Bite of Baltimore - Fells Point & Mt. Vernon Food Tour - All Year Long - Food. Facts. Fun. These are the 3 things we can promise on a Food Tour! Every Sat and Sun, Bite of Baltimore offers these amazing walking tours in the Fells Point, Mt. Vernon, or Federal Hill Neighborhoods. You will enjoy a progressive dinner (very filling!) consisting of 4 plates of food: appetizer, entrees, and desert along with a seasonal cocktail.

August:

Old-Fashioned Corn Roast Festival - August 1, 2026 - 52nd Annual Old-Fashioned Corn Roast Festival. Each meal ticket includes a serving of fried chicken, applesauce, sliced tomatoes, roll and butter, iced tea or lemonade and all the roasted corn that you can eat! Corn is roasted in the husk served at your table. Other Attractions: Entertainment Gift Shop and Blacksmith Shop, Vendors and Tours of the Historic House and Mill for a fee.

Rotary Club of Annapolis Crab Feast - August 7, 2026 - All you can eat crab feast! Our crab feast features crabs, corn, BBQ and hot dogs with beer from the keg and sodas & water. For dessert, we have watermelon included, and baked items for sale.

Arts, Wine, Jazz & Soul Festival - August 8, 2026 - Experience the smooth sounds of Saxl Rose, the high-energy performance of Chandra and The Ryze Band, and the soulful vibes of VirtuoSoul. Indulge in fine wines, craft spirits, and a lively festival atmosphere filled with art, music, and community.

New Food Festival in Maryland - August 8-9, 2026 - Perfect for Foodies, Families and Fun. Rsvp @livenightmarket so you can have a reminder and not miss it! Maryland Live! Over 40 food vendors, 10+ Merchants, and a DJ.

The Birdland Crab Feast with Al Bumbry - August 9, 2026 - An endless supply of delicious Maryland steamed crabs. Steamed local corn on the cob and potatoes! 3 hours of bottomless beer and wine. A masterful, savory buffet personally prepared by Chef Tony. Silent Auction, raffles, giveaways, and more! Meet & Greet with Orioles Hall of Famer Al Bumbry! This event is family-friendly, so all ages are invited to join! The atmosphere at these events is absolutely electrifying!

Made In Maryland Festival - August 16, 2026 - Highlighting all of our state’s best and most famous offerings, returns to Kurtz’s Beach on Sunday, August 16, 2026! This completely Maryland-themed festival features a fun line-up of vendors and entertainment, from artisans, crafters, live jousting, food vendors, local wineries and breweries, live music, children’s activities and beyond.

Caroline Summerfest - August 21-22, 2026 - A free, family entertainment festival featuring two stages of regional & local entertainment, Saturday fireworks show, strolling performers, artisans, free Rec-Creations activities, games and food vendors.

Chili Peppers Festival - August 22, 2026 - Downtown Historic Berlin. Featuring live bands, competitions, vendors, and featured foods and sauces.

Baltimore Summer Food Festival - August 28-30, 2026 - A lively three-day culinary celebration showcasing the diverse flavors, talented chefs, and vibrant food culture of Baltimore. Held along the city's scenic waterfront, the festival brings together restaurants, food trucks, specialty food vendors, bakers, and beverage makers for an unforgettable end-of-summer experience.

Ocean City MD Seafood Festival - August 29, 2026 - Featuring 20+ local restaurants and food trucks including Hooper's Crab House, Coastal Salt, Captain's Galley, Baywater Seafood, Jimmy's Famous Seafood, The Sterling Tavern, Papi's Tacos, Macky's, Boxhill Crabcakes, Fallen Pine Oyster, Ocean City Taphouse, Seaside Sweets and more! Each restaurant will serve signature seafood dishes ranging from crab cakes, lobster rolls, grilled oysters, and fish tacos as well as Maryland steamed crabs (of course)! There will also be non-seafood fare available. In addition to delicious culinary offerings, the festival will feature 40+ wines, signature cocktails, and brews. Enjoy live music, cooking demos by local chefs, wine pairings, mixology demonstrations, unique shopping, a VIP tent and a family zone.

The Original Soul Food Crab Feast - August 29, 2026 - Join us for a night full of all-you-can-eat large Maryland crabs, full open buffet access featuring amazing soul food, awesome vendors, great music, and nonstop good energy. We're serving up the best of the best food, and the vibes of the summer. Tickets are on sale now! They will be higher at the door and available first come, first serve so grab yours early and don’t miss out.

September:

National Hard Crab Derby - September 3-6, 2026 - The Crisfield National Hard Crab Derby is a favorite annual Labor Day weekend event on the Maryland Eastern Shore, a unique crab themed event that includes crab races, crab cooking and picking contests, crafts, live entertainment, beauty pageants, parade, fireworks and more. Known by many as "The Crab Capital of the World", Crisfield is home to many seafood restaurants and the Somers Cove Marina, one of the largest marinas on the East Coast.

Foodees Fest - September 4-6, 2026 - Get ready for a weekend of delicious food, unique crafts, and family fun at Tanger National Harbor! With over 40+ food trucks and vendors serving gourmet dishes and sweet treats, and dozens of artisans showcasing handmade jewelry, art, and crafts, there's something for everyone! Enjoy a vibrant community atmosphere with activities for all ages! Admission is FREE for everyone! Register for free tickets now, and help food trucks better prepare for you!

