At 6:00 p.m., L’Ardente hosts Italian winemaker Giulia Monteleone of Monteleone, a Sicilian vineyard that benefits greatly from the volcanic soil of Mount Etna. This special wine dinner features four thoughtfully paired courses that explore the depth and elegance of these volcanic wines. L’Ardente Wine Director Kendrick Lindsey will also be on hand to help guide guests through these pairings. Tickets cost $210 (includes service charge, excludes tax). Tickets can be purchased via Resy (link here). 

Moon Rabbit celebrates AAPI Month with a special Afternoon Tea on Sunday, May 17, hosted by Susan Bae, a James Beard Foundation 2026 finalist. The experience features an all-star lineup including Manuel Sanchez, Rachel Sheriffe, and talent from Jônt, Bresca, and Press Club. Guests can enjoy a curated menu of sweet and savory bites—from Vegan Strawberry & Papaya Tartelette and Baba au Rhum to Pancakes & Caviar, Fried Chicken Flight, and Crispy Rice Salad with Egg—paired with Vietnamese coffee by “Phe,” a pop-up from bar director Thi Nguyen. Tickets are $95 per person via OpenTable, excluding tax and gratuity. Click HERE to register.

An unforgettable late-night experience unfolds on May 16 as Last Call Bar transforms its alley into a high-energy, after-hours celebration beginning at 10PM. Hosted by acclaimed mixologist and New York-style bagel maven Gina Chersevani, the night brings together a close-knit crew of longtime friends and DC creatives for a one-of-a-kind “good & naughty” gathering. Guests can indulge in made-to-order, wood-fired pizzas from John Caprio of Inforno Wood Fired Pizza—featuring cult-favorite Neapolitan pies like the Truffle Pie, Buffalo Chicken, and the signature M.V.P.—while sipping on DC Brau’s “Last Call for Lager,” courtesy of founder Brandon Skall. The alley will also feature a limited-edition merch drop by artist Kelly Towles, offering one-night-only shirts, stickers, and patches inspired by his signature street-meets-gallery aesthetic. With pizzas available for pre-purchase and a first-of-its-kind lineup kicking off a six-part series, this immersive alley party sets the tone for a night where spontaneity meets serious flavor. Click HERE to visit their website.

CJM After Sunset: JAHM Out After Hours takes place on Thursday, May 7 from 6–9 pm, inviting guests to celebrate Jewish American Heritage Month with an after-hours experience at the museum. Attendees can enjoy gin and JAHM-inspired cocktails, DIY challah cover crafting, and engaging spotlight talks throughout the space. The evening also features a themed scavenger hunt through current exhibitions and the opportunity to record personal stories with an on-site oral historian. Tickets include full access to all exhibitions, with additional food available for purchase from the Makom on a Roll food truck. Presented in partnership with Challah Back Girls, this 21+ event requires a valid ID for entry. Click HERE to grab your tickets.

Throughout May, H&H Bagels partners with Good Girl Snacks for a limited-time release of Honey Harissa “Hot Pickle” Cream Cheese, available in stores and online. The collaboration combines H&H Bagels’ iconic New York bagels with Good Girl Snacks’ viral Hot Girl Pickles, featuring a bold blend of tropical blossom honey, harissa spice, and tangy pickles folded into signature cream cheese. The result is a sweet-heat spread designed for a playful, flavor-forward take on a classic bagel experience, available across all H&H Bagels locations and delivery platforms while supplies last. This collab is running all month long, so get it while you can!

On Friday, May 8, at 6:00 p.m., guests are invited to experience the Wines of Salento during a special four-course dinner celebrating Southern Italy’s culinary and winemaking traditions. The evening features wine pairings from Masca del Tacco, with a guided tasting led by the producer. Each course is thoughtfully matched to highlight the depth, character, and regional expression of the wines. The experience includes a $78 per person four-course dinner with wine pairings, complimentary parking, and limited seating for an intimate dining experience. 

On May 12, Give Greater DC brings the Greater Washington community together for a day dedicated to supporting women working toward safety, stability, and independence. Led by Calvary Women’s Services, the campaign raises funds to help provide critical housing, education, health, and employment support services. Community members are encouraged to participate by giving and sharing the campaign, helping expand access to resources that create lasting impact across the region.

On Wednesday, May 20, the 2026 Spring Garden Party will take place at Tudor Place Historic House & Garden from 6:00 to 9:00 p.m. Co-chairs LouLou Baker and Claire Wilder will host the evening celebration set within the historic Georgetown estate’s gardens. Guests are invited to enjoy an elegant spring gathering in a scenic outdoor setting, bringing together community members for an evening of seasonal festivities and social connection.More info here.

On May 4, Imperfecto in Washington, DC hosts an exclusive Champagne dinner featuring Charles Heidsieck and newly appointed Cellar Master Émilien Érard. Guests will begin the evening with a Champagne reception at 6:30 p.m., followed by a four-course dinner starting at 7:30 p.m. The experience includes six exceptional cuvées, including NV releases, Blanc de Blancs, Rosé, and rare vintage selections such as the 2014 Blanc des Millénaires and 2013 Charles Heidsieck. The evening highlights the heritage and craftsmanship of the historic Champagne house in an intimate dining setting.More info here.

On Saturday, May 9, the Middleburg Arts Council and the Town of Middleburg host Art in the Burg, an annual celebration of the arts held from 11 a.m. to 6 p.m. throughout downtown Middleburg. The event features more than 40 local and regional artists, plein air painting, strolling musicians, and live performances across multiple town locations. Guests can engage directly with artists while exploring the historic downtown’s shopping and dining offerings. Programming includes performances by Thapasya Bharatanatyam Dance, Jubilee Performing Arts, and the Loudoun Jazz Society, along with the VMFA on the Road Artmobile showcasing works from the Virginia Museum of Fine Arts. One juried artist will also receive the People’s Choice Award.