Best Things to do in Penn Yan New York

The village of Penn Yan New York in the Finger Lakes

Heading to the Finger Lakes? Be sure to check out all the best things to do in Penn Yan, New York one of the most charming villages and towns located on Keuka Lake, one of the 11 Finger Lakes that make up this gorgeous upstate New York destination ideal for a getaway any season.

See what keeps bringing us back to the region to keep exploring in our Finger Lakes photography post and all the best things to do in the Finger Lakes to help you plan your trip to exploring this amazing area that is truly one of the most underrated destinations in the US!

Also, see why Penn Yan is one of our favorites and picks for best towns in the Finger Lakes!

Background Info on Penn Yan, New York & Keuka Lake

View at Keuka Spring Vineyard

Penn Yan, New York is located on the north end of the east branch of Keuka Lake, the Y shaped and most unique of shaped bodies of water in the region also known to locals as, “crooked lake.”

The name of Penn Yan, New York comes from ‘Pennsylvania Yankee,” as most of the early colonist settlers were from Pennsylvania and New England.

The town’s first building records date back to 1799, however, there is much older history of settlement here from the Native Americans including Owasco and Seneca natives that inhabited this region well before the colonists arrived as well as the area being a hotbed for glacial activity that make up the geographical history of this area.

While we know that the name Penn Yan is derived from the colonists, the name Keuka Lake actually has origins tied back to the Native Americans meaning, “Canoe Landing.”

Keuka Lake also flows in both north and south directions, which is unique to this Y shaped Finger Lake and actually flows into Seneca Lake.

Evangelist colonists starting arriving in 1787, by 1829 the birth of wine making in the region had begun with the purposes of making sacramental wine. During this time, the first official winery in the Finger Lakes opened, Pleasant Valley Wine Company, which is still open today was just one of the first who discovered the ideal winemaking climate in this region before the entire region exploded for its excellent wine scene and what we know of it as today.

Besides being a thriving wine scene, Penn Yan, New York was played a key role in trade for agriculture.

Through the late 19th century and throughout the 20th century, Penn Yan, New York also saw an influx in Danish immigrants as well as an increase in the agriculture industry including dairy farms. You can a large community of Amish and Mennonites in the area that contributes to much of the agriculture and farms in the area to this day.

Things to do in Penn Yan

Explore the Village

Penn Yan Diner in Penn Yan New YorkOne of the best things to do in Penn Yan is enjoy the charming village and downtown that’s filled with 19th-century store fronts filled today with cafes, restaurants, shops, and other businesses that make it one of our favorite towns in New York.

The charming downtown is a picturesque Main Street USA, your idealized turn of the 20th-century American town that still has that old school charm to it.

Our favorite stops include the superior coffee and beans at Amity Coffee Co. and the incredible food in the adorable Penn Yan Diner.

See the World’s Largest Pancake Griddle

Birkett Mills in Penn Yan New YorkAnyone else a fan of wacky roadside attractions? If so, this next thing to do in Penn Yan, New York is for you! The village is home to the world’s largest pancake griddle!

Spanning 28 feet across and weighing in at 20,000 lbs this giant pancake griddle was used to create the world’s largest pancake in 1987! One might wonder how you would even get enough batter to make a huge pancake, with the help of a cement mixer, the record-breaking pancake and a crane was used to flip the flapjack!

You can find the griddle hanging on the outside of the Birkett Mills building, one of the historic mills dating back to the history of Penn Yan, New York’s agriculture trade days which is still in use and is one of the world’s largest Buckwheat manufacturers as well as #1 in the United States and has been operating since 1797!

We aren’t going to lie, that’s some pretty impressive publicity even to this day!

Keuka Outlet Trail

The Keuka Outlet Trail in Penn Yan New York Finger Lakes Wine regionOne of the best things to do in Penn Yan, New York is enjoy the pretty scenery and nature that surrounds this town on the Keuka Outlet Trail. Located along the 7-mile river that connects Keuka Lake to Seneca Lake, the only two lakes that have a connecting body of water in the Finger Lakes! You can walk along the serene wooded trail starting in Penn Yan all the way to Dresden.

