The online edition of the popular printed What's Up? Annapolis, What's Up? Eastern Shore, and What's Up? Central Maryland publications.
10/30/2025
💙 Inclusivity. Empowerment. Community. ☕✨
We’re proud to celebrate Bitty & Beau’s Coffee – Annapolis as this year’s 2025 DisAbility Awareness Day Honoree! 🎉
Since 2020, this local favorite has brewed more than just great coffee — they’ve created meaningful jobs, built confidence, and inspired others to see ability over assumption. 🙌
Join the celebration on Thursday, October 30th from 10 AM – 12 PM at the Severn Senior Activity Center for DisAbility Awareness Day 2025! 💫
Enjoy performances by The Talent Machine, local exhibitors, and community recognition during this free, inclusive event open to all.
Let’s raise our cups to Bitty & Beau’s for making Annapolis a place where everyone belongs. ☕❤️
🎨⚓ From inspiring art to spooky sails and community spirit — the Bay is buzzing this week! Here’s what’s happening 👇
🖼️ Oct 29–Nov 4 – Celebrate creativity at Art by the Bay in Quiet Waters Park! Local and emerging artists showcase breathtaking works inspired by Chesapeake beauty.
🏆 Oct 29 – Join the 25th Annual Celebration of Philanthropy Awards Luncheon at Live! Casino & Hotel as Anne Arundel’s most generous changemakers are honored for their incredible impact.
📚 Oct 31 – It’s time to turn the page at the Banned Books Sale in Annapolis! Thousands of gently used titles — and every purchase helps send books around the world.
🎃⛵ Oct 31 – Sail into spooky season aboard the Wilma Lee Halloween Cruise! Costumes, snacks, drinks, and ghostly fun on the Bay — if you dare!
🎣💗 Nov 1 – Cast your support for Fish for a Cure at Safe Harbor Annapolis! The fishing tournament and Shore Party raise big waves (and funds!) for local cancer care.
✨ Which event will you be at this week?
10/28/2025
👀 Ever feel like your house is watching you? 🕯️
Same. Especially after revisiting The Haunting of Hill House by Shirley Jackson — the ultimate haunted house story that proves sometimes, the scariest ghosts live in our own minds 👁️🏚️
Creaking floors, whispering walls, and a heroine whose unraveling feels way too real… this classic still gives us chills in the best way. 😨✨
If you love spooky reads that make you sleep with the lights on (or rethink that noise in the attic 👀), you’ll want to see the rest of our haunted house book picks — trust us, Hill House isn’t the only home with secrets. 🕷️📚
Did you know your brain literally shrinks as you age? 😱 But don’t panic — you’ve got the power to keep it strong, sharp, and smiling! 💪🧠
Here are a few brain-loving habits that make all the difference 👇
🏃♀️ Move it! Exercise boosts oxygen + grows new brain cells.
🥦 Eat smart! Leafy greens, nuts, and berries = brain fuel.
😴 Get your zzz’s! Deep sleep clears out mental “clutter.”
💬 Stay social! Chatting, laughing, and connecting keep your mind active.
🧘♀️ Stress less! Meditation and calm moments do wonders for your brain waves.
Tomorrow’s the big day — Centreville Day 2025 kicks off Saturday, Oct. 25th from 11 AM to 3 PM in Downtown Centreville! 🌟
Join us for a free, family-friendly fall festival packed with fun:
🎨 Pumpkin painting & bowling
👻 Spooky games on Broadway
🍪 Great Centreville Cookie Contest finals
🎤 Centreville Idol Talent Show
🎮 PAC-MAN Tournament
🎈 Face painting, free arcade games & more!
Bring the whole family, enjoy local favorites, and celebrate small-town charm at its finest 🧡
✨ Don’t miss one of the Shore’s most loved fall traditions — we’ll see you there!
10/24/2025
🌊✨ Art. Inspiration. Chesapeake charm. ✨🌊
Get ready for Art by the Bay 2025! 🎨 Hosted by the Annapolis Arts Alliance, this annual members’ show is back — bigger and brighter than ever! 💫
From seasoned creators to up-and-coming student artists, explore stunning works that capture the beauty of the Bay — think breathtaking sunsets, coastal vibes, and pure Maryland creativity 💙
🗓️ Exhibit Dates: Oct 15 – Nov 16
🎉 Reception: Oct 26 | 1:30–3:30 PM
📍 Willow Gallery, Quiet Waters Park
Don’t miss this celebration of local art and talent — where every brushstroke tells a story! 🖌️
👩⚖️ Meet our Expert of the Month!
Laura Curry, Managing Attorney at Sinclair Prosser Gasior, knows that estate planning isn’t just about paperwork — it’s about protecting your legacy 💼✨
From family dynamics to investment goals, she helps clients make smart decisions that keep their plans (and peace of mind!) in perfect alignment ✅
💎🎃 From sparkling gems to oyster feasts and Halloween fun — this weekend around the Bay is packed with can’t-miss events! Here’s what’s happening 👇
🍽️ Oct 24 – Kick off the weekend with Bags, Bingo & Bourbon at the Pip Moyer Recreation Center! Enjoy dinner, drinks, prizes, and designer bingo rounds — all to support the Annapolis Police Foundation.
🌾 Oct 24 – Dress to impress for Bountiful Harvest at The Atreeum at Soaring Timbers. Enjoy fine dining, live music, and a lively auction — all to benefit The Light House and their mission to end homelessness in our community.
