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@chesinspire

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Celebrating the people, food, places, and Things to do in Maryland. Sign up for our weekly e-newsletter at https://chesapeake-inspired.com/#subscribe

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It’s very cool to look down Main Street and see sails from boats at Annapolis City Dock for the Annapolis Sailboat Show. Running Oct 15-18. by @chesinspire

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18 hours ago

Things to do in Maryland October 15 - 18 include the Annapolis Sailboat Show. On Saturday, you can eat oysters at the U.S. National Oyster Festival in Leonardtown or at Captain Avery Museum in Shady Side. Oktoberfests take over Berlin, Frederick, and the Maryland Zoo. Festivals run from Oxon Hill to Poolesville, plus SpookyFest and a haunted hike for anyone getting an early start on Halloween. On Sunday, the fun moves to the Maryland Avenue Fall Festival in Annapolis and Carroll Creek in Frederick. Whatever you’re after, here’s what’s happening across the region this weekend. Things to do in Maryland October 15 - 18 include the Annapolis Sailboat Show. On Saturday, you can eat oysters at the U.S. National Oyster Festival in Leonardtown or at Captain Avery Museum in Shady Side. Oktoberfests take over Berlin, Frederick, and the Maryland Zoo. Festivals run from Oxon Hill to Poolesville, plus SpookyFest and a haunted hike for anyone getting an early start on Halloween. On Sunday, the fun moves to the Maryland Avenue Fall Festival in Annapolis and Carroll Creek in Frederick. Whatever you’re after, here’s what’s happening across the region this weekend. by @chesinspire

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a day ago

Maryland Avenue, Annapolis by @chesinspire

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2 days ago

Giant pumpkin is the center of attention in downtown Annapolis. by @chesinspire

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3 days ago

Church Circle and School Street, Annapolis. by @chesinspire

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4 days ago

It's raining heavily in Annapolis this morning, so I went to Naval Bagels instead of my usual walk. Earlier this week, I found this Halloween Colonial Skeleton riding the Blue Heron at the Visit Annapolis Center. by @chesinspire

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5 days ago

Spa Creek, Annapolis by @chesinspire

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6 days ago

Beautiful fall weather like today is perfect for outdoor dining. by @chesinspire

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7 days ago

Chesapeake Bay’s finest. by @chesinspire

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8 days ago

Things to do in Maryland October 8 - 11 include the Annapolis Powerboat Show opening Oct 8, plus the three-day Ramble Festival, Roktoberfest at Guinness, and the Maryland State BBQ Bash in Bel Air. Saturday, Oct. 10 is the busiest day, with 22 events including Catoctin Colorfest, Snallygaster, Fiesta Baltimore, and several Pride celebrations and Oktoberfests across the region. by @chesinspire

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9 days ago

Church Circle, Annapolis by @chesinspire

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9 days ago

The Annapolis Powerboat Show starts on Thursday Oct 8 - 11, and it looks like the weather will be good. by @chesinspire

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10 days ago