The Ontario County Courthouse is the historic centerpiece of the downtown area. The Greek-Revival brick structure was constructed in 1858 and is a significant piece of women's history. Susan B. Anthony stood trial here in 1873 for illegal voting, which paved the way for the ratification of the 19th Amendment in 1920. While visiting Canadaigua, stop at the New York Kitchen for an elegant display of the region's signature food and wine.

Seneca Falls

The village of Seneca Falls, New York, just before sundown.
The village of Seneca Falls, New York, just before sundown. Editorial credit: debra millet / Shutterstock.com

Seneca Falls is a historic hamlet most notable for being the birthplace of Women's Rights. Settled in 1790, the town grew around the Seneca River and became a center of industry before playing a pivotal role in the fight for gender equality. The Seneca Falls Historic District comprises 25 streets over 360 acres and 50 structures throughout the Central Business and Sackett Districts. The first Women’s Rights Convention was held here in 1848, and the district has been on the National Register of Historic Places since 1966.

The town's historic significance can be explored at the Seneca Falls Historical Society and Mansion. The 23-room Victorian mansion is open for visitors throughout the week. Don’t forget to visit the library, which is open for research, and the Beehive, a separate building that, on the right day, sells candy, ice cream, and water. For more history, one can opt for the Seneca Falls Walking Tour, which covers rustic landmarks like the 1798 Globe Hotel and the 1833 Old Trinity Episcopal Church.

Skaneateles

Businesses lined along a street in the town of Skaneateles, New York.
Businesses lined along a street in the town of Skaneateles, New York. Editorial credit: PQK / Shutterstock.com

Like most villages in the Finger Lakes region, Skaneateles is picturesque, with a clear blue lake running alongside a vibrant downtown area. The town was founded in 1830 and developed into a prosperous agricultural and trade center. The Historic District features prominent architectural styles from the 1830s and has been on the National Register since 1984. The 59 structures are primarily around East Genesee Street and contain Greek Revival, Federal, and Italianate edifices.

Historic landmarks include the late 19th-century Thorne House and the mid-1800s Cobweb Cottage. The Victorian-style Thorne House has intricate woodwork and expansive porches, while the Gothic-Revival Cobweb Cottage features pointed arches and steep gables. These architectural styles are a tangible way to walk through different historical periods, making Skaneateles one of the most charming villages in the region. After the history, one can head over to Thayer Park for some waterfront walking trails that are perfect for ending a day in New York.

Ithaca

Cornell University in Ithaca, New York.
The Cornell University Campus in Ithaca, New York. Editorial credit: Jay Yuan / Shutterstock.com

Founded in 1790, Ithaca sits along the shores of Cayuga Lake and has long been a vibrant center for education, culture, and natural beauty. As a key transportation hub in the early 19th century, it connected lake trade routes to the Erie Canal system, helping it grow into one of the Finger Lakes' most prominent towns. Today, Ithaca is best known as the home of Cornell University and the Herbert F. Johnson Museum of Art, both of which contribute to its lively and intellectual atmosphere. History enthusiasts adore the Cornell University campus, as it houses landmarks such as the 1875 Sage Hall and 1887 Barnes Hall.

Beyond its academic reputation, Ithaca is also famous for its stunning waterfalls, with Ithaca Falls just a short distance from downtown. The Downtown Ithaca Commons, a pedestrian-friendly four-block area, is a hub for retailers, restaurants, and cultural events. Visitors can enjoy a meal at the beloved Moosewood Restaurant, known for its pioneering vegetarian cuisine, or browse the shelves of Buffalo Street Books for a cozy literary retreat.

Aurora

Wells College campus in Aurora, New York.
Wells College campus in Aurora, New York. Editorial credit: PQK / Shutterstock.com.

The picturesque village of Aurora, established in 1795, is famous for its historic inns, wineries, and lakeside charm. It was a flourishing trade town in the early 19th century, with merchants benefiting from Cayuga Lake’s proximity. Today, the Inns of Aurora Resort and Spa is a premier getaway with six different accommodations, including the historic Aurora Inn and E.B. Morgan House. Nearby, the Aurora Village-Wells College Historic District abounds with over 50 contributing properties, each with a unique story to tell.

