Montgomery Planning has received a $100,000 state grant to develop a streetscape improvement plan for downtown Damascus, examining potential upgrades to sidewalks, landscaping, lighting and the pedestrian experience along Main Street.
Brookside Gardens will host Children’s Day on Saturday, September 19, from 10am–2pm, offering free outdoor activities, live performances and opportunities for families to explore the science and art of gardening.
The sailing lifestyle starts with a single moment. A breeze filling the sails. A quiet morning on the Bay. A weekend exploring new places with nothing but the horizon ahead.
For generations, the Chesapeake Bay has inspired sailors with its protected waters, charming waterfront towns, and endless opportunities to explore. It’s a place where a short afternoon sail can become a lifelong passion, and where every trip on the water offers a new adventure.
Every fall, the Annapolis Sailboat Show brings that lifestyle within reach.
From October 15–18, downtown Annapolis transforms into a celebration of sailing, bringing together beautiful sailboats, passionate sailors, industry experts, and waterfront experiences in America’s sailing capital.
Walk the docks, step aboard sailboats from around the world, discover new designs, connect with the sailing community, and imagine where the wind could take you next. You don’t have to be an experienced sailor to enjoy the show. You just have to be curious.
Discover Your Place Under Sail
The Annapolis Sailboat Show offers a rare opportunity to experience the sailing world all in one place. Explore sleek performance sailboats built for adventure. Step aboard comfortable cruising yachts designed for weekend escapes. Discover spacious catamarans that offer a new way to experience life on the water.
Every boat represents a different possibility.
Maybe it’s learning to sail for the first time. Maybe it’s planning weekend adventures on the Chesapeake. Maybe it’s simply discovering a new passion you never knew you had. Walk the docks, talk with sailing experts, and explore the boats, brands, and resources that can help make sailing part of your story.
More Than a Sailboat Show
The Annapolis Sailboat Show is more than an event. It’s a celebration of the people, places, and experiences that make sailing special.
Beyond the docks, visitors can experience the best of fall in Annapolis. Stroll historic brick-lined streets, enjoy waterfront dining, browse local shops, and take in views of sailboats moving through the harbor.
Throughout the show grounds, connect with sailing organizations, charter companies, outfitters, and marine experts who help make the sailing lifestyle more accessible. It’s a weekend filled with discovery, community, and the unmistakable energy of a city built around the water.
Learn. Build Confidence. Go Farther.
For many people, sailing is a dream they’ve always wanted to explore but didn’t know where to begin. The Annapolis Sailboat Show helps turn curiosity into confidence.
Take part in educational opportunities designed for every level of experience, including the First Sail Workshop for beginners, Cruisers University for in-depth sailing education, and free daily seminars led by experienced sailors and industry experts.
Whether you’re stepping aboard for the first time or building the skills to go farther, these programs provide the knowledge and confidence to enjoy more time on the water.
Find Your Next Adventure
Sailing is about more than the boat.
It’s the quiet morning sail. The sunset over the harbor. The weekend escape with friends. The feeling of discovering somewhere new. The Annapolis Sailboat Show brings together the boats, people, and possibilities that make the sailing lifestyle so rewarding.
Come step aboard, meet the sailing community, and discover where your next adventure begins.
Hangry Joe’s Hot Chicken is hiring ahead of its anticipated opening this fall at Briggs Chaney Marketplace. Permanent signage is now up at the restaurant, located at 13811 Outlet Dr, but an opening date has not been announced.
WRS Inc. has submitted site plan applications for the Lakeforest redevelopment in Gaithersburg that propose 598 single-family homes, a mixed-use building with 250 multifamily units and 47,477 SF of ground-floor retail, and construction of several roadways.
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Bring your family and friends to our free , all-day outdoor Oktoberfest celebration. These will be an outdoor craft fair featuring local artisans and professional woodworkers, a chainsaw carving, woodworking and tool demonstrations by Festool, Montgomery Wood Turners and Carvers. There will also be lots of delicious food provided by El Parente Tacos, El Jeffe Wood-fired pizzas, Bruster's Ice cream and seasonal craft brews from Saints Row Brwsing Company.
The Washington Commanders are introducing “Spike the Spear” as a recurring gameday tradition at Northwest Stadium this season, with Washington legends, celebrities, and local sports icons participating in the ceremonial moment before kickoff.
A new Primrose preschool and child care center is planned for 20420 Century Blvd in Germantown.
Construction on a shared use path project along Quince Orchard Blvd is expected to begin on or about September 16, weather permitting, with work anticipated to continue through February 2028.
FOX5 meteorologist Mike Thomas is offering an early look at the 2026-2027 winter, suggesting the region could see an overall mild-to-warm season with fewer snow events, but an elevated risk of a major snowstorm if conditions align.
Montgomery County will host a free health and wellness fair on Saturday, September 19, offering residents access to health screenings, mental health resources, nutrition and fitness education, and other community services.
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Luke’s Lobster has permanently closed its Bethesda Row restaurant at 7129 Bethesda Lane after nearly 15 years in business. The restaurant opened in 2012, taking over the space previously occupied by the Cacao chocolate store.
A former Sandy Spring Bank administrative building on Georgia Ave could become a permanent home for several Olney civic organizations and the community’s police satellite station.