Cigars under The Oaks – SOLD OUT
Cigars under The Oaks – SOLD OUT
Cigars Under the Oaks at Jessie’s Grove Winery
One of Jessie’s Grove’s most anticipated nights of the year returns—an elevated and exclusive evening of fine wine, premium cigars, exceptional cuisine, and live music beneath the historic oaks.
Join us at Jessie’s Grove Winery for Cigars Under the Oaks, an unforgettable fall experience designed for guests looking to slow down, indulge, and enjoy an evening unlike any other. Set beneath the beautiful trees of the Grove, this ticketed event brings together incredible food, Jessie’s Grove wines, premium cigars, and live entertainment for a sophisticated night of great flavors and even better company.
Date: October 23, 2026
Time: 6:00–9:00 PM
Location: The Grove at Jessie’s Grove Winery
Tickets: $85 per person | $75 for Wine Club Members
An Elevated Evening Under the Oaks
Your evening begins with a complimentary premium cigar provided by Stogies, paired with a glass of Jessie’s Grove wine and an exclusive port barrel tasting.
Stogies will be onsite throughout the evening, giving guests the opportunity to explore their cigar offerings. Your ticket includes a complimentary cigar, with the option to upgrade your selection or purchase additional cigars directly from Stogies onsite.
As the evening unfolds, settle in beneath the oaks and enjoy a full BBQ-inspired dinner by Parks Barks BBQ, alongside live music by the William Sconce Band. From the first pour to the final cigar, every element of the night has been brought together to create an elevated and memorable experience at Jessie’s Grove.
Special Event Wine Policy – All Guests
During private ticketed events, all guests are required to purchase wine through our event wine service. Previously purchased wines, including Wine Club pickup bottles, may not be opened or consumed during the event.
Wine Club pickups are welcome; however, all bottles must remain unopened until after the event.
Dinner Menu By Parks Barks BBQ
The evening will feature a generous catered buffet centered around bold, smoky flavors designed to complement the wines, port, and cigar experience.
Cherrywood Grilled Picanha
Tender picanha grilled over cherrywood, bringing together the rich flavor of the beef with a subtle, smoky finish.
BBQ Glazed Chicken Thighs
Juicy chicken thighs finished with a flavorful BBQ glaze for the perfect balance of savory, smoky, and sweet.
Brisket Fried Rice
A hearty fried rice featuring tender brisket, adding a rich and savory BBQ-inspired twist to a classic favorite.
Seasonal Roasted Vegetables
A selection of seasonal vegetables roasted until tender and flavorful, providing a fresh complement to the grilled meats and hearty sides.
Ciabatta Bread & Butter
Fresh ciabatta bread served with butter to round out the meal.
Dessert
Dark Chocolate Chunk Cookies
Rich cookies loaded with dark chocolate chunks for a decadent finish to the evening.
Your Ticket Includes
- Complimentary premium cigar from Stogies
- Opportunity to upgrade or purchase additional cigars onsite
- Full catered BBQ-inspired dinner
- Exclusive port barrel tasting
- One glass of Jessie’s Grove wine
- Wine Bar open to purchase
- Live music by the William Sconce Band
- An elevated evening beneath the historic oaks at Jessie’s Grove Winery
Gather your friends and join us for one of the most anticipated nights of the year. Sip exceptional wine, savor an incredible meal, discover premium cigars, and enjoy live music as the sun goes down over the Grove.
Cigars Under the Oaks is more than a night out—it’s an elevated and exclusive Jessie’s Grove experience created to be savored.
Space is limited. Reserve your place beneath the oaks and be part of an unforgettable evening at Jessie’s Grove Winery.