Canal Park’s Middle Block transforms into a festive neighborhood pumpkin patch for the 12th annual Pumpkins in the Park, hosted by the Capitol Riverfront BID. Guests can enjoy a day filled with seasonal fun, including pumpkin decorating (while supplies last), a giant moon bounce, live music from local Zydeco band Little Red & the Renegades, a roaming magician, and a mobile photo booth.Seasonal beverages* will be available for purchase, and the first 150 registered guests will receive a complimentary seasonal beverage (alcoholic* and non-alcoholic options available) along with a fresh apple cider donut courtesy of the BID.This free, family-friendly event welcomes all ages to join in the fall festivities. Registration is encouraged but not required, and pumpkins will be distributed on a first-come, first-served basis—so early arrival is recommended!

Celebrate Día de los Muertos at The Wharf with an afternoon of music, culture, and community along the waterfront. In partnership with the Mexican Cultural Institute, Fiesta DC, and Modelo, this free outdoor celebration brings the rich traditions of Día de los Muertos to life through art, live performances, and family activities.Guests can enjoy live music from Latin Celtic band La Unica, cultural performances by De Colores, Ballet Folklorico El Tepeyac, and Fundación Elena, plus a Modelo beer garden, sugar skull decorating, and face painting for all ages. Visitors are encouraged to dress in vibrant Día de los Muertos attire, take photos with the life-sized sugar skull display, and explore hand-crafted altars honoring loved ones who have passed.As evening falls, join the community light procession from M Street Landing (near Hell’s Kitchen) to The Grove (near The Pendry) — a glowing tribute featuring LED candles carried along the waterfront.

Montreal’s acclaimed Bar Bisou Bisou takes over Silver Lyan for an exclusive Sunday Lyan event on October 26, 2025, from 5:00 to 9:00 PM. Nestled in Montreal’s historic Old Quarter and recently ranked #75 on North America’s 50 Best Bars, Bisou Bisou brings its signature flair south of the border for one night only.Guests can expect creative cocktails, Canadian conservas, and Silver Lyan surprises, as two of North America’s most imaginative bar programs join forces for an evening of world-class hospitality and flavor.Reservations are encouraged, though standing room will be available at the bar for spontaneous guests looking to sip and mingle in one of D.C.’s most stylish subterranean spaces.More info here.

Get ready to ride the rhythm at FRANCESCA Chinatown Funk Express, a high-energy Asian City Pop dance party landing at Lucky Danger Chinatown on Friday, October 17, 2025, starting at 8:00 PM. Returning to its namesake neighborhood for a brand-new stop, the event transforms Chef Tim Ma’s Lucky Danger into a glowing nightlife destination filled with music, movement, and cosmic vibes.Guests can begin the evening with dinner under Lucky Danger’s wall of lanterns, then head to the Lucky Bar for craft cocktails before hitting the dance floor. Les the DJ and Fredy J will keep the night alive with nonstop Asian grooves, while astrology readings by Yoojiflowes add a celestial touch to the celebration.Join the express and dance through the night — where food, culture, and sound collide in the heart of Chinatown.Purchase tickets here.

Georgetown Heritage invites the community to celebrate the history and spirit of the C&O Canal at the inaugural Georgetown Canal Day on Sunday, October 19, from 11:00 AM to 2:00 PM. This free, family-friendly outdoor event will feature live bluegrass music from local band Hollertown, a mini canal boat regatta, a puppet show, a kids’ dance party, and story time aboard the canal boat with Councilmember Brooke Pinto. Guests can also enjoy meet-and-greet photo opportunities with Lucy the Donkey and Kismet the Mule, as well as lawn games and complimentary treats from neighborhood businesses.Canal Day will also debut Georgetown Heritage’s new logo, inspired by iconic neighborhood landmarks such as the Farmers and Mechanics Bank dome, the Wisconsin Avenue bridge, and the historic smokestacks that nod to Georgetown’s industrial past.Presented by Provenance 1787, and supported by Martin’s Tavern and The Georgetown Preschool, the event raises funds for Georgetown Heritage’s canal boat and educational programs. Guests are encouraged to bring a picnic and enjoy a day of music, community, and local history along the Canal.

Raise a glass to new beginnings as Cork Wine Bar & Market pops up at Duke’s Counter on Tuesday, October 14, from 5:00–8:00 PM, ahead of its highly anticipated Cleveland Park opening later this fall.Guests are invited to join Cork co-owners Diane Gross and Khalid Pitts for a complimentary tasting of four wines, with full pours available for purchase alongside curated food pairings from Duke’s menu. The evening offers a special first sip of what’s to come at Cork’s new home at 3504 Connecticut Avenue NW, just steps from the Cleveland Park Metro.“We’re so grateful to Daniel and the Duke’s team for welcoming us into the neighborhood with open arms,” said Gross. “We can’t wait to pour our first glasses as neighbors.”The pop-up is free to attend, so arrive early to enjoy the tasting, meet the teams behind two of DC’s favorite neighborhood spots, and get a preview of what’s ahead for Cleveland Park’s culinary scene. 

