Wine Cellar Dinner

Brotherhood Underground • 4 Course Wine Pairing

Course 1: Pumpkin Ravioli. Paired with Brotherhood Dry Riesling.

Course 2: Local Kale Caesar Salad. Paired with Casas Patronales Sauvignon Blanc.

Course 3: Black Dirt Bourbon Marinated Pork Tenderloin. Paired with Casas Patronales Carmenere.

Course 4: Poached Autumn Pear. Paired with Brotherhood Holiday Wine. Cinnamon Marscapone or Chocolate Truffle. Paired with Brotherhood Ruby Port

Wednesday November 13, 2019 6:30 PM

$75 per person


Murder Mystery Dinner

Merry turns to murder on the set of Kringle's Variety Hour Christmas Special. Join Santa and his guests for a jingle bell rockin' night of holiday cheer, Yuletide hilarity and a ho-ho-ho-homicide.

Saturday, December 7th 2019 7:00 PM

$75 per per person
Dinner, Show and Open Wine Bar

Only 160 Tickets Available!

Must be 21 or older to attend. Tickets are non-refundable.


Sweetest Weekend Ever!

The Sweetest Weekend Ever! takes over Brotherhood Winery, America's Oldest Winery. The weekend will be filled up with the Northeast's Best and Most Scrumptious Candy, Chocolate and Handcrafted Sweets and 50+ vendors. Take advantage of the Towers of Fondue and the First ever Sundae & Milkshake Bar! Sample the finest Wines, Liquors and Crafted Beverages from around the Hudson Valley. Win the Golden Ticket!  $1000 in cash as well as 100s of great prizes.  For all questions and inquiries please email the Sweetest Weekend Ever directly at or call (845) 590-1915.

Saturday, November 30th
Sunday, December 1st
12:00 - 5:00 PM

$25 General Admission


Wreath Fineries

Jump into the holiday spirit and get your shopping started early with Wreath Fineries at the Wineries, the Shawangunk Wine Trail’s exciting annual holiday event!

Our 15 member wineries will be decked out for the holidays, waiting for your arrival! The fun begins when you check-in at your starting winery. There you'll receive a souvenir wine glass, a grapevine wreath, a Shawangunk Wine Trail ornament and a wine tasting, then proceed on a self-guided tour to the other member wineries, receiving wine tastings and a snazzy new ornament to decorate your wreath at each stop along the way!

November 23-24

December 7-8 & 14-15



Celebrate the Last Day of Grape Stomping w/ live music from THE TONEBENDERS. Featuring special seasonal brews from: The Mill House Brewing Company, Adirondack Brewery, Roscoe Beer Company, Spaten Brewery and Franziskaner. Wines and Ciders from Brotherhood, America’s Oldest Winery.

Food by 1839 Restaurant & Bar: Grilled Bratwurst with Beer Simmered Onions, Frankfurters with Sauerkraut, Warm Bavarian Jumbo Pretzels, Classic Braised Beef Sauerbraten with Sweet and Sour Braised Red Cabbage and more!

Tickets include a Wine OR Beer Tasting complete with a souvenir wine or beer glass. Food is available for purchase.

Sunday October 20, 2019 1-5 PM

$15 General Admission


Halloween Ball

170 years ago a family of explorers and winemakers began hand digging undergound tunnels in Washingtonville, New York. Come celebrate All Hallows Eve below the surface of the earth from where this historical holiday was born. 2009 marked the resurrection of the spirit of Halloween in our historical cellars with an EPIC party that lasted far deeper into the night than anyone had anticipated. Everyone who participated went over-the-top with their costumes to impress the "Secret" judges. We know this year's party will surpass all expectations, so get your tickets sooner than never! Tickets are ALL INCLUSIVE & EXTREMELY limited.

Saturday October 26, 2019 7:00-11:00 PM

$60 General Admission


Grape Stomping

Celebrate the end of summer at Brotherhood Winery with some good old-fashioned grape stomping.

Music and fun for the whole family!

September 2019: 7, 8, 14, 15, 21, 22, 28, 29

October 2019: 5, 6, 12, 13, 19, 20

Every Saturday and Sunday 1:00 PM - 5:00 PM


Wine & Sangria Pig Roast

When was the last time you were invited to a genuine old school wine and sangria pig roast festival? You know, the kind where the music is jamming, the food is awesome and the wine and sangria are flowing like smooth heavenly creeks? What? You’ve never actually been to one of these? Well now, we suggest you start swinging by Brotherhood Winery each year in August where you can join FOX Radio and experience legendary Hickory BBQ & Smokehouse serving up a pig roast BBQ like Brotherhood Winery serves up wine and FOX Radio serves up music!

Saturday August 24, 2019 1:00-5:00 PM

$60 General Admission


Seafood & Wine Festival

Enjoy seafood creations from the Hudson Valley‘s top chefs, restaurants and caterers. This day will be pure seafood bliss - there will also be meat, vegan and gluten-free options. We have hired top chefs to make it a memorable and delicious seafood day that pairs well with award winning wines from Brotherhood Winery and some really great local craft beers from the Hudson Valley. Kids 12 and under enter free. Stick around and listen to our party band the Hey Nows! Enjoy options like lobster rolls, seafood paella, fried fish, calamari and a raw bar!

August 3 & 4, 2019 • 1-5:30 PM

$20 General Admission


Wine & Beer Festival

Brotherhood, America’s Oldest Winery is proud to announce our annual Wine & Beer Festival for 2019!

The event will feature Brotherhood’s famous collection of wines along with many of your favorite local and regional craft breweries including:

Ballast Point Brewing Company, Brooklyn Brewery, Captain Lawrence, Coney Island, Ithaca Beer Company, Keegan Ales, Magic Hat, Newburgh Brewing Company, New Belgium, Oyster Bay, Saranac, Shiner, Shipyard, Sly Fox, Two Roads.

Saturday July 13, 2019
1 PM to 5 PM
$60 Tickets • Inc. wine, beer and BBQ.


Wines & Bites

Wake up those taste buds and get ready for the Hudson Valley’s yummiest wine and food tasting event, “Wines & Bites!” May 18 and 19, 2019 on the Shawangunk Wine Trail.

Receive a souvenir wine glass at the starting winery of your choice and enjoy wine tastings at all member wineries. Each winery will offer select food bites of either cheeses, meats, salads, pastas, or desserts paired with your tasting.

Explore our wineries at your own pace over the course of one or two days on a self-guided tour of the SWT at your own pace. 10-5pm both days.


Death of a Gangster

The Murder Mystery Co. presents

A Murder Mystery Comedy Dinner

In this “married to the mob” event, you’ll never know who to trust. With the two families merging together, someone is bound to lose power, which means someone will lose their life! Solve this case with your fellow detectives.

Flapper dresses, zoot suits, feather boas and headbands, pinstriped suits and fedoras are all appropriate. Traditional wedding attire is nifty too!

Saturday, May 4th 2019 at 7:00 PM.
$75 per person all inclusive:
Dinner, Show and Open Wine / Beer Bar


Mac & Cheese Festival

Mac and Cheese Festival Advertisement

Attendees this year will be able to sample Mac & Cheese creations from some of the finest restaurants and Chefs in the Hudson Valley. Entry with all tickets will include a free tour of the winery and your taste buds will decide who will be crowned King of the Mac and Cheese with all tickets. This is a family event kids 10 and under are free and we are expecting this event to be sold out before it begins. So take a look around the website and take advantage of the Early Bird ticket pricing and enjoy a day totally devoted to Mac & Cheese!

Saturday April 27, 2019 1:00 - 5:00 PM

$30 General Admission

Children 10 and under eat FREE