downtown penn yan

A Local’s Favorite Things to Do in Penn Yan, NY

The Finger Lakes region is a vast expanse that stretches over 9,000 miles in Upstate New York. Within this area, there are dozens of towns and villages that overlook each of our beautiful lakes. For first-time visitors, deciding where to stay can seem overwhelming. If you’re planning a getaway to this region, consider staying in Penn Yan! Perched at the northernmost tip of Keuka Lake, this historic village is the perfect destination for a quiet family vacation. Discover some of the many amazing things to do in Penn Yan, NY.

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About Penn Yan, NY

There are two distinct areas of Penn Yan. First, there’s the historic downtown village. This quaint district features some fantastic locally owned shops, restaurants, and more. Exploring this area is an excellent way to spend an afternoon during your stay. While you’re there, you may feel as though you’ve wandered into Pennsylvania Dutch country, with the many Amish eateries around. You’re not imagining things; this region is known for having the largest horse-and-buggy community in the state of New York. There are a few Amish settlements nearby as well. This salt-of-the-earth mentality reflects in the attractions found in downtown Penn Yan.

Once you’ve enjoyed the historic district, head to the greater Penn Yan region, which stretches almost to Seneca Lake. Here, you’ll find a fantastic range of wineries and farm-to-table restaurants. The vineyards in Penn Yan are members of both the Seneca Lake and Keuka Lake wine trails.

Our Favorite Things to Do in Penn Yan, NY

Enjoy Some Penn Yan, NY, Shopping

The Windmill Farm and Craft Market

We love spending time at a farmers market, and The Windmill Farm & Craft Market is one of our favorites! It’s the oldest of its kind in Upstate New York and runs from the last Saturday in April until the second Saturday in December. That means it’s also one of the longest-running markets in terms of its open season as well! The produce here is the highlight of the market, as well as the vendors selling prepared foods, souvenirs, and flowers.

Oak Hill Bulk Foods

If you’re staying in one of our gorgeous vacation rentals and are looking for some quality snacks or groceries to stock in the fridge, head to Oak Hill Bulk Foods. They offer a wide variety of goods, including Amish cheese imported from Pennsylvania. Head to their in-store deli, bakery, or cafe to find some delicious prepared items.

Tour Penn Yan, NY, Wineries, Distilleries, and Breweries

Fox Run Vineyards

Fox Run Vineyards’ motto is simple: drink wine, be happy. We agree! They strive to make their wines approachable. Whether you’re a connoisseur of the drink or an amateur taster, Fox Run’s wines will appeal to you. They offer tours of the vineyard and the winemaking facility for just $5, though kids aged 15 or younger are free. You can also enjoy a flight at their tasting room, which is only $5 for a taste of five wines. Be sure to also stop by their cafe, which offers cheese boards as well as delicious entrees. If you’re visiting in early August, the Garlic Festival is not to be missed! This fragrant bulb is celebrated with garlicky cooking demonstrations, live music, and local vendors. Admission to the festival is free!

Keuka Spring Vineyards

If you’d like to stay close to Keuka Lake and historic Penn Yan, head to Keuka Spring Vineyards. It’s just two miles from the downtown district and features delicious wines and a gorgeous view of Keuka Lake. Every detail has been considered, from the wine itself to your experience in their tasting room. Plus, their wide selection of wines means that you’ll be able to find something to your tastes.

Earle Estates Meadery

If you’re searching for something different, head to Earle Estates Meadery. They offer an outstanding selection of meads in many varieties and blends. You’ll be surprised when you see the many ways that you can enjoy this classic honey wine. Their tasting room overlooks Seneca Lake and offers views of the surrounding farmlands.

Enjoy a Dinner at a Penn Yan, NY, Restaurant

Top of the Lake

A trip to Penn Yan isn’t complete without visiting Top of the Lake! You won’t be able to enjoy a better view anywhere in Penn Yan. If you’re planning a special event, consider renting one of their gorgeous waterfront rooms or their private deck. The menu here is a mix between classic and more upscale American fare. Whether you’re dining with the kids or are enjoying a date night, this is an excellent spot!

Keuka Restaurant

Located in the heart of downtown Penn Yan, Keuka Restaurant is known for its amazing barbecue. From their smoked brisket sandwich to their pulled pork nachos, they also have plenty of ways that you can enjoy these slow-cooked meats. Their menu also featured more refined dishes, like lobster ravioli or center-cut filet mignon. This is a great place for families, as the menu’s variety makes it easy for even the pickiest of eaters to find something.

Silverbird Woodfired

If you just want a delicious slice of pizza and a cold beer, head to Silverbird Woodfired. This gastropub is a fantastic option for casual dining. There are some fantastic options here for kids, as well as some lighter options!

Book Your Next Getaway to the Finger Lakes Region!

Sailfish Cottage

Are you ready to enjoy the many things to do in Penn Yan, NY? Then book your stay with Finger Lakes Premier Properties today! We have an outstanding selection of rentals in the region, including a few homes in Penn Yan. Consider booking Sailfish Cottage, a two-bedroom, two-bathroom home that features quality furnishings and is just a short walk from many of the town’s best attractions. This is the perfect property for your summer vacation. The beach in front of the home has a gradual slant, making it ideal for swimming. Spend your days in the lake and your evenings enjoying a dinner on the deck, which overlooks the lake.

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