Downtown Penn Yan

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Downtown Penn Yan

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Welcome to Penn Yan! A village filled with flavor, fun & fellowship. Explore boutique shops, cuisine, drinks, markets, art, history & stunning Keuka Lake views.

Visit year-round & enjoy highlight events each season.

10/20/2026

🎃 Trunking or treating—or both this Saturday?

Trunk or Treat returns to Main Street in Penn Yan this Saturday, October 24, from 4–6 PM!

Bring the kids in their Halloween costumes, collect some treats, check out the creative decorated trunks, enjoy games and entertainment, and grab something to eat downtown. The Witches will be there, and Three Rivers Hots and Brats will be serving hot dogs and sausages alongside our local restaurants.

Want to join in the fun by decorating a trunk? Vehicle registration is free, and we'd love to have more community members participate!

📅 Saturday, October 24
⏰ 4–6 PM
📍 Main Street, Penn Yan (Elm to Chapel Streets)

Free admission and free trunk registration. Donations are appreciated and help keep this community event going.

The "best" trunk wins a $100 gift basket full of Hutton Farm Soaps!

Thank you to our sponsors: Jan Corning, Licensed Real Estate Salesperson, Hutton Farm Soaps Dave Boyd Music Penn Yan Community Garden and the Downtown Business Council of Penn Yan.

Register your trunk at https://givebutter.com/trunk-or-treatDOWNTOWNPY-2026

See you Saturday!

10/02/2026

So much happening downtown today!

Enjoy your First Friday in Downtown Penn Yan, rain or shine. Start your day off with some shopping at The Nest Egg, where you can enter to win a Hutton Farms Pumpkin soap when you spend $25. Stop at Staving Artist, newly restocked with Megan Walsh’s beautiful cyanotype items and Harry Orlyk’s plein air paintings. Then hit up Simplicity on Main for some retail therapy and check out their fall collection! Don’t forget to pop into Wax Pax records for new release Friday and Penny’s pick of the week.

While you’re exploring, make sure you find local sidewalk poetry, visible only when it rains, sponsored by The Arts Center of Yates County and Bluff & Vine literary magazine. Also stop in to see beautiful, affordable works by local artists at the Penn Yan Art Guild show at the Arts Center.

By then you’ll be thirsty, so pick up an apple c***r refresher featuring Wager’s C***r Mill c***r at Amity Coffee, or check out Milly’s Market and Cafe special drink. Then see what Hoban’s Spirits has going for their monthly tasting!

Tired? Refuel at fish fry Friday at the Liberty Restaurant or grab a farm fresh curated meal and seasonal cocktail at The 18th Amendment. Step out to enjoy music in the mini park from 4 to 7 pm, compliments of Dave Boyd Music. (It’ll clear up by then!) Top it off with a local apple drink at Burnt Rose W**e Bar.

Sounds like the perfect Penn Yan day!

09/30/2026

Every year, we secure cans of soup to mark vendor spaces for Fall Festival. A special thank you to Tops Friendly Markets and Vulcan this year for their donation of 240 cans! Then we tie them together, add numbers, and get them ready to go on Main Street.

After Fall Festival, we collect the cans and donate them to a local food pantry. This year they will go to Keuka Advocacy Services Team.

This morning, about 15 of us came together to get this year’s markers ready — just one of the many behind-the-scenes jobs that help bring Fall Festival to life.

A huge thank you to Leah Hawley and Joan Hansen Eldred for all the work they’ve put into making this year’s festival happen, and to all 74+ of our volunteers, our vendors, local businesses and everyone in our community who contributes their time, energy and resources.

We’re almost there! 🍂

See you Saturday for Fall Festival in Downtown Penn Yan

09/23/2026

Come home for fall. 🍂

Your favorite fall day is almost here! On October 3, downtown Penn Yan comes alive for Fall Festival — a day filled with community, creativity, family fun and all the things we love about fall in our hometown.

With 84+ arts, crafts, food and entertainment vendors, family activities, open downtown shops, and plenty to see and do, there’s a reason to make a day of it. And because it’s Homecoming Weekend, the fun starts with the morning parade and continues through the Fall Festival and football game.

