There’s something special about Halloween in the Finger Lakes. The leaves are showing off their autumn colors, the air is crisp, apple cider is flowing, and Penn Yan is ready for a week filled with costumes, community fun, and a little spooky-season magic!
Whether you’re visiting Keuka Lake for a fall getaway, planning Halloween activities with the kids, or looking for a fun night out with friends, Halloween week in Penn Yan offers plenty of ways to celebrate. From spooky corn mazes and trick-or-treating to local restaurants, cider stops, and downtown discoveries, there’s a little something for everyone.
Keep reading for your curated guide to making the most of your Halloween weekend in Penn Yan, New York!
Let the Halloween Party be the Event of the Weekend!
This weekend the opportunities to gather with friends and family at a brewery, cidery or a winery are infinite! Here are our Halloween Party Picks for the weekend:
Where: Apple Barrel Orchards • When: Friday October 30, 2026 from 5-8pm • What: Costumes encouraged, a visit from the Sanderson Sisters, Halloween displays, and more!
Where: Abandon Brewery • When: Saturday October 31, 2026 from 11am-7pm • What: North Paw Rescue Dog Costume Party & Parade, Live Music, Bounce House, Food Specials, Trick or Treating, and more!
Trick or Treat, shall we?
Get ready for a little Halloween magic in Penn Yan! Halloween falls on Saturday this year, making it the perfect excuse to get out for a trick or a treat!
Saturday, October 31, 2026 there are two fabulous trick or treat events for families to take part in!
Head to the Windmill Farm and Craft Market at 2pm for a family friendly Trick or Treat event! Stop at each participating vendor for a little candy!
Head to the Village of Penn Yan between 6:00 PM to 8:00 PM for a family fun & community supported trick or treating evening! Streets are decorated and displays are animated, businesses and homes all participate in the fun of Halloween!
Spooky Maze
For a frightful fun night, get yourself to Wagers Cider Mill Corn Maze on Friday! It is not for the faint of heart (and not recommended for young children!).
What: Spooky Corn Maze • Where: Wagers Cider Mill • When: Friday October 30, 2026 from 8-10pm
Wagers Cider Mill will be offering hard cider & donuts. Costumes are encouraged, come to conquer the maze in the dark of the night! Spooks and scares will be onsite - disclaimer: this event is not suited for young children. It is for adults that like a good scare!
Your Curated Saturday Itinerary
Begin your Halloween Saturday with Local Flavor! Rise & Shine with Buckwheat Waffles and this local recipe from Birkett Mills: https://www.thebirkettmills.com/recipe/buckwheat-waffles/
The local tip is to buy fresh from a local grocer like Morgan’s Grocer's and add apple or pumpkin spice! Take the recipe and local ingredients home with you to enjoy the local flavor all fall and winter!
Saturday Shop at the Windmill Farm and Craft Market and stay for the Trick or Treat sights, halloween crafts, the witches, and the fall flavors. This annual Halloween event is family freindly and worth a visit!
Afternoon Sips along the Seneca Lake Wine Trail are calling your name! Look for new releases of wine, old favorites before they are gone, and have a tasting with the autumn views on the lake.
Savor the fall local flavor with dinner at Dean Lane Dining. Our favorites on the menu this weekend include Seared Scallops, Grilled Pork Tenderloin, and Apple Pecan Crumble Cheesecake. Make your reservation today!
A weekend that scrumptious and savory, full of fun and freight is for the memory books! Share with us your photos and experiences by email at claudia@waterandwineweekly.com or tagging us on Facebook and Instagram! Enjoy your weekend, and Happy Halloween!
Weekly Events List
10am-5pm • Pretzel & Wine Pairing • Fulkerson Winery
11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery
3pm • Open Doors: Farm Tour • Hermann J. Wiemer Vineyard
5-7pm • The Beerocracy Brit Social at the Pub • Seneca Lake Brewing Company
5-8pm • Halloween Party • Apple Barrel Orchards
5-8pm • Farm Dinner Series • Dean Lane Dining
5-8pm • Live Music with Cooper Scotti • Keuka Lake Vineyards
6:30pm • Harvest Dinner (Reservations Req'd) • Fox Run Vineyards
6-8pm • Plant Bingo from Master Gardener Steuben Co. • Krooked Tusker Distillery
6-8pm • FLX Trivia • Lyonsmith Brewing Company
8am-4:30pm • Farmer’s Market & More • The Windmill Farm & Craft Market
9am • Saturday Yoga • Hunt Country Vineyards
10am • Guided Wine Tour • Lakewood Vineyards
10am-5pm • Pretzel & Wine Pairing • Fulkerson Winery
11am • Guided Wine Tour • Lakewood Vineyards
11am-4pm • Fall Sky Rides • Bristol Mountain Ski Resort
11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery
11am-7pm • All Day Halloween Party • Abandon Brewery
1pm • DIY Thrifted Ghost Paintings • Penn Yan Library
1-6pm • Foodtruck: Moonchots Authentic Thai • Krooked Tusker Distillery
2-4pm • Trick or Treating at the Windmill • The Windmill Farm & Craft Market
4-7pm • Live Music with Steve Grills & the Roadmasters • Steuben Brewing Company
5-8pm • Annual Halloween Bash with Shawn Duchscherer • Laurentide Brewing Company
6-8pm • Halloween Silence Dance Party • Krooked Tusker Distillery
10am • Bubbles, Brunch, & Bouquets (Reservations Req'd) • Lakewood Vineyards
10am-5pm • Sparkling Sundays • Glenora Wine Cellars
10am-5pm • Pretzel & Wine Pairing • Fulkerson Winery
11am-3pm • Boozy Coffee Flights • Krookid Leyk Distilling
11am-3pm • Sunday Brunch • Castle Grisch
11am-4pm • Fall Sky Rides • Bristol Mountain Ski Resort
11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery
1pm • Guided Wine Tour • Lakewood Vineyards
1-6pm • The British Sunday Roast & Brit Car Sunday Social • Seneca Lake Brewing Company
Thank you for reading another issue of Water & Wine Weekly! Happy Halloween to all and to all a great weekend!!
Your Local Friend - Claudia
Curating your experience in Penn Yan, New York