BBQ & Brews - September 5, 2026 - A finger-lickin' good time at 7281 Wilkins Ln for the 2026 BBQ and Brews event! Get ready to feast on delicious BBQ and sip on ice-cold brews while enjoying live music and good company. Whether you're a BBQ aficionado or just looking for a fun time, this event is perfect for everyone. Don't miss out on this ultimate BBQ experience!

Western Maryland Craft Beverage Festival - September 6, 2026 -  A day filled with delicious sips and good vibes. Join us at Hoffman Park where the fun happens. This event is a celebration of all things craft beverages, from wines to brews to artisanal spirits all created and crafted right here in Maryland. Immerse yourself in a lively atmosphere as you sample a wide range of flavors and mingle with fellow beverage enthusiasts.

Maryland Seafood Festival- September 11-13, 2026 - The Maryland Seafood Festival hosts loads of seafood vendors, local shopping and vendor options, live music, a fantastic beverage selection, contests, kids activities and more! Running alongside the Maryland Seafood Festival, Skipjack Heritage Days invites families to explore the stories of the Bay through hands-on activities, educational exhibits, public skipjack sails, and a Sunday Skipjack race viewable from East Beach Festival grounds.

Hunt Valley Mediterranean Food Festival - September 11–13, 2026 - At St. Mary Antiochian Orthodox Church, serving up authentic gyros, chicken shawarma, falafel, and fresh baklava alongside live folk music and dancing.

Experience Live at Fells Point Oyster Fest (Baltimore) - September 12, 2026 - Taking place at Broadway Square, highlighting local seafood and live outdoor entertainment right on the waterfront.

Johnny Appleseed Festival - September 12-13, 2026 - The fall festival will celebrate our orchard heritage with apple pie and ice cream and anticipates a crowd of 5,000 over two days. Local businesses will share goods and services, and Paradise will host artisans from all over the state and beyond selling a variety of handicrafts.

Maryland Restaurant Week - September 18-27, 2026 - For ten days, we’re bringing all counties and all restaurants together to celebrate and support our industry. For the restaurants: There are no course requirements, no prix-fixe menus needed, and no entry fees. Participating restaurants may offer special menus, discounts, or seasonal fare for dine-in, curbside, or carryout. The dining public is invited to enjoy these Maryland Restaurant Week-specific specials.

Taste of St. Mary's - September 19, 2026 - Spend your afternoon in the heart of Downtown Leonardtown sampling the best dishes that our local restaurants have to offer. This family fun event will have a wide variety of food and drinks, kid friendly activities, and a classic car show.

The Big Dill World’s Largest Pickle Party - September 19, 2026 - Drawing more than 10,000 pickle fanatics, this annual festival features pickle-based cocktails and a pickle-based lager, pickle eating and brine chugging challenges,  music, comedy, food, and a fantastic kid zone with rock climbing, skee ball, and more. Join the party and see what the big “dill” is!

Susquehanna Wine & Seafood Festival - September 19, 2026 - The festival will feature 20+ local restaurants and food trucks including Jimmy’s Famous Seafood, Conrad’s Crabs,  Mason’s Famous Lobster Rolls,  Faidley’s Seafood, Flash Crabcake Co., Shell & Barrell, Sobeachy Haitian Cuisine, London Chippy, Cream Cruiser and more! Each restaurant will serve signature seafood dishes ranging from crab cakes, lobster rolls, grilled oysters, and fish tacos as well as Maryland steamed crabs (of course)! There will also be non-seafood fare available. In addition to delicious culinary offerings, the festival will feature 60+ wines, signature cocktails, and brews. The event will feature live music, cooking demos by local chefs, wine pairings, mixology demonstrations, unique shopping, a VIP tent and a family zone. Locals and visitors will get a chance to experience some of Maryland’s best seafood in a fun, casual, waterfront setting.

Calvert County Watermen's Festival and Boat Docking Competition - September 20, 2026 - Starting at noon at Watermen's Wharf at the end of Solomons Island. The Festival is perhaps best known for our Boat Docking Contest, during which work boats and charter boats compete within their divisions for cash, prizes and trophies.  Never a dull moment, this is a spectacular event to watch!  Beer, food and soft drink sales and exhibits by some of our sponsors will also be available. Live entertainment will be provided by Deanna Dove, the Island Girl herself. This year we'll also feature a Buoy Toss Contest for kids 7 and under, a Small Ahchor Toss (8-10 year olds) and a Large Anchor Toss for 11-14 year olds. SEATING IS LIMITED SO PLAN TO ARRIVE EARLY!

J. Millard Tawes Crab and Clam Bake - September 23, 2026 - All-You-Care-To-Eat Steamed Crabs, steamed clams, steamed corn on the cob, raw clam bar, fried clam strips, fried fish, sweet potato fries, French fries, onion rings & watermelon. All you can drink beer, soda & water.

The Maryland Italian Festival - September 25-27, 2026 - Billed as the largest Italian festival in Maryland, this event has it all. Featuring live entertainment, carnival rides, beer, wine and cocktails, Italian food, cooking and wine demonstrations, a bocce tournament and more…this festival is a sure-fire recipe for a weekend of delicious family fun.

Trifecta Food Truck & Musical Festival - September 26, 2026 - Thirty plus food trucks, Sixty plus vendors, Ten awesome live bands, local craft beer & cocktails, free mechanical bull rides, axe throwing, the O's Bird and more.