August Events

August 2026 Events in Annapolis & Anne Arundel County.

🦀 Annapolis Crab Feast

📍 Navy-Marine Corps Memorial Stadium
Known as the world's largest crab feast, enjoy an all-you-can-eat feast with crabs, delicious sides, and drinks.

⚔️ Renaissance Festival

📍 1821 Crownsville Road, Annapolis, Maryland 21401
One of Maryland’s top seasonal events, the Renaissance Festival runs in Anne Arundel County from late August through October.

🏈 USNA Football

📍 Navy-Marine Corps Memorial Stadium
Anyone who’s been to Annapolis in the fall knows the city comes alive on Navy football weekends, when home games bring a surge of fans, energy, and tradition into the heart of town.

September Events

September 2026 Events in Annapolis and Anne Arundel County.

🏰 Renaissance Festival

📍 1821 Crownsville Road, Annapolis, Maryland 21401
One of Maryland’s top seasonal events, the Renaissance Festival runs in Anne Arundel County from late August through October.

🏈 USNA Football

📍 Navy-Marine Corps Memorial Stadium
Anyone who’s been to Annapolis in the fall knows the city comes alive on Navy football weekends, when home games bring a surge of fans, energy, and tradition into the heart of town.

🎸 Annapolis Songwriters Festival

📍 Downtown Annapolis (multiple venues)
A multi-day celebration of live music featuring national and emerging songwriters performing intimate sets across the city.

🦪 Maryland Seafood Festival

📍 Sandy Point State Park, Annapolis, MD
A beloved Maryland tradition featuring local seafood, live music, chef demos, and waterfront views. A visit from the world's largest duck is set to arrive, don't miss out! 🐥

🌾 Annapolis Baygrass Music Festival

📍 Sandy Point State Park, Annapolis, MD
A waterfront festival blending jam, bluegrass, and Americana with sweeping Chesapeake Bay views.

🕊️ Kunta Kinte Heritage Festival

📍 City Dock, Annapolis, MD
A meaningful celebration of African heritage and resilience through music, storytelling, and cultural expression.

🎡 Anne Arundel County Fair

📍Anne Arundel County Fairgrounds
The Anne Arundel County Fair returns with five days of classic fair fun including carnival rides, live shows, pig races, and nonstop fair food like funnel cakes, BBQ, and deep-fried favorites.

Save the Date: Fall 2026

From Navy football weekends to festival days, fall gives you countless reasons to come back.

🎃 The Great Annapolis Pumpkins

📍 Downtown Annapolis, MD
A fall favorite bringing seasonal charm to downtown Annapolis with festive giant pumpkins, family fun, and autumn photo moments.

⛵ Annapolis Powerboat Show

📍 Downtown Annapolis, MD
A high-energy waterfront showcase featuring the latest powerboats, marine tech, gear, and on-the-water demos.

⛵ Annapolis Sailboat Show

📍 Downtown Annapolis, MD
An iconic sailing event featuring world-class sailboats, gear exhibits, and a vibrant harbor full of maritime culture.

More Things to Do

Where to Drop Anchor

Drop anchor near the heart of the festivities—whether you're drawn to historic charm, modern comfort, or a touch of luxury