LET'S PLAY TOURIST!

Encore ROCKS is Encore's ensemble for adults 55+. Throughout 15 weeks, singers rehearse an exciting and diverse repertoire of music for a final concert alongside a live rock band. Encore ROCKS singers will delight audiences with vibrant renditions of rock 'n' roll hits with selections spanning the decades, from the 50s, 60s, 70s, and beyond - with a sprinkling of modern hits! CLICK HERE

Join us at Jailbreak for an exclusive, unique event where we will have ridiculous discounts on many amazing wines from around the world.

With over 8,000 bottles of wine in our cellar and new selections arriving weekly, we tend to get cramped for storage space. To help make room in the cellar, we’ve decided to hold our first annual cellar sale. CLICK HERE

Join us for the 22nd Annual Holiday Brass Concert featuring music of the season for brass, organ, chorus, and bag pipes!

The 22nd annual Holiday Brass Concert, will feature music of the season for brass and organ, familiar carols, and the “Highland Cathedral for bag pipes, organ and brass”. Brass players from the National Capitol Region’s orchestras and Military Bands will be joined by Saint Paul’s Concert Chorale and soprano, soloist Ms. Kelli Young.  CLICK HERE

Relive your favorite holiday classics…with a grown-up twist

After Dark invites you to cozy up in a stylish lounge setting in the Dirty Habit Courtyard Winter Chalet while enjoying timeless films. Indulge in gourmet popcorn, nostalgic candies, and festive cocktails as the lights dim and the holiday magic comes alive. CLICK HERE

98 Degrees is a multi-Platinum, multi-Award winning, Grammy-nominated vocal group featuring Nick and Drew Lachey, Jeff Timmons, and Justin J

* TICKETS ARE ONLY SOLD AT STARCENTREMD.COM POWERED BY EVENTBRITE *98 Degrees is a multi-Platinum, multi-Award winning, Grammy-nominated vocal group featuring Nick and Drew Lachey, Jeff Timmons, and Justin Jeffre. CLICK HERE

Ultra Lounge presents Winter White & Black Soul to Soul — a fusion of soul, reggae, and dancehall for the grown & sexy crowd

It’s the Winter White & Black Soul to Soul Party with a splash of Reggae and Dancehall!

Ultra Lounge turns up the heat this winter!

Dress to impress in white or black and catch a vibe as our DJs blend soulful hits, reggae riddims, and dancehall anthems that’ll keep you on your feet all night. CLICK HERE

The Heavy Heavy w/ Laney Jones and the Spirits // Friday, December 5, 2025 // Union Craft Brewing // Baltimore, MD

All Good Presents... The Heavy Heavy

with Laney Jones and the Spirits CLICK HERE

Step into a playful holiday escape where creativity meets cocktails!

Join us for a boozy family friendly gingerbread house build-off—sip on a winter drink or non-alcoholic mocktail for the littles while crafting your sweetest creation. CLICK HERE

A festival celebrating chocolate! There are fun activities for all at this family friendly event.

The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 7th from 11 to 4 pm on the first block of West Street we have the Annapolis Chocolate Binge Festival, featuring family-friendly entertainment, chocolate, holiday shopping, and the festive West Street Holiday Light Canopy. CLICK HERE.

Get out & get crafty! Make 2 ornaments! 3 sets to choose from. No experience needed! Ages 12 & up

Join us for a special night of creative fun as we create crushed glass ornaments! No experience needed—our talented instructors will provide hands-on guidance every step of the way. CLICK HERE!

Prepare for an unforgettable night of myth, flavor, and friendly rivalry as Vasilis Kitchen presents Clash of the Titans: Greek Gods vs. Roman Gods — a special meze-style dining experience.This immersive culinary event celebrates the ancient worlds of Greece and Rome, brought to life through a generous meze spread. CLICK HERE!

The Stuff the Train Toy Drive supports hospitals, schools and nonprofits across Maryland with gifts for children.

