Cassinelli Winery & Vineyards

I wrote a poem about this place. Here goes!
13,200 pennies laminated to the bar,
Distilling machines, dim lights, but not too dark.
Tasteful decorations, aesthetically pleasing bottles of art,
You should probably wait until 5, but 11:30 can be a good time to start.

Bad Alfred is the owner,
He’s always surrounded, but seems to thrive as a loner.
He hasn’t had a day off since early September,
Today it’s mid October.
50+ years over- but I promise his heart is a stunner.

Josh and Tad are the bartenders,
They’re something I call “the beer-benders”
To which it seems, my money, I have to surrender.
What brought us all together,
Well, I don’t really remember.

I’m just glad to be here.

We've been visiting Al once a year the past four years on our annual trip to Chestertown and it's gets better every time! We love the atmosphere he's created and both the food and distilled selections are always delicious!

Homemade distillery with excellent gin and brandy. Owned by Purple Heart Veteran who makes you feel right at home. Excellent drinks and even better conversation. Don't miss this place!

The pizza was GREAT. Nice spot to get a cold IPA Beer and pizza. Stop in and enjoy a local beer

Great atmosphere, very welcoming, and a fun drink menu! Highly recommended!

Very good spirits, especially the vodka and gin.

Wood fired pizza was delicious,!

One of my favorite watering holes.

Best place in Chestertown!

Love this place

FIY: This business is actually a distillery now and does not have their wines served at the bar.

However, the distilled spirits that are available for tasting are excellent! I especially loved the Jen's Gin, which had a fascinating herbal blend. This is a distillery to watch.

TL;DR - Don't go for the wine trail, but still go!

Good beer and wine, great staff.

Stopped in for a drink and small bite. Atmosphere was only so-so.There wasn't much food, so we opted to try the house made whiskey. Big mistake. It was actually undrinkable, we paid and left the drinks on the bar. Literally never done that before. Worse was the bartender that looked like he had the WORST job on earth, he was unhappy, confused, rude. I'm told by a local that yes, that sums up the place, but that some of the other house-made spirits are better.

NOT a winery. Even though they are wearing Cassinelli winery shirts (?), the guy at the bar looked at me like I had a 2nd and a 3rd head when I asked if they served wine. I didn't try their spirits, but the beer they had on draft is something I wouldn't wash my shoes off with.