2026 marks CHoW's 30th Anniversary! To celebrate, they have organized a brunch on Sunday, May 31 at Najmieh Batmanglij's Persian restaurant, JOON. The highly acclaimed restaurant is ranked #35 of Washingtonian magazine's top 100 DMV restaurants.

Cowbell Seafood & Oysters kicks off their first Crabs & Crushes! Join them in front of Union Market for an easy going, high-flavor evening of steamed blue crabs, cold drinks, and a front row seat to the action.

Lulu’s Winegarden is celebrating the Kentucky Derby with a pink wine-fueled viewing party “Run for the Rosés”. From 3:00 p.m. - midnight, they will offer $45 rose bottles, 50% off rose magnums, pink juleps, and will air the most exciting two minutes in sports!

Four nights of exceptional wine and food await Heart’s Delight Wine Tasting & Auction is on May 6-9 at various iconic venues throughout Washington, DC. Guests can immerse themselves in experiences from intimate winemaker dinners to grand tastings for the 26th anniversary of Heart's Delight in celebration of the Association's life-saving impact. More information here: https://heartsdelightwineauction.org/

The 3rd Annual RAMMYS Honors will celebrate the icons and changemakers of the industry during a special evening emceed by Jummy Olabanji. The event will recognize Milestone Award Honorees and honor the 2026 Honorary RAMMY Awardee, Stratus Firm, for its contributions to elevating the prestige of The RAMMYS Awards & Gala. The evening will also feature the live announcement of the 2026 Joan Hisaoka Allied Member of the Year Award winner, selected from a distinguished group of finalists, and will conclude with a fireside chat between Symone Sanders-Townsend and Mayor Muriel Bowser as she is presented with the Duke Zeibert Capital Achievement Award. Click HERE to purchase your tickets.

Glen Echo Park’s beloved Art Walk tradition returns for the 2026 season, inviting guests to explore an evening of art, community, and creativity on the first Friday of each month from May through August. Held from 6 PM to 8 PM on May 1, June 5, July 3, and August 7, visitors can browse and purchase a diverse range of fine art while enjoying refreshments. The experience offers the opportunity to meet exhibiting artists, discover new exhibitions in the park’s Partnership Galleries, and step inside resident visual arts studios for live demonstrations and art sales. RSVPs are preferred but not required. Click HERE for more information.

The Preakness Stakes returns May 15–16 for its 151st running, continuing a storied tradition that dates back to 1873. As the middle jewel of the Triple Crown and one of the longest-running sporting events in the United States, this year’s event will take place at Laurel Park amid the redevelopment of Pimlico Race Course. Preakness 151 weekend will feature the 102nd running of the Black-Eyed Susan Stakes on Friday, along with a redesigned hospitality experience tailored to Laurel Park’s layout. Guests can expect premium offerings such as Turfside Terrace and Luxury Suites, all complemented by elevated guest service and world-class racing. Tickets are available, ranging from $285 for General Admission to $1,700 for premium hospitality experiences. Grab your tickets HERE.

Rosé season arrives in style with Spring Into Rosé, taking place on Friday, May 15 from 6:00 PM to 8:00 PM at the University of DC, located just across the street from CW. This lively evening invites guests to sip, swirl, and celebrate spring with a curated selection of rosé wines ranging from crisp and dry to fruit-forward and floral. The tasting will also feature an assortment of gourmet cheeses, breads, and charcuterie from La Cheeserie, perfectly paired to complement each pour and enhance the overall experience. Click HERE to grab your tickets.

The Taste of Iceland Festival is coming to Mallard, bringing a unique culinary experience to 1337 14th St NW from Thursday, April 23 through Saturday, April 25. Guests are invited to enjoy a special pop-up dinner beginning at 6 PM on April 23 and from 5 PM to close on April 24 and 25, featuring a collaboration between Icelandic Chef Daníel Cochran Jónsson and Mallard Chef/Partner Hamilton Johnson. Inspired by Iceland’s natural beauty and local flavors, the menu highlights ingredients such as Icelandic cod and lamb. Priced at $70 per person, the experience also offers optional add-ons, $40 wine pairings, and a full bar. Reservations are available for those looking to take part in this one-of-a-kind dining event. Click HERE to register.

Owen’s Tavern & Garden will host its Pint & Seek 2026 event from Thursday, April 23 through Sunday, April 26, inviting guests to take part in an interactive craft beer scavenger hunt. Participants can pick up a scorecard from their server or bartender, follow clues to discover and order up to nine secret beers, and submit their completed cards by April 26 for a chance to win exciting prizes. Grand prizes include special beer and food experiences, gift cards, and two VIP tickets to Snallygaster. The more points earned throughout the hunt, the greater the chances of winning, making this a must-attend experience for beer enthusiasts looking to sip, explore, and compete. Click HERE to register.