Celebrate the spirit of the season at the Fairmont Washington, D.C., Georgetown’s 22nd Annual Tree Lighting Ceremony, taking place in the hotel’s picturesque courtyard on Tuesday, December 2nd at 5:30 PM.The courtyard will transform into a glittering crystal garden of white lights and festive décor, setting the stage for an evening of holiday cheer. Guests can enjoy live performances of seasonal favorites by the award-winning Georgetown Visitation Madrigals, while families warm up by outdoor heaters, decorate holiday cards, and indulge in sweet treats.A Master of Ceremonies and special guests will welcome Santa Claus, who will greet children and listen to their Christmas wishes beside the hotel’s life-size Gingerbread House.This free, family-friendly event also supports Horton’s Kids, a local nonprofit serving over 500 children in under-resourced communities. Guests are encouraged to bring new, unwrapped gifts such as toys, books, or games to help spread holiday joy. Donations will be accepted from November 27 through December 10.For reservations and more details, visit Fairmont’s official site.

The Washington Bar Association Foundation (WBAF) invites guests to raise a glass for a cause at their 23rd Annual Wine Tasting and Silent Auction on Thursday, October 23, 2025, from 6:00 to 8:00 PM.The tasting will be led by Jay Youmans, MW, Educational Director and Owner of the Capital Wine School, and Owner of Rock Creek Wine Merchants, who will guide attendees through a curated selection of exceptional wines. Guests will also have the opportunity to bid on dozens of unique auction items—from one-of-a-kind experiences to exclusive bottles—many of which will be on display throughout the evening.The event combines fellowship, fine wine, and philanthropy in support of the WBA Foundation’s ongoing community and educational initiatives. Please note: this is not a Capital Wine School event—Jay Youmans will participate as a guest presenter in support of the Foundation’s fundraising efforts.For more information and to purchase tickets, visit the WBA Foundation’s website.

After six unforgettable years of celebrating Latin American flavors, community, and culture, Serenata will bid farewell with a Final Night Celebration on Saturday, November 2, 2025, beginning at 6:00 PM. The evening will feature live DJ sets, guest bartenders, and one final toast with the loyal community that helped make Serenata one of D.C.’s most beloved cocktail destinations.Founded by Daniella Senior, Serenata has spent six years honoring Latin heritage through its warm hospitality and inventive cocktails. “Serenata has always been about honoring our culture, our flavors, and the people who gather around the table,” said Senior. “These six years have been filled with so much joy and community, and I could not be prouder of the team. We look forward to toasting one last time on November 2 and welcoming everyone back to experience the magic of the Coquito Bar for the holidays.”While the farewell marks the end of an era, the celebration will continue with Serenata’s transformation into a Holiday Coquito Bar Pop-Up, opening November 11, 2025, and running through January 20, 2026. The festive concept will spotlight Puerto Rican and Latin American–inspired holiday cocktails, including the signature Coquito, allowing guests to keep the spirit of Serenata alive throughout the season.Guests are invited to join the Serenata team for an evening filled with music, cocktails, and heartfelt celebration as the bar raises its final glass to six years of creativity, culture, and community.

The Yards invites Washingtonians and their furry friends to a spooktacular evening of tail-wagging fun at the annual Howl-O-Ween Bar(k) Crawl on Wednesday, October 15th, from 5:30 to 7:30 PM. The Yards’ outdoor patios will transform into a Halloween playground for pups and their humans, complete with festive cocktails, bites, and photo-worthy moments.Guests can crawl at their own pace between participating restaurants and bars, each offering specialty dog-themed cocktails and happy hour bites available for purchase. Along the way, attendees will enjoy free pup perks such as Halloween treats, bandanas, tennis balls, and doggie bags (while supplies last). Costumes are highly encouraged—snap a photo of your costumed pup, share with #BarkCrawl, and tag @TheYardsDC for a chance to win a $100 gift card to a Yards restaurant.Participating restaurants include Chloe, Emmy Squared, La Famosa, Bluejacket, District Winery, Agua 301, and Trouble Bird, each offering creative themed cocktails and bites—from Chloe’s Fly Ball cocktail and Dog Biscuit scallion bread with honey butter, to Emmy Squared’s Bloodhound Margarita and Mutt Lovers Mayhem Pizza. Other highlights include Mini Angus Sliders at La Famosa, Bratwurst with beer mustard at Bluejacket, and Paw-stor Tacos at Agua 301.The event is free to attend, with food and drinks available for purchase. Giveaways are first-come, first-served, and guests are asked to be respectful of shared community spaces and clean up after their pets. The rain date is October 22, 2025.Join The Yards for a paws-itively delightful evening of sips, snacks, costumes, and canine camaraderie—because Halloween is always better when it’s celebrated with our four-legged friends.