The Wisconsin Avenue Woof Walk brings a Halloween celebration to the corridor on Saturday, October 31, from 11 a.m. to 2 p.m. Originally created by Milo & Mav, the event invites dogs and their humans to enjoy doggy trick-or-treating throughout the neighborhood. Tickets are $25. At 1 p.m., the inaugural Doggy Costume Contest will take place, with space for 25 dogs to compete and five judges selecting the standouts. Costume contest tickets are $10 per dog, and those bringing multiple pups will need a separate ticket for each. Click HERE to grab your tickets.

Georgetown welcomes the season with its Fall Sidewalk Festival, a free street market filled with autumn fun. Visitors can enjoy sidewalk shopping, outdoor dining, live music, fall-inspired food and beverages, small business shopping, pumpkin painting, and more seasonal activities throughout the neighborhood. Click HERE for more information.

Lucky Dog Animal Rescue will host Casino Night on Saturday, October 17 at 7 p.m., bringing guests together for an exciting evening in support of its lifesaving work. Attendees can test their luck at craps, roulette, blackjack, poker, and baccarat while enjoying music, delicious food, specialty drinks, a silent auction, and an end-of-night raffle. VIP ticket holders will receive early access to gaming and drinks, along with exclusive time with Lucky Dog’s CEO. Cocktail attire is encouraged, and 100% of proceeds will benefit Lucky Dog Animal Rescue, a volunteer-powered 501(c)(3) dedicated to saving dogs and cats in need. A variety of sponsorship and VIP opportunities are also available. Click HERE to purchase tickets.

Sip, savor, and discover the rich wine traditions of the Balkans during a special Balkan Wine Class at Maxwell on Sunday, October 18 from 1–2:30 p.m. Led by two sommeliers, guests will taste six wines while exploring ancient wine cultures from Albania, Bosnia and Herzegovina, Bulgaria, Croatia, Kosovo, Montenegro, North Macedonia, Serbia, and Slovenia. Snacks will accompany the tasting for a flavorful journey through Eastern Europe—no suitcase required. Tickets are $60++ per person. Click HERE to grab your tickets.

On October 12 from 10:00 a.m. to 5:00 p.m. at The Universities at Shady Grove in Rockville, hospitality experts Julia Coney, Andrew Elder, and Tom Sietsema will join founder and moderator Janet Cam for an interactive exploration of wine, food, service, and the guest experience. The first session in the Psychology of Hospitality series combines expert conversation and practical learning with a three-course lunch and guided wine pairing, examining how communication, service, food, and wine shape the dining experience. Participants will also receive a Front of House Certificate of Completion for Session I; https://www.eventbrite.com/e/points-of-view-with-julia-coney-andrew-elder-and-tom-sietsema-tickets-2001001006877

Calico will host its 6th Annual Fall Festival from 1:00 - 9:00 p.m. This free to attend festival will feature pumpkin painting, live music, seasonal cocktails, cider tastings, and more. 

U.S. Nepal Gastronomy and Bombay Street Food National Harbor will host a 5-course Nepal Flood Relief Fundraising Master Class Dinner at 6:00 p.m., highlighting cuisine inspired by Bhotekoshi and other flood-impacted regions of Nepal. The $150.00 dinner will bring together chefs from Kathmandu Bar & Tapas, Himalayan Wild Yak, Tapori & Daru, Bombay Street Food, Masti Reston Town Center, and Mad Mac, with wine and reception canapés also included. 100% of proceeds will benefit Nepal’s PM Disaster Relief Fund to support communities impacted by the flooding; https://www.chautary.com/events/nepal-flood-relief-fundraising-masterclass-dinner-o8mk1d

Taco Bamba’s 9th Annual Bambathon returns, challenging all 16 locations to race to sell 1,000 tacos while supporting Smile on the World. Taco Bamba will donate $1 from every taco sold, up to $1,000 per location, to the nonprofit co-founded by Chef Victor Albisu, which provides aid and medical care to underserved communities. Bambanation members who purchase a taco that day will also receive a reward for a free taco, redeemable within the following week; tacobamba.com

Woodlawn & Pope-Leighey House will host **Countdown to the Holidays** in partnership with Arcadia and Nelly’s Needlers. This festive community celebration will kick off the holiday season with activities for all ages, including open house tours of historic Woodlawn and the Frank Lloyd Wright-designed Pope-Leighey House, a whimsical Fairy House Festival, a family scavenger hunt, seasonal food, games, and more. You can explore the historic grounds, enjoy delicious bites, and take part in hands-on activities during a fun-filled day for the whole family. Click HERE for more information.

Washington, D.C. will celebrate World Sake Day with the fifth annual **Kanpai! to Sake Day in DC** from noon to 4 p.m. at **Love, Makoto**. Led by Reiko Hirai of DC Sake cō, the event will feature tastings of more than 100 sakes alongside sushi, izakaya-inspired dishes, and Japanese specialties from Chef Makoto Okuwa’s culinary team. Tickets start at $108, with VIP experiences featuring seated lunches and guided sake pairings also available. You will also receive 10% off sake orders placed through DC Sake cō that day. Tickets are available HERE.