• Father’s Day at Robibero Winery

    Robibero Winery 714 Albany Post Road, New Paltz, NY, United States

    Enjoy $5 craft NYS Beer, discounted wine tastings for fathers, and live music! Give dad a break from BBQ-ing and enjoy our famous wood-fired pizza while challenging dad to a game of Cornhole. What is better than wine, beer, pizza, games, and live music?

    Free
  • A Taste of Broadway “Waitress”

    Shadowland Stages 157 Canal Street, Ellenville, NY, United States

    Shadowland Stages kicks off 40 YEARS of live theatre magic in 2025! Come see "Waitress" the Tony Award Nominated musical (2:00pm) coupled with lunch (11:45am) at Gaby's Cafe!

    $79 – $109
  • Shawangunk Wine Trail Presents: Harvest the Hudson – A Celebration of Cool-Climate Wines

    This September, wine lovers are invited to embark on an unforgettable tasting journey during Harvest the Hudson, a self-guided event along the Shawangunk Wine Trail. From September 18–28, guests will experience the region’s most celebrated cool-climate wines—including Cabernet Franc, Riesling, Seyval Blanc, and beyond—at six participating Hudson Valley wineries: City Winery Hudson Valley, Whitecliff Vineyard, […]

    $35
  • Paws & Pours for Prevention

    Benmarl Winery 156 Highland Avenue, Marlboro, NY

    Bring the kids, the dog, and your friends to Benmarl Winery on Saturday, September 27, 2025. There is no registration fee. Food and wine for purchase. Sit back and taste wines while listening to live music on a scenic hillside. The day includes a silent auction and children's activities. Hosted by Compassion Veterinary Center, Stone […]

    Free
  • 3rd Annual Oktoberfest at Rough Cut Brewing

    Rough Cut Brewing 5945 Route 44-55, Kerhonkson

    German food, live music, stein-holding contests, raffles, and our freshly brewed Rough Cut Oktoberfest.

  • Pine Hill Comedy Lodge

    Belleayre Lodge 15 Hostel Dr, Pine Hill, NY, United States

    Join Belleayre Lodge in a night full of laughs with Pine Hill Comedy Lodge! Food & drinks at 6:30pm with showtime at 7:30pm! Donations to the comedians are suggested!

  • Love’s a Joke Comedy Tour

    DENIZEN Theatre Water Street Market, 10 Main Street, Suite 501, New Paltz, NY

    Love's a Joke is a raucous and not-to-miss comedy tour as America’s funniest entertainers and comedy couples take the stage to dish on marriage, sex, divorce, parenthood, dogs, fighting, weddings, and more! They got married so you don't have to! Featuring Max Cohen & Vicky Kuperman and hosted by Scout Durwood! 

    $20 – $25
  • Love’s a Joke Comedy Tour

    Phoenicia Playhouse 10 Church Street, Phoenicia, NY

    Love's a Joke is a raucous and not-to-miss comedy tour as America’s funniest entertainers and comedy couples take the stage to dish on marriage, sex, divorce, parenthood, dogs, fighting, weddings, and more! They got married so you don't have to! Featuring Max Cohen & Vicky Kuperman and hosted by Vicki Ferentinos! 

    $20 – $25
  • Hudson Valley Craft Beverage Festival

    Twin Star Orchards 155 N Ohioville Rd, New Paltz, United States

    Sip, savor, and celebrate at this year’s Hudson Valley Craft Beverage Festival! Enjoy tastings from local breweries, cideries, and distilleries, set against the backdrop of rolling orchards, live music, and farm-fresh food. It’s the perfect blend of local flavor and laid-back fun! VIP entry and 2 sessions - please see website for more details!

    $9 – $30
  • Marlon Wayans: Wild Child Tour

    UPAC 601 Broadway, Kingston, NY, United States

    Get ready for a night of raw laughter as comedy icon Marlon Wayans brings his Wild Child Tour to the UPAC in Kingston. Expect unfiltered stories, bold humor and multiple moments where you’ll laugh until you cry (or nearly). Don’t miss one of the funniest nights of the year!

    $45 – $95