Make the most of your week in Penn Yan with Water & Wine Weekly

Street scene in Penn Yan, New York showcasing historic brick buildings, a restaurant with red and green striped awning, people walking on the sidewalk, parked cars, and a blue sky with some clouds.

Wine & Water Weekly is here to bring you the events of the week, to guide you in planning your visit or to simply get you out and about in your own backyard.

Come along with me, get inspired, learn a little bit about Penn Yan, enjoy what this picturesque landscape offers us, and raise a glass together (my preference is that it’s filled with a local grown grape or hop libation). Let Water & Wine Weekly show all that Penn Yan, New York has to offer!

Your Weekly Events all here in one place. What are you going to check out?

Go ahead and click on the event to get more information, I dare you!

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

5-7pm • Music by River Lynch • Abandon Brewery

5-8pm • Farm Dinner Series • Dean Lane Dining

7-9pm • Game Night: Not Your Average Trivia • Lost and Found Inn

9am-4pm • Porch Sale • Yates County History Center

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

6-9pm • Live Music by Country Line Boys • The Switz

9am-4pm • Porch Sale • Yates County History Center

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

1-10pm • Yates County Fair • Fair Grounds at 2370 Old 14A Penn Yan

6-8pm • Grapes, Griddles, & Fiddles featuring Ivy's Home Band • Fox Run Vineyards

6-8pm • FLX Trivia • Casa Mezcal

6:30pm • Concerts on the Courthouse Lawn • Yates County Courthouse Park on Main Street

9am-4pm • Porch Sale • Yates County History Center

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

1-10pm • Yates County Fair • Fair Grounds at 2370 Old 14A Penn Yan

5-7pm • Thursday’s Farmer’s Market • Point of the Bluff Vineyards

5-7pm • Family Bowling Night • Brock’s Bowl & Pizzeria

6-9pm • Live Music by Payton Clark • The Switz

9am-4pm • Porch Sale • Yates County History Center

11am-1:30pm • Food & Wine Experience • Fox Run Vineyards

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

1-10pm • Yates County Fair • Fair Grounds at 2370 Old 14A Penn Yan

3pm • Open Doors: Farm Tour • Hermann J. Wiemer Vineyard

5pm • Concerts at Lincoln Hill Farms - Dogs In A Pile • Lincoln Hill Farms

5-7pm • Music by Alex Myth • Abandon Brewery

5-8pm • Farm Dinner Series • Dean Lane Dining

6-8pm • FLX Trivia • Lyonsmith Brewing Company

6-9pm • Music and Wine Series - The Variables • Keuka Spring Vineyards

7:30-10:30pm • Live Music with C4 • The Showboat

9-11pm • FLX Trivia • Parker’s Grille & Tap House

8am-4:30pm • Farmer’s Market & More • The Windmill Farm & Craft Market 

9am-3pm • Yoga Retreat • Hunt Country Vineyards

10am-3pm • Chicken BBQ • Oak Hill

11am-2pm • Brunch • Main Deck

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

1-4pm • Live Music with Michael Caschera • Point of the Bluff Vineyards

1-10pm • Yates County Fair • Fair Grounds at 2370 Old 14A Penn Yan

3-6pm • Live Music by Yetsu • Abandon Brewing

5-8pm • Farm Dinner Series • Dean Lane Dining

5-8pm • Live Music by Jimmy Jam Band • Seneca Stag Brewing

6-11pm • Lincoln Hill Farms Bluegrass Festival • Lincoln Hill Farms

6-9pm • Music and Wine Series - St. Vith • Keuka Spring Vineyards

7-8pm • Rock N’ Bowl • Brock’s Bowl & Pizzeria

7:30-10:30pm • Live Music with Popshow • The Showboat

10pm-1am • DJ Laces • The Switz

9:30-10:30am • Flow, Sip & Support Rescue Dogs • Abandon Brewing 

11am • Boozy Coffee Flights • Crooked Leyk Distilling

11am-2pm • Brunch • Main Deck

11am-3pm • Sunday Brunch • Castle Grisch

11am-4:30pm • Tabora Cookie & Wine Pairings • Tabora Farm & Winery

Noon-4pm • Bloody Mary Sundays • Krooked Tusker Distillery

1-4pm • Music and Wine Series - Trevor Stribing & Oliver Burdo • Keuka Spring Vineyards

2-4pm • Sunday Music - Jason Dufair • Miles Wine Cellars

2-4pm • Music by North of Forty • Abandon Brewing

4-7pm • Live Music by C4 • The Switz

Water & Wine Weekly Business Sponsors

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A bottle of white wine and a glass filled with wine on a wooden surface, with a globe in the background and a few books or decorative items nearby, with the word 'Sip' in the top right corner.
A plate with a loaf of bread, some fries, and a knife stuck in the bread on a table at a restaurant or cafe.
A hand holding a colorful zippered bag with a rainbow and floral design. The bag has the phrase 'Grateful for every little thing' written on it.

