Maryland Cider Festival
2025-09-06 12:00 - 16:00 UTC | Two Story Chimeny Ciderworks, 7115 Damascus Rd, Gaithersburg, MD, 20882
It’s the end of summer, this year’s apple harvest is starting, and we’re celebrating at the Maryland Cider Festival. Join us at Two Story Chimney Ciderworks in the heart of the Montgomery County Agricultural Reserve for the third annual Maryland Cider Festival on Saturday, September 6th.
We’ll have a variety of hard ciders, along with select mead, wine, beer, and spirits, from producers across the state. Sample craft beverages from B.C. Brewery, Branch Bender Cidery, Brothers Ridge Ciders, Chesapeake Cider Company, Clear Skies Meadery, Doc Waters Cidery, Free State Ciders, Holyrood Meadery & Youghiogheny Ciderhouse @ Weber’s Crossing, Hub City Brewery, Loew Vineyards, Pathfinder Farm Distillery, Pub Dog Brewery, Red Shedman Farm Brewery, Silver Wheel Cellars, Two Story Chimney Ciderworks, and Willow Oaks Craft Cider & Wine. Enjoy live music from festival favorite Eamon Curley and from local pop sensation Enslow. Grab a bite from one of many great food trucks and browse the handiwork of local craft artisans.
VIP early access from 11:00 a.m. to noon, general admission from noon to 4:00 p.m. Tickets are on sale now, visit https://mdcider.org for more details.

Oyster Blues and Brews
2025-09-06 12:00 - 19:00 | Baltimore Peninsula, 321 E Cromwell St, Baltimore, Maryland, 21230
The third annual oysters, blues & brews returns to bring one of the best maritime experiences in Maryland at the Baltimore Peninsula.
Join us at Port Covington Marina to enjoy oysters and other great seafood from the Chesapeake, sip on a cold beer, shop with local vendors, dance to live music, and enