Join Calvert Woodley for an exclusive preview tasting of their 2026 Fall catalog, featuring over 125 wines from across the globe. 6:00 - 8:00 p.m. Tickets cost $40 per person.

Fish Shop is welcoming fall with its Harvest Moon Party, a lively celebration bringing together some of the region’s best local purveyors for a night of food, free flowing drinks and live music. You can eat and drink your way through the party with food stations, specialty cocktails, Scotch tastings, an oyster-shucking station and a tuna-carving demonstration. Featured purveyors include Forager Imports, Other Half Brewing, Don Ciccio e Figli, Double T Oysters, Moon Valley Farms, Dreaming Out Loud, Twin Bears Bakery and Tophat Baywater, with more names still to come. Taking inspiration from the Harvest Moon and the abundance of the fall harvest, the event celebrates the fishers, farmers and makers behind Fish Shop while highlighting the ingredients and products that shape the restaurant’s menu. $75 per person, available via SevenRoom

DC SCORES will bring together soccer, poetry, music, and community for One Night One Goal, its biggest fundraiser of the year, at Audi Field. The evening will feature D.C.’s soccer stars alongside premier DMV artists, including performances by Batalá Washington, bassist Emory Diggs, former D.C. Youth Poet Laureate Marjan Naderi, K-Love the Poet, and more. Guests can also look forward to appearances from Washington Spirit and D.C. United players, a Poetry Lounge presented with support from Busboys and Poets, a live auction, food, beverages, and more. All proceeds will benefit DC SCORES and its soccer, poetry, and service-learning programs serving more than 2,500 local youth. Click HERE to grab your tickets and to learn more.

Boxwood Winery will host its sixth annual Local Oyster Riot in the Vineyard on Sunday, October 11, from noon to 3:00 p.m. at its award-winning Middleburg winery. Set in the Vineyard Pavilion and surrounded by the property’s picturesque vines, the afternoon will feature fresh local oysters from The Seaside Oyster Company, complete with on-site shucking, along with live music from The Lost Locals. Tickets are $95 for adults and $25 for children ages 12 and younger, with taxes, fees, and gratuities additional. Tickets are limited, so advance reservations are encouraged. Click HERE to grab your tickets.

For one exceptional evening, enjoy an omakase experience created to showcase the depth, precision, and elegance of seven distinctive Bollinger Champagnes. Hosted by Cyril Delarue, a sixth-generation member of the Bollinger family and Global Sales Director for Champagne Bollinger, this intimate dinner offers you a rare opportunity to explore the House's signature rich, Pinot Noir-driven style through a luxurious progression of pairings, including the highlight of the evening, the 2013 La Côte Aux Enfants Champagne. Availability is extremely limited for this intimate, private dining experience. They invite you to reserve your place for an evening that brings together one of Champagne's most revered houses. Tickets cost $795 per person.

Jônt welcomes Hundred Acre, one of Napa Valley’s most revered and sought after producers for an intimate, single-seating wine dinner. A curated selection of Hundred Acre wines will be paired with a tasting menu composed exclusively for the evening by Jônt’s culinary team.

Jônt hosts a special reunion between pastry chefs Yoonjung Oh and Eunji Lee, who worked together at three-MICHELIN-starred Jungsik. Lee (‘26 North America’s 50Best Pastry Chef) is the pastry chef behind acclaimed NYC pastry boutique and dessert gallery Lysée (named New York’s Best Bakery by The New York Times). They bring the spirit of Lysée to Jônt’s intimate 17-seat chef’s counter with a collaborative five-course dessert tasting, accompanied by three savory snacks and a savory course from Chef Ryan Ratino. Tickets $195 pp, NA pairings $60, wine pairings $125. Reservations.

Join for an evening with Carla Hall celebrating her latest cookbook, Carla Bakes. Enjoy a conversation with Carla, book-inspired bites by Chef Joe Marshall and Chef Kareem “Mr. Bake” Queeman, and take home a signed copy. Event is from 6:00 - 8:00 p.m.

For two nights, the most Scottish room on the Eastern Shore goes Japanese. Chef Hirohisa Hayashi takes over The Stewart, in Easton, MD. With Hiro preparing for these special evenings, these two nights are a rare chance to eat his cooking outside of New York City. The whole menu is à la carte, so a Michelin-starred meal can be as brief as a few pieces of sushi and a pour of Japanese whisky at the bar, or as long as a table of sushi, soba and vintage Champagne. Soba anchors the menu, with four dishes that show how much range one noodle can have. For the weekend, The Stewart adds a lineup of Japanese whiskies to its impressive Scotch collection, so you can pour them side by side under landscape oil paintings of the Highlands and a room full of tartan. Two nights only. Book now as a few seats are left for this unique experience.

Chef Amy Brandwein invites you to join her for a special edition of STELA, inspired by her recent culinary journey through Vienna, Graz, Trieste and Venice. Titled from the Adriatic to the Alps, the eight-course tasting menu will celebrate the flavors, traditions and discoveries from her travels, with dishes ranging from Venetian salt-baked branzino and blueberry pappardelle to a collection of specialties inspired by Trieste. Hosted in Centrolina’s intimate Chef’s Salon, the evening will offer a unique opportunity to experience Chef Amy’s interpretation of the region’s cuisine, guided by her philosophy that “simple is exquisite.” Tickets cost $175 per person with an additional $25 per person wine pairing available. To purchase a ticket, click here.