The costumes are packed away, and the fall calendar is full: farmers markets, food trucks, a free Veterans 5K, Jazz & Roots shows, and the Bay Bridge Run. Here's what we found for Fri Nov 6 to Sun Nov 8, 2026, local towns first. Times and prices come from each organizer's page, so give the link a quick check before you head out.

Jump to: Bowie · Crofton · Gambrills · Odenton · Annapolis · Baltimore · Washington, DC · Our team's picks

Bowie

  • Food Truck Frenzy (final of the season) - The City's last Food Truck Frenzy of 2026 on the City Hall grounds. Fri Nov 6, 4-7 PM · Bowie City Hall, 15901 Fred Robinson Way · Free to attend; pay vendors · City of Bowie
  • Board Game Night - Drop-in games at the Old Town Welcome Center. No registration. Fri Nov 6, 6-9 PM · 8606 Chestnut Ave · Free · City of Bowie November Events PDF
  • Green Bowie Veterans 5K - Free run/walk opening with a short program; complimentary T-shirt for the first 500 registrants; walk-ups welcome from 7:30 AM. Starts and ends at Bowie Town Center. Sat Nov 7; opens 7:30 AM, program 8:30 AM, run 9:00 AM / walk 9:05 AM · Bowie Town Center · Free · City of Bowie

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Crofton

  • Crofton Farmers Market - Local produce and vendors in the Crofton Library parking lot (weather permitting). Season runs through Dec 19. Sat Nov 7, 8 AM-12 PM · 1681 Riedel Rd · Free to browse · Crofton Farmers Market
  • The Artist's Table - Drop-in art workshop with supplies and tea at STROB Apothecary. Donations welcome. Fri Nov 6, 6:30-8 PM · 2111 Baldwin Ave #STE 1 · Free · Eventbrite

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Gambrills

  • Live music at Blackwall Barn & Lodge - Weekend lineup at the restaurant venue: Andrew Bell Fri, Brandt Sat, and Shredded Cheddar Sun brunch hours. Confirm any cover at the door. Fri Nov 6, 7-10 PM; Sat Nov 7, 7-10 PM; Sun Nov 8, 10:30 AM-2 PM · 329 Gambrills Rd · Blackwall Barn & Lodge

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Odenton

  • Powwow Dance with Miss Chief Rocka - AACPL and the Arts Council present a Powwow Dance program at the Odenton Library. Sat Nov 7, 2-3 PM · Odenton Library, 1325 Annapolis Rd · Free · AACPL
  • Paws to Read - Read with a therapy animal; registration required (call 410-222-6277 for 15-minute slots). Sat Nov 7, 10 AM-12 PM · Odenton Library · Free · AACPL
  • Sensory Friendly - Neurodivergent Storytime - Registration required; walk-ins if space. Fri Nov 6, 10:30-11:30 AM · Odenton Library · Free · AACPL

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Annapolis area

  • Annapolis Symphony Orchestra - Forces of Nature - Signature Series II at Maryland Hall. Pre-concert lecture for ticket holders at 6:30 PM. Fri Nov 6 and Sat Nov 7, concert 7:30 PM · Maryland Hall, 801 Chase St · Tickets from $25 (student $15) · Annapolis Symphony
  • Annapolis Jazz & Roots Festival - Weekend One - Multi-venue festival weekend. Highlights: Muneer Nasser Band Fri 7 PM at St. Luke's Episcopal (1101 Bay Ridge Ave); Perkutao Afro-Peruvian Jazz Sat 4 PM and 6:30 PM at Peerless Rens Club (406 Chester Ave, $25 advance / $35 door). Reservations strongly advised. · Festival schedule
  • Bay Bridge Run (10K) - Eastbound across the Chesapeake Bay Bridge from Anne Arundel County to Kent Island. Sun Nov 8 · Paid registration · Visit Annapolis · Race site
  • The Legend of Sleepy Hollow - Colonial Players' closing weekend of the Washington Irving classic. Fri Nov 6 and Sat Nov 7, 8 PM; Sun Nov 8, 2 PM matinee · 108 East St · Adult tickets about $26-$28 plus $2 service fee · Colonial Players
  • Dock Street Appreciation Day - Public observance at the Kunta Kinte-Alex Haley Memorial / City Dock area. Sun Nov 8, 11 AM-4 PM · Free · City of Annapolis
  • Annapolis Cars & Coffee - Weekly gathering at City Dock / Ego Alley. Sun Nov 8, 7:30 AM-12 PM · 1 City Dock · Free · MG Car Club DC

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Baltimore

  • Whiskey & Oysters at Old Line Spirits - Free entry; oyster shucking from 1 PM; live music The Other II from 3-6 PM; drinks and food for purchase. Sat Nov 7, 1-9 PM · 200 S Janney St · Free entry · Old Line Spirits
  • BSO - Sheherazade & Sibelius - Sunday matinee at the Meyerhoff (prefer this over the Friday Strathmore date for a Baltimore night). Diwali Celebration in the lobby from 2 PM. Sun Nov 8, 3 PM · Joseph Meyerhoff Symphony Hall, 1212 Cathedral St · Ticketed · BSO

Washington, DC

  • Fall 2026 DC Print Fair - Prints and works on paper at Eastern Market North Hall. Rain or shine. Sat Nov 7, 10 AM-5 PM; Sun Nov 8, 9 AM-4 PM · 225 7th St SE · Free · DC Print Fair
  • Fall Leaves hike in Rock Creek Park (NPS) - About 2 miles / 1.5 hours. Meet at the Nature Center porch. Sat Nov 7, 3 PM · 5200 Glover Rd NW · Free · National Park Service

Our team's picks

  1. Crofton Farmers Market (Sat 8 AM-12 PM). Easy Saturday morning stop in the library lot.
  2. Bowie Food Truck Frenzy finale (Fri 4-7 PM) and Green Bowie Veterans 5K (Sat AM). Bookend the weekend with the City's last truck night and a free 5K.
  3. Annapolis Jazz & Roots Weekend One / Bay Bridge Run (Fri-Sun). Festival shows downtown, or lace up for the bridge on Sunday.
  4. Whiskey & Oysters in Baltimore, or the DC Print Fair (Sat-Sun). Worth the drive if you want a city day.

Have a great weekend! From The Scott Smolen Team at RE/MAX Leading Edge: helping Anne Arundel and Fort Meade buyers and sellers since 1999 with no-pressure, local advice in Odenton, Crofton, Gambrills, Severn and Piney Orchard. That's The Smolen Standard: rooted in tradition, focused on the future. scottsmolen.com | Call or text 301-651-1261