A day like this takes a community to make it happen. Thank you to our 74+ volunteers, vendors, local business owners, and everyone in the Penn Yan community who helps bring this day together. Your time, energy and enthusiasm are what make events like this possible — and what makes Penn Yan feel like home.

Come celebrate fall in Penn Yan!

📅 October 3, 11 am to 4 pm
📍 Downtown Penn Yan

07/10/2026

Be part of one of Penn Yan’s favorite fall traditions!

Vendor applications are now open for our annual Fall Festival on Main Street. Thousands of visitors come downtown to shop, explore, enjoy great food, and celebrate everything we love about autumn in the Finger Lakes.

If you create handmade goods, artisan products, specialty foods, or unique gifts, we’d love to have you join us for a fun day of community, shopping, and fall festivities.

For vendor inquiries and applications, please email Leah at [email protected]

Fall Festival in Downtown Penn Yan

05/27/2026

Cruisin' Night and Block Party 2026 is powered by something special—community.

A heartfelt THANK YOU to the businesses and organizations helping bring this summer tradition to life.

Musical Entertainment Sponsors
🎤 WaxPax Records & Yates Concert Series

Event Sponsors
🕺 The Flower Cart And Gift Shoppe, Coach & Equipment Manufacturing Corporation, Friendly Dodge Chrysler Jeep Ram of Penn Yan, Lake Beverage Corporation, Yates County Chamber of Commerce, Cam's Pizzeria, Penn Yan, Walton’s Service Center, Payroll Vault Penn Yan, NY, Mozaic, Fritz Trailer Sales, and Main Street Laundromat.

Cruisin’ Night & Block Party Committee & Community Partners
😊 The Potters’ Gallery, Hoban Spirits, Dave Boyd Music, 18th Amendment Kitchen & Cocktail Bar, Burnt Rose W**e Bar & Restaurant, Jan Corning Yoga, Jan Corning Realty, The Nest Egg, Arts Center of Yates County, Milly’s Pantry, The Liberty Restaurant, Finger Lakes Bed & Breakfast at Hutton, WaveFirst Media, WaxPax Records, Payroll Vault, and Keuka Candy Emporium.

Because of your support, Main Street comes alive. Thank you for helping us keep this tradition rolling!

See you on June 5th from 4 to 8 pm for the Cruisin' Night and Block Party in Downtown Penn Yan!

What to expect:
Music by
🎸 Madelyn Rose Full Band
🎸 Decades Band

Kids corner
🎈 Cotton candy, popcorn, crafting table, balloon artist, and face painting by Mozaic and volunteers.

Food
🍜 Downtown Penn Yan retail shops and dining will be open! Consider making a reservation.
🚚 Food trucks include Chris B., Three Rivers Hots & Brats, Wholesome Wonders, Rise & Thrive Coffee, Moonchot's Authentic Thai Cuisine, Seneca Farms, Jenny Drink-Ups, Penn Yan Elks Lodge #1722, and Honey Bee Home Bakes.

04/26/2026

Polish it up, fire it up, and bring it downtown! It’s time to show off what you’ve been building in your garage.

This is your invitation to come show your car at this year’s Cruisin’ Night on Friday, June 5 from 4 to 8 pm in downtown Penn Yan.

Pre-register for $20 and roll in with perks:
-Welcome bag for every driver
-Commemorative t-shirt for the first 100 registrants

Day-of registration available on-site for $30.

We’ve got a fun-filled evening planned for all:

-Live music with the Decades Band and Unparallel Band
-Food trucks serving everything from comfort classics to sweet treats
-Kids’ zone hosted by Mozaic
-Restaurant specials all across downtown

To be part of the lineup, register
-through the following link: https://givebutter.com/cruisin-night-copy-q5gpmz
-on our website downtownbusinesscouncilpy.com,
-or sign up in person at the Nest Egg.

Thank you for supporting local and helping Penn Yan thrive!

📸 Riley Earl Films

Address

Penn Yan, NY

Website

https://downtownbusinesscouncilpy.com/

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