💍 Oct 24–26 – Step into sparkle at Zachary’s Jewelers Mark Henry Trunk Show in Annapolis! Explore dazzling gemstone designs featuring rare Brazilian treasures like Alexandrite and Paraiba Tourmaline — where timeless elegance meets modern edge.
🛍️ Oct 25 – Don’t miss Wildberry Farm’s Halloween Field Market in Crownsville! Shop local vendors, enjoy breakfast from the farm trailer, and trick-or-treat your way through the market — costumes encouraged!
👻 Oct 25 – Bring the whole family to Harvest Fest at the Pip Moyer Rec Center for free fun including face painting, hay rides, Trunk-o’-Treating, and meet-and-greets with favorite characters!
🦪 Oct 25 – It’s oyster season! Head to St. Michaels for OysterFest at the Chesapeake Bay Maritime Museum — featuring oyster stew contests, live music, cold drinks, and the best shuckin’ fun on the Bay!
✨ Which one will you be at this weekend?
10/21/2025
There’s something magical about a ghost story that doesn’t just chill your spine — it warms your heart. 💫 From haunting nostalgia to tender, soul-stirring moments, these stories remind us that love and loss often walk hand in hand. ❤️🔥
🚗✨ Your Ultimate Guide to All Things Automotive in the Chesapeake! ✨🚗
Looking for the best rides, expert service, or luxury upgrades in the Chesapeake region? 🌊🏎️ Chesapeake Drive has you covered! From trusted local shops to top-tier dealerships, discover the pros who keep you cruising in style. 🔧🛠️
Featured Experts:
🚘 Sheehy Lexus of Annapolis – Luxury, performance, and personal service you can trust.
🛞 Crownsville & Millersville Automotive – Honest, reliable care for every car and every driver.
🔧 Choisser Automotive Services – Eliminate the “car-pain” with hassle-free repair & maintenance.
✨ Prestige Annapolis LLC – Sales, service, customizations, and tuning for the ultimate ride.
Bridging the Chesapeake to keep you on the Road of Life®! 🌉🛣️
🎉✨ Centreville Day is next Saturday (October 25th)! ✨🎉
Celebrate local and shop small — your favorite Centreville businesses are rolling out exclusive specials the week of Centreville Day! 🍂🛍️
Here’s what’s happening around town 👇
🌿 An Eastridge Garden – Get into the holiday spirit early with 20% off all Christmas tree ornaments in their festive Christmas Shop! Valid Oct. 19–Dec. 21, 2025.
🪵 Bay Carpets – Spruce up your space with 10% off your new flooring project — perfect for cozy-season home updates. Valid through Nov. 20, 2025.
🦀 Bay Shore Steam Pot – Enjoy 10% off “Steam Pots” when you mention Centreville Day! Fresh seafood = fall comfort. Valid Oct. 19–25, 2025.
🍝 Mamma Mia – Dine local and save 10% off your entire bill — the perfect excuse for pasta night! Valid Oct. 19–25, 2025.
📚 Romance Landia Bookstore – Fall in love with stories and 5% off your total purchase — romance and savings await! Valid Oct. 19–25, 2025.
🌸 Denise Sultenfuss Health & Wellness – Reset your season with 10% off a 4-session health-coaching package to feel your best this fall. Valid through Nov. 16, 2025.
🌮 Uno Más – Spice it up with 10% off your entire bill — tacos taste even better when you’re celebrating local! Valid Oct. 19–25, 2025.
🧡 Support small businesses, enjoy the savings, and make this Centreville Day unforgettable!
10/17/2025
📚🔥 Stories too powerful to silence.
Every October, Banned Books Week (Oct. 5–11) reminds us that the stories people try to ban are often the ones that change us most. From The Hate U Give to The Bluest Eye, these books push boundaries, challenge comfort zones, and prove that words can start revolutions. ✊📖
This feature dives into five powerful reads that have faced censorship — exploring why they’ve been challenged, and why they remain essential for anyone who believes in the freedom to read, think, and feel deeply. 💬✨
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Established in 1997, What’s Up? Media is the publisher of renowned regional publications What’s Up? Annapolis, What’s Up? Eastern Shore, What’s Up? West County, What’s Up? Weddings, Services for Seniors, and Guide to the U.S. Naval Academy in Annapolis. We are proud to produce unique, sought after content that has value to our readers and delivers results for our advertisers.
What’s Up? Annapolis, What’s Up? Eastern Shore, and What’s Up? West County are glossy print publications covering entertainment, sports, home & garden, health, dining and lifestyle interests of Annapolis, the Eastern Shore, and West County regions. The publications are the only lifestyle magazines in the area with an extensive calendar of local events.
What’s Up? Weddings is the exclusive bridal magazine to the central Chesapeake region and covers the latest trends in stylish gowns, innovative caterers, unique wedding locations, bouquet trends, real local weddings and more.
The Services for Seniors guide is published once a year in conjunction with the Anne Arundel County Department of Aging to provide area seniors and their families a resource directory of services.
The Annual Guide to the U.S. Naval Academy in Annapolis is the primary information source provided to the tens of thousands of people who live, work or visit the Naval Academy complex.
We have expanded our company to include Special Events including: Wedding Expo, The Look, Best Of Party, Whiskey and Spirits, and The Nutcracker Tea.
What’s Up? Tix is a recent addition to the What’s Up? Media Family. What’s Up? Tix is What’s Up? Media’s local ticketing service for events in the Chesapeake region.
Starting in 2018, What’s Up? Digital provides additional platforms to help our clients reach more customers and deploy successful advertising campaigns on tablets, smartphones and other devices around the region or anywhere in the world.
