Things to Do in Penn Yan (Finger Lakes Wine Country)

Need a scenic Finger Lakes escape with lakeside charm and winding wine trails? I’ve got just the place—head to Penn Yan! I found this gem at the northern tip of Keuka Lake, and you’ll love it as much as I did. From vineyard views to peaceful paddles, Penn Yan offers that rare mix of serenity and vibrancy. Whether you’re kayaking, wine tasting, or browsing Amish markets, you’ll feel the small-town charm wrap around you in all the best ways.

Penn Yan, NY Highlights:

• Want some water adventure? Kayak or paddle Keuka Lake – I rented a kayak from a local outfitter and glided across those crystal-clear waters. You’ll love the peaceful shoreline and views that go on forever.
• If you’re into history like I am: Explore the Oliver House Museum – I walked through this 19th-century home and got a real feel for the area’s past. You’ll pick up more than a few fascinating facts here.
• Ready to shop? Don’t miss the Windmill Farm & Craft Market – I spent hours browsing handmade goods and snacking on Amish baked treats. You’ll want to bring home more than you expected.
• Planning a couples’ escape? Sip your way along the Keuka Lake Wine Trail – I tasted some of my favorite Finger Lakes wines at Heron Hill and Keuka Spring. You’ll find both beauty and flavor in every stop.
• With the family? Try the Keuka Outlet Trail – I biked it once and loved the waterfalls and shady paths. You’ll enjoy spotting wildlife and pausing at peaceful creek bends.

Best Time to Visit Penn Yan, NY

For the best experience, I recommend visiting between May and October. I’ve visited in summer and fall, and each season brought something special—sunny boating days, lush vineyards, and crisp autumn leaves during harvest festivals. You’ll never run out of things to see or taste.

How to Get to Penn Yan, NY

• Driving in? I took NY-14A and found it an easy, scenic route—just about an hour from Rochester and a little more from Syracuse or Ithaca. You’ll want your own wheels to explore fully.
• Flying in? I’ve used both Rochester International (ROC) and Elmira Corning (ELM) airports. You’ll be about 1 to 1.5 hours from town, and the drive in sets the tone beautifully.
• Train or bus? I found options limited, so I’d say stick with a rental car. You’ll thank yourself when you’re winding through vineyard roads at your own pace.

Where to Stay in Penn Yan, NY

• Love a cozy stay? Book the Trimmer House Bed & Breakfast – I felt transported in this beautifully restored Victorian. You’ll wake up to hearty breakfasts and warm hospitality.
• Want something modern and easy? Try the Hampton Inn Penn Yan – I stayed here for the lake views and pool, and you’ll love how comfortable and convenient it is.
• Craving countryside peace? Check out Los Gatos Bed & Breakfast – I stayed just outside town and fell in love with the gardens and homemade meals. You’ll get that perfect blend of quiet and charm.

Best Things to Do in Penn Yan, NY