Discover Penn Yan’s best offerings through my eyes! Here I’ll share my favorite picks. Tried, tested, and true - subscribe to the Water & Wine Weekly Newsletter to get a new pick each week!

Coming Soon!

People kayaking on a calm river surrounded by green trees under a blue sky with some clouds.

Let us guide you for the perfect FLX adventure

Curated Itineraries for Every Traveler for Every Adventure.

Coming soon!

Shop exclusive Water & Wine Weekly products, wearables, and more!

Coming Soon!

COMING SOON - 3 Day Wine Weekend Itinerary COMING SOON - 3 Day Wine Weekend Itinerary
COMING SOON - 3 Day Wine Weekend Itinerary
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Coming soon! Your curated 3 day weekend wine itinerary with stop by stop history and recommendations.

A woman with blonde hair and glasses smiling, resting her face on her hand, against a brick wall background.

 About Water & Wine Weekly

Thank you for stopping by! I hope you stay awhile and come back often. I started the weekly newsletter and this website for tourists and locals alike. I once was a tourist (over a decade ago) and now I’m a local, living here, working here, raising a family here! And I sure do love it!

Naturally I first fell in love with the rolling hills and cool lake breezes. But as I returned again and again, for a different season and different reason, Penn Yan stuck with me. I recall first it was the hint of grape when you drive by a vineyard and then the caramelized, roasted air that wafted down Main Street from Birkett Mills. Visit after visit my husband and I hit all the tourists stops because of my curiosity. Full disclosure - my husband was raised in Penn Yan and he knew all the ins and outs of the area to woo me! Travel & history nerd here! So, through our years of dating and early years of marriage (p.s. we got married in the Finger Lakes!) we would visit family, friends, and our favorite spots. Then the day came when our son was just 6 months old and we decided it was time to move to Penn Yan! Now 10 years later I’m here to share my love of this place with you!

I hope you enjoy this, I hope you take away some cool and fun inspiration for your next adventure. If you're planning a trip, please don’t hesitate to reach out - I’d love to personalize an experience or a 7 day itinerary for you. (FYI downloadable itineraries coming soon!)

Street scene in Lake Keuka with buildings, people walking, cars parked and traffic lights, with a blue sky and some clouds above.
Calm body of water with a small sailboat and a lighthouse on the horizon, a tree on the right.
A street view during sunset with buildings on the left and cars on the road. There are yellow pedestrian crossing signs and a digital sign displaying temperature 72°F and other information. The sky has clouds illuminated by the setting sun.
Street view with buildings, cars parked on the side, a neon sign that reads 'TAVERN', a pizza restaurant sign, and an American flag flying, under a sky with clouds at sunset.
Two children stand on a lush green lawn near a large body of water, with trees on either side and a partly cloudy sky overhead.
View of a body of water with small waves, a distant shoreline with trees, and a partly cloudy sky with some large clouds.
A rural landscape at sunset with a cloudy sky, a field of dried corn stalks in the foreground, and silhouettes of trees in the distance.
A hand holding a glass of white wine with a scenic landscape of green fields, trees, and hills under a blue sky with wispy clouds in the background.
People kayaking on a calm river surrounded by lush green trees under a bright blue sky with scattered clouds.
A row of colorful historic brick buildings with large arched windows on a city street. People are walking outside a restaurant with a green and red striped awning, while cars are parked along the street.
A vast farmland with numerous hay bales spread across the field. The sky above is partly cloudy with a mix of white fluffy clouds and patches of blue. There are some farm buildings and trees in the background.
Top view of a wooden flight flight tray with five glasses of beer on it. The tray is on a wooden table or floor.
Close-up of an open car hood showing the engine compartment, with a classic red car parked parallel in the background on a street lined with colorful buildings.
A person pouring a glass of white wine at a table with a cheese and charcuterie board. The board contains slices of cheese and salami. There is a bottle of wine, a menu, and other glasses on the table.