Join DJ Kopec and the Greater Chesapeake Foundation for the Stuff the Train Toy Drive and Holiday Extravaganza at the B&O Railroad Museum!

We are thrilled to welcome the community for this family-fun event as we collect toys for children in need. CLICK HERE

An enchanting evening of music and refreshments with pianist Thomas Pandolfi and violinist Leonid Sushansky.

An enchanting evening of music with pianist Thomas Pandolfi and violinist Leonid Sushansky. Enjoy a warm reception following the performance in our candlelit galleries. $45 members / $50 non-members. Reserve your seat. CLICK HERE

Sit back, relax, and let the sounds of Pink Floyd's legendary album, The Dark Side of the Moon, carry you off on a journey to the far-reaches of the cosmos. Music Under the Dome is an immersive planetarium experience featuring in-house curated imagery set to a music playlist. Each show is uniquely developed to compliment the soundtrack, and is only available at the Maryland Science Center. CLICK HERE

The Talent Machine, the area’s premier children's theater company, invites you to A Merry Mix-Up, our annual musical revue featuring an amazing cast of kids, ages 7 to 18, singing and dancing to your favorite holiday songs. Enjoy visits from Rudolph, Frosty, the Elves and the irrepressible Santa himself. As always, watch for some new and fun surprises as you and your family usher in this special season. CLICK HERE

Celebrate the holidays with Ballet Theatre of Maryland's annual production of "The Nutcracker." The classic tale is a delight for all!

Imagine Uncle Drosselmeier's gift of a Nutcracker doll as a family heirloom that dates back to the War of 1812. When the Nutcracker comes to life in Clara's dreams, she finds herself in the Annapolis Harbor for an exciting naval battle between the Nutcracker and Rat King. CLICK HERE

Join local artist, Nancy Burbridge, every third Monday of the month at the Meditation Museum from 1:00 PM - 3:00 PM for an afternoon of creativity, relaxation, and self-discovery. In this interactive session, you will learn how to draw, paint, and explore the beauty within, cultivating the best version of yourself in a serene and supportive environment. Come experience the magic of art and meditation as tools for self-expression and inner growth. CLICK HERE

Join us at the Back Bar on December 16th for our third Make Your Own Old Fashioned Class with Chris Sands with all new Holiday cocktails! CLICK HERE

Meet up to 12 potential matches. Join the thousands of people that have found LOVE at PRE-DATING events. Will you be our next success story?

SPECIAL EVENT: UGLY HOLIDAY SWEATER Speed Dating

Get ready to rock that ugly holiday sweater at a fun holiday season event. No sweater? That's ok just bring your merry vibes. Our holiday speed dating event will have sparks flying in Baltimore / Canton MD. Everyone at this festive event is single, open to meeting someone new. CLICK HERE

Hop on board THE POLAR EXPRESS for a magical bus trip to Gaylord National Harbor, Maryland - it's gonna be a wild ride!

Step into a winter wonderland where beloved characters and scenes from The Polar Express are masterfully carved in ice! Join us for an unforgettable holiday adventure at Gaylord National Harbor, Maryland. CLICK HERE 

NYC based Jazz singer rings in the holiday spirit at Encore. CLICK HERE

The Brencore Allstars Band will perform some of Motown's greatest Christmas songs

The BRENCORE ALLSTARS Band will perform some of MOTOWN's greatest Christmas songs by the Temptations, Four Tops, Smokey Robinson, Gladys Knight and The Pips, Marvin Gaye, Stevie Wonder, Diana Ross and The Supremes, Michael Jackson, The Spinners, The Jackson 5 and more to put you in the holiday spirit. CLICK HERE

Get ready to groove and sing your heart out with Raheem DeVaughn at the ultimate Christmas R&B party!

