inner limits duo

Sunday, April 6th

1:00 to 4:00 pm

The Inner LImits Duo will be joining us on Sunday, April 6th, for Sunday afternoon music from 1-4 pm.

Kento’s food truck will be on site with their amazing Japanese style hibachi cooking. Have a great meal, or take home your Sunday Supper. You can’t go wrong either way.

We’ll be offering our lineup of whites and reds, along with beer on tap, cold ciders, sodas and sparkling water.

There is no outside alcohol allowed on the premises.. We’re a non smoking venue.

We’ll be open from Noon to 5 pm.

Jen Sennett & Cooper Morris

Sunday, April 13th

1:00 - 4:00 pm

Jen Sennett and Cooper Morris return to the Cheshire tasting room for an afternoon of music. You know their music is awesome, so come on out to see them!

Kento’s food truck will also be on site with their awesome menu of Japanese style hibachi cooking. If you don’t feel like eating while you’re here, you can always get a “to go” meal.

We’ll have our full lineup of whites, reds, signature Pinot Noirs, cold hard ciders and local beers on tap.

Remember that no outside alcohol is permitted, and we’re a non smoking venue.

We’re open Noon to 5.

Closed for Easter sunday

Sunday, April 20

We'll be closed on Easter Sunday, but we'll be open for regular tasting hours on Saturday, April 19th, from Noon - 5 pm. We hope that you all have a wonderful day with your families and we hope to see you soon.

Timothy Patrick & gus russell

Sunday, April 27 2025

1-4 pm

Timothy Patrick will be back Sunday, April 27 from 1-4 with his own brand of Rock, Blues, Pop, Country and Humor! This time he’s bringing another favorite, Gus Russell, to join in the fun and entertainment. Let’s give them a warm welcome!

We’ll be offering our lineup of whites and reds, along with beer on tap, ciders, sodas and sparkling waters.

We’re a non-smoking venue and ask that you don’t bring in outside alcohol.

We’ll be open from Noon to 5 pm.

Jackie Jae & Jason Cowsill

Sunday, May 4th

1 - 4 pm

Jackie Jae & Jason Cowsill return to the Cheshire tasting room. Sunday afternoon music is winding down. So come on out and see this great duo!

We’ll be offering our lineup of whites and reds, along with beer on tap, ciders, sodas and sparkling waters.

We’re a non-smoking venue and ask that you don’t bring in outside alcohol.

We’ll be open from Noon to 5 pm.

Timothy Patrick for mother’s day

& KENTO’s Food truck

Sunday, May 11th — Mother’s Day!

1-4 pm

Timothy Patrick will be back with special songs for Mom and lots of humor too. Should be lots of fun! Why not bring Mom out to enjoy an afternoon at Bennett Vineyards?

Kento’s will be on site with their amazing Japanese style hibachi cooking so you can have a meal or get one for Mom to take home so she doesn’t have to cook.

We’ll have our amazing wines, beers on tap, hard ciders and non-alcoholic beverages.

We are a non-smoking venue.

We’ll be open from Noon to 5 pm.

Jen Sennett & Cooper Morris

Sunday, May 18th

1:00 - 4:00 pm

Jen Sennett and Cooper Morris are back in the Cheshire tasting room for an afternoon of Sunday music. You know their music is awesome, so come on out to see them!

Kento’s food truck will also be on site with their awesome menu of Japanese style hibachi cooking. If you don’t feel like eating while you’re here, you can always get a “to go” meal.

We’ll have our full lineup of whites, reds, signature Pinot Noirs, cold hard ciders and local beers on tap.

Remember that no outside alcohol is permitted, and we’re a non smoking venue.

We’re open Noon to 5.

Rewind & on your way bbq

Friday, May 23rd

6 to 9 pm

We’re kicking off Memorial Day Weekend with Rewind and their hits from the 50s and 60s. We hope you love this band as much as we do. They’ll be on the deck, with you on the lawn. We’ll have chairs set up, but feel free to bring your own, or even pop ups if you want!

What goes better with Rock ‘n Roll than a Cruise In? Come on in with your classic car. Summer’s on the way, so bring your car out for everyone to enjoy.

On Your Way BBQ will be here with BBQ that feels like Summer as well. So good, so good!

We appreciate your support of the bands and food trucks that come out each week, and we know they do too. We hope to see lots of you this weekend as we get the Summer Season off to a great start!

We’ll have our amazing lineup of whites and reds, as well as local beers on tap, ciders, sodas and waters.

We’ll be open from 3 - 9 pm.

Riffle and kento’s

Saturday, May 24th

6:00 to 9:00 pm

Memorial Day Weekend continues with Riffle on Saturday, May 24th from 6 to 9. They are always a fun band to have at the Tasting Room. We love to see you all out here dancing!

Our food truck for the event is Kento’s. They have some amazing Japanese style hibachi cooking. Please come out and give them your support.

We’ll have our full lineup of whites, reds, signature Pinot Noirs, cold hard ciders and local beers on tap.

The band will be on the deck, with lots of space on our lawn. We’ll have tables and chairs set up, but you can bring your own chairs and pop ups if you’d like to choose your own spot. Remember to check the weather to see if you need a jacket.

NO outside alcohol is allowed on the premises. We’re a no smoking venue, and there is no smoking in the tasting room, grassy areas or tent.

We’ll be open from Noon to 9 pm

Joanne Broh Band

Sunday, May 26th

1 to 4 pm

Come on out and enjoy the afternoon. as the Joanne Broh Band rocks the stage from 1-4 pm. They’ll be on the deck of the house adjacent to the tasting room, with you on the lawn.

We’ll have our full lineup of whites, reds, signature Pinot Noirs, cold hard ciders and local beers on tap.

Remember that NO outside alcohol is permitted, and we’re a non smoking venue. That means no smoking in the tasting room, tent or grassy areas.

We be open from Noon to 5 pm.

the survivors

& Kico’s bbq

Friday, June 13th

6 to 9 pm

Hey Everyone….The Survivors are back!! Cruise on out to Bennett Vineyards on Friday, June 13th, from 6-9 pm. We know they have lots of followers. We all love their music and it’s so great to dance to.

The band will be on the deck, with you on the lawn. You can grab a seat or bring your own. You may want to bring a jacket if the evenings are still cool.

Kico’s BBQ is coming out to add some awesome food to the lineup. What’s not to love about great BBQ, right? Please support the food truck if possible.

We’ll have our full lineup of whites, reds, signature Pinot Noirs, cold hard ciders and local beers on tap.

Come out for an evening of great music, food and of course wine.

Remember that NO outside alcohol is permitted, and we’re a non smoking venue. That means no smoking in the tasting room, tent or grassy areas.

We’re open 3 - 9 pm.