On a different note, the 72-acre Long Point Winery is a romantic locale on the east side of Cayuga Lake, offering wine tastings and tours. The esteemed winery introduces guests to another historic side of the Finger Lake region: winemaking. The family-run winery is the culmination of the owners' dream, which came true in 1999.

Watkins Glen

Reflection and pier on Seneca Lake in Watkins Glen, New York.
Reflection and pier on Seneca Lake in Watkins Glen, New York. Image credit Meagan Marchant via Shutterstock.

Watkins Glen, settled in 1791, is a historic community surrounded by breathtaking natural beauty. Named to honor Dr. Samuel Watkins in 1852, the community quickly grew with small businesses until becoming a racing hub in the mid-20th century. One would be remiss not to visit the famed Watkins Glen International Speedway, which opened in 1948. Today, it hosts events like the Â鶹AV Sportscar Championship and NASCAR Cup Series, which are perfect for racing enthusiasts.

For nature lovers, Watkins Glen State Park is regarded as the premier state park in the area. It has a 400-foot stream that cascades over a 200-foot cliff, generating 19 waterfalls. Afterward, head to Harbor Hotel, a four-season resort with Seneca Lake views that capture the essence of the Finger Lakes, providing a perfect stay at one of the oldest towns in the region.

Waterloo

View of the small town of Waterloo in upstate New York.
View of the small town of Waterloo in upstate New York. Editorial credit: Wirestock Creators / Shutterstock.com

Waterloo is a historic village named for Waterloo, Belgium, where Napoleon was defeated. The brick buildings exude a classic Americana feel, and Memorial Day was born here. Waterloo is the place where you can celebrate this traditional American holiday. Parades roll down Main Street, featuring antique automobiles rolling past the National Memorial Day Museum.

The museum is in the William H. Burton House, commemorating this distinctively American holiday that has been a town tradition since 1865, honoring Civil War Veterans. The town was founded in 1807 and played a crucial role in shaping American remembrance traditions. There is also a touching Civil War Memorial with cenotaphs honoring Waterloo citizens who fell during the American war. After the history, drop by Station 26 Restaurant and Pub for a hearty meal or drink with the locals.

Auburn

The Seward House Museum in Auburn, New York.
The Seward House Museum in Auburn, New York.

Located at the north end of Owasco Lake, Auburn is famous for its history, arts, and cultural attractions. The town became an important center for abolitionist movements, politics, and education, and by the early 19th century, it had grown into a significant hub of reform and progress. Founded in 1793, Auburn remains one of the most historically significant towns in the Finger Lakes region.

Historic sites include national landmarks such as the Harriet Tubman National Historical Park and the Seward House Museum. The park honors Tubman, a pivotal figure for slavery, women's suffrage, and the Underground Railroad. The Seward House is a historic residence that served as the home of the New York State Senator, Governor, and Secretary of State, William Henry Seward. He was one of the most influential politicians of the 19th century. The museum offers guided tours featuring special exhibitions and scenic gardens, allowing visitors to immerse themselves in this rich historical setting. Visitors can also spend some time at Market Street Park, known for its waterfront trails.

Uncover the Finger Lakes’s Rich History

The Finger Lakes is a gorgeous part of the Empire State, with stunning natural beauty, history, and walkable towns. It provides an idyllic way to visit the state and absorb its history without the bustling crowds of New York City. Visiting any of these eight villages, especially in the fall, adds an elegant atmosphere while you explore local and national history.

Seneca Falls is a deeply historic town that played a pivotal role in the Women's Rights movements, while Watkins Glen is full of auto history. Exploring each city should be on everyone's bucket list, as each offers a unique slice of New York history. Each town offers charming lodging options, but staying in a historic inn in Aurora would be a capstone on any Finger Lakes trip.

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