Soundvision + Team Infamous + K&D Promotions + Ikonic Live Presents

An Ikonic Christmas Holiday R&B Sing Along W/ Raheem DeVaughn! Get ready to sing your heart out on December 21, 2025 at 7:00 PM (Eastern Time). Join us for a soulful evening filled with holiday cheer and smooth R&B tunes.
CLICK HERE

Get ready to turn up the vibes and turn down the lights, it’s time to channel your inner 90’s R&B star at this unforgettable Sip & Paint experience! CLICK HERE

Aru Dell'Arte Dance Company is bringing The Nutcracker into the 21st century.

Once upon a time - more than magic was about to happen the night before Christmas. This show presents themes of human compassion, love, and friendships while spinning a well-known holiday tale and putting out fun, cool vibes. CLICK HERE!

Create your own jewelry with beads & pliers at Alumia Studio! Beginner-friendly workshop for ages 6+. Learn, play & take home your designs.

Whether you’re a beginner or a seasoned maker, you’ll learn new techniques and plier skills that empower you to fix your own jewelry - while exploring new skills, sharpening your fine motor skills, and playing with our vast collection of materials. CLICK HERE

Come out, get creative and have a great time! =)

All art supplies provided

BYOB

Fo'twenty Friendly!!!

Great Vibes CLICK HERE

Join us for a 1930's Big Ballroom style event at the historic Glen Echo Park, a highlight among local events. Enjoy performances by the amazing 'I am your Daddy Band' and more, reminiscent of the Cotton Club era. The event includes complimentary dance lessons, invites you to embrace the 1930's theme style and dress, and features activities throughout the park, with the main event taking place in the Spanish Ballroom. Don’t miss out on this unique experience! CLICK HERE

Jimmie's Chicken Shack emerged through MTV as one of the first post-grunge bands of the era.

Jimmie's Chicken Shack is an American alternative rock band from Annapolis, Maryland. They emerged through MTV as one of the first post-grunge bands of the era. Blending funk-metal with elements of ska and reggae while also demonstrating surprising acoustic prowess, lead vocalist Jimi Haha grew up in Maryland where he played with the group Ten Times Big. CLICK HERE

Get ready to sing along to your favorite tunes while indulging in our delectable brunch offerings and sipping on our refreshing mimosas!

Category: Music, Top 40 

CLICK HERE

Join us for a cozy afternoon of sipping tea, nibbling on scones, and discussing all things Charles Dickens at our Dickens Literary Tea event

Welcome to A Dickens Literary Tea! Join us for a delightful afternoon at The Elkridge Furnace Inn and Garden House as we celebrate the works of Charles Dickens. Immerse yourself in the charming atmosphere of our historic location while enjoying a selection of teas and delectable treats inspired by Dickens' novels. CLICK HERE

Paint N' Sip at Blowfish Poke Hawaiian Grill with Gina!

Come out for a fun night painting at Blowfish Poke Hawaiian Grill on Dock Street in Downtown Annapolis! Get your creativity flowing as Gina guides you every step of the way. Whether you love to paint or want to try it out, there is a seat for you! Put on an apron, relax, and follow along. Customize the painting along the way! Gina will be available for support and a boost of encouragement!

 CLICK HERE

Charm City Countdown is the largest and most exciting New Year's Eve Charity Gala on the East Coast! Get ready to plunge into a world of enchantment as we return for our17th year, transforming the prestigious Hilton BWI Airport Hotel into a magical underwater realm. This year's theme, "A Night at Studio 54," invites you to embark on a star-studded disco explosion, blending excitement and sophistication to welcome the dawn of 2026. CLICK HERE!

Tagliata, The Elk Room, Italian Disco, and Monarque in Harbor East are teaming up to host one huge New Year's Eve party with four different experiences! Guests can mingle between all locations all night long. This event sells out every year, so buy your tickets before it's too late!

Guests will enjoy an open bar, standing buffets, and live entertainment at each location starting at 8 p.m. 

 CLICK HERE!