The trail itself is 6.8 miles and its easy to just do a section of the trail if you’re shorter on time or looking for a walk that has less of a time and distance commitment.

In the warmer months you will find that the trail is accessed mostly by walkers, some cyclists, joggers, and even horseback riding. In the winter, when there’s a blanket of snow this trail becomes popular with cross country skiers and snowmobiles.

Along the trail, you can also find Seneca Mills Falls, one of two waterfalls along the Keuka Outlet Trail. Just further than a mile away are the second falls, Cascade Mills Falls. If you’re interested in just seeing the waterfalls, we recommend parking at one then walking along the trail to the other to help shave time off your walk if you can’t complete the entire 6.8 mile hike.

If you’re starting in Penn Yan, park your car in the parking lot behind Birkett Mills and make your way to the trail, this is how we prefer to do it. However, the trail officially starts at the Village of Penn Yan Sports Complex, once you park there you can make your way to the official trailhead.

If you’re into exploring waterfalls in New York be sure to also check out the best waterfalls in the Finger Lakes too while you’re here!

Wine Trails

Megan looking at vineyards in the Finger LakesOne of the best things about Penn Yan, New York is that you’re in the Finger Lakes Wine Country region home to some of the best winemaking on the East coast of the US and one of our favorite places to taste around! Better yet, you’re close to not only one wine trail but two!

The Keuka Lake Wine Trail is obviously around Keuka Lake and then you also are close to the west side of the Seneca Lake Wine Trail which are stacked with wineries, breweries, cideries, and even mead!

Keuka Lake also has two significant wineries to not only the region but wineries that changed the landscape of wine in Northeast America. 

As mentioned before, Pleasant Valley Wine Company is the first winery in the region operating since 1797 starting out making sacramental wine to all kinds of your favorite varietals today. This is a historic stop and great thing to do near Penn Yan if you’re looking to explore the wine making past of the region.

Next, overlooking Keuka Lake is one of the best wineries in the region. Dr. Konstantin Frank, aka  Dr. Frank is responsible for making the wine region what it is today.

Dr. Frank is the reason the Finger Lakes wine gets the global attention it deserves. He was an immigrant from Ukraine who introduced the vinifera grape varieties to the region which in turn introduced European wines to the Northeastern US and shaping and elevating the landscape of winemaking in the region.

The Windmill Farm Craft & Market

The Windmill Farm and Craft Market near Penn Yan new york in the finger lakesIf you find yourself exploring all the best things to do in Penn Yan, New York on the weekend then you will want to swing by The Windmill Farm Craft & Market and come hungry!

There are over 200 vendors here selling all sorts of goodies from everything including food stalls, homemade crafts, local food products, and all sorts of arts and crafts products made locally!

They are only open on Saturdays in April through November, so be sure to plan your visit carefully to not miss out on all the fun going on here.

Keuka Lake State Park

Keuka-Lake-from-above in the Finger LakesAnother awesome thing to do in Penn Yan, New York is drive over to Keuka Lake State Park on the shores of Keuka Lake’s north end of the west branch of the Y. This gorgeous waterfront state park offers over 620 acres of forest and waterfront property where you can picnic along the shores, go for a hike, hunt, fish, camp, and launch your boat into Keuka Lake for a fun day on the water.

In the winter months, there are also great trails for cross country skiing and snowmobiling too making it a great year-round park to visit.

Where to Stay Near Penn Yan, New York

aerial view of Penn Yan New York

Be sure to explore our entire guide for where to stay in the Finger Lakes to pick which hotel, B&B, or house rental you should get for your getaway.

One of our top picks for where to stay in Penn Yan, New York is this charming B&B. The Willows Bed and Breakfast is an upscale B&B located on its own private beach. Besides enjoying your cozy room you can relax next to the garden, kayak, go on a boat tour, or fish on the lake. There are 6 different rooms to choose from for a relaxing and amazing vacation on the lake.

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