Maritime Magic — Baltimore's premier waterfront celebration — takes place Friday, October 2, 2026, from 6:00 to 10:00 PM at the Frederick Douglass-Isaac Myers Maritime Park, 1417 Thames Street, Baltimore, MD 21231, in historic Fells Point. Now in its 38th year, the event features food and beverages from more than 50 of Baltimore's top restaurants […]
The Baltimore Taco Festival returns to Power Plant Live! for its 9th annual edition in fall 2026. The festival traditionally takes over an entire city block surrounding Power Plant Live! at 34 Market Place, Baltimore, MD 21202 — one block from the Inner Harbor — featuring 25+ taco and food vendors, giant margarita bars, a […]
The Annapolis First Sunday Arts Festival is a free outdoor art market held the first Sunday of every month from May through November on West Street and Calvert Street in downtown Annapolis, Maryland. The October 2026 edition falls on Sunday, October 4, running from 11:00 AM to 5:00 PM. More than 150 local and regional […]
Snallygaster DC returns to Pennsylvania Avenue NW in downtown Washington, DC on Saturday, October 10, 2026, from 12:00 PM to 6:00 PM. Now in its 14th year, DC's largest outdoor craft beer festival takes over four city blocks between 3rd and 7th Streets — with the U.S. Capitol as its backdrop — featuring 450+ highly […]
The 50th Annual Fairfax City Fall Festival takes place Saturday, October 10, 2026, from 10:00 AM to 5:00 PM across historic downtown Fairfax, Virginia. What began as a small artisan market has grown into one of Northern Virginia's largest fall events — more than 400 art, craft, food, and information vendors, three stages of live […]
Whiskey on the Waterfront takes place Saturday, October 17, 2026, from 12:00 to 6:00 PM at Sagamore Spirit distillery on Baltimore's waterfront. The event is free and family-friendly, featuring food trucks, live music from 1:00 to 5:00 PM, whiskey cocktails, and the option to book distillery tours. Sagamore Spirit is at 301 East Cromwell Street, […]
The Holy Trinity Heritage Festival returns to Baltimore on Saturday, October 10 and Sunday, October 11, 2026, at Holy Trinity Russian Orthodox Church, 1723 East Fairmount Avenue, Baltimore, MD 21231. Saturday hours are 12:00 to 7:00 PM and Sunday 12:00 to 5:00 PM. Admission is free with donations encouraged. Now in its 53rd consecutive year, […]
The Mount Vernon Fall Wine Festival takes place October 9 through 11, 2026, from 6:00 to 9:00 PM each evening on the east lawn of George Washington's Mount Vernon estate. Sample unlimited wines from approximately 20 Virginia wineries while relaxing on blankets overlooking the Potomac River, enjoying live music, and exploring the Mansion after hours […]
The DC Coffee Festival takes place October 3–4, 2026, at Dock 5 at Union Market in Northeast Washington, DC. The festival brings the region's top specialty roasters and coffee shops under one roof for two days of tastings, live entertainment, and snacks. All coffee samples are included with your ticket. Dock 5 is at 1309 […]
