The holiday season comes alive at Village at Leesburg as the shopping, dining and entertainment destination welcomes families and friends to its annual Tree Lighting Festival from 5:00 - 7:00 p.m. The celebration features holiday entertainment, visits with Santa and Mrs. Claus, family-friendly activities, and the illumination of the Village’s Christmas tree. 

Jane Jane, a RAMMY Award winner for Cocktail Program of the Year, will welcome nationally acclaimed Denver cocktail bar Lady Jane, a 2026 James Beard Award semifinalist for Outstanding Bar and a 2026 Tales of the Cocktail Spirited Awards National Top 10 nominee for Best U.S. Bar Team and Regional Top 10 honoree for Best U.S. Cocktail Bar. The two celebrated teams will join forces for the inaugural "Janesgiving," a one-night-only cocktail collaboration celebrating great drinks, good company, and genuine hospitality. From 9:00 p.m., the evening will feature a collaborative cocktail menu, plenty of Wild Turkey bourbon, and a little friendly mischief as the two bar teams kick off the holiday season together. Presented with support from Campari, Wild Turkey, and Maison Perrier, Janesgiving will bring Lady Jane's Denver hospitality to the nation's capital for an evening celebrating the friendships and connections that make the hospitality industry special. For one night, the two teams will share the bar, each contributing to a special menu highlighting their individual styles and approaches to mixology. You can also look forward to a collaborative Friendsgiving shooter, exclusive Janesgiving merchandise, and a lively atmosphere that brings together DC's bartenders, beverage professionals, industry friends, and cocktail enthusiasts. First come, first serve!

Join The Mosaic District from 5:00 - 8:00 p.m. to welcome the arrival of the holiday season with a merry and bright tree lighting filled with musical and dance performances all evening. Bring your family and friends to see Santa’s grand entrance as he spreads holiday cheer. You can meet and greet Santa in the Target lobby after the tree lighting ceremony. 

Kick off the holiday season with the Coca-Cola Holiday Caravan at Mosaic from 6:00 - 8:00 p.m.! In partnership with Angelika Film Center, experience a stop on the Caravan’s nationwide tour, complete with family-friendly fun and plenty of Coca-Cola cheer. Catch Elf on the big screen, enjoy kids activities and face painting, send a letter to Santa and soak up all the festive fun!

In partnership with URBNmarket, join The Mosaic District for two festive weekends of holiday cheer. Stroll, sip and shop from 65+ local artisans as their Holiday Market fills the streets with festive finds, handmade gifts and community cheer from 11:00 a.m. - 4:00 p.m.

Each November, historic Easton, Maryland comes alive for three days as the Waterfowl Festival celebrates the art, culture, sporting traditions and natural resources of the Eastern Shore. Since 1971, the Festival has welcomed artists, collectors, conservationists, outdoor enthusiasts, families and visitors from across the country and around the world. Throughout downtown Easton, Festival venues showcase exceptional wildlife art alongside calling competitions, retriever demonstrations, sporting activities, food, music, shopping and experiences for all ages. For more information, click here.

Join Mallard at 6:30 p.m. for an exclusive communal dining experience featuring four foie gras dishes from Chef Hamilton Johnson and a special welcome cocktail from Spirits Director Nick Farrell. They will also have optional wine pairings available for this very special dinner. Tickets cost $125 per person, plus an additional $65 per person for optional wine pairing. To purchase a ticket, click here.

At 6:00 p.m., L’Auberge Chez François will host an exclusive five-course wine dinner featuring award-winning Linden Vineyards and special guest Samantha Law Wilde, winegrower at the renowned Virginia winery. Founded in 1983 by Jim Law in the Blue Ridge Mountains, Linden Vineyards has played a pioneering role in elevating Virginia’s wine industry through innovative growing techniques and exceptional European grape varieties. Now continuing her father’s legacy, Samantha brings her passion for vineyard-focused winemaking to the family business. You will enjoy an elegant five-course dining experience crafted by Chef Jacques and his team, thoughtfully paired with four award-winning Linden wines, celebrating the best of Virginia’s wine and culinary traditions. Tickets are $195 per person, excluding tax and gratuity. Click HERE to grab your tickets.

Salamander Middleburg is launching Sheila’s Table, an intimate culinary series hosted by resort owner Sheila Johnson, with its inaugural experience November 15 through 17 featuring Chicago chef and entrepreneur Cliff Rome. The 3-day gathering will include hands-on cooking experiences, chef-led dinners at Harrimans, tastings, cocktails, and fireside conversations exploring the stories behind the food. Attendance is limited, and overnight packages are available. Each gathering will also support a charitable cause selected by the featured chef; salamanderresort.com

As part of ANU Museum’s global Challahfest, Sixth & I will host Beyond the Braid: Challah, Culture, and Identity on Sunday, November 8, at 6:30 p.m. Moderated by FOODISH founder Merav Oren, the conversation features James Beard Award-winning chef Pati Jinich and chef Alexander “Zoonder” Lachnish, exploring Jewish identity, memory, and culture through the tradition of challah. Guests can arrive at 5:00 p.m. for drinks and a challah lollipop decorating activity with Baked by Yael. Tickets are $12 for the panel or $22 with the reception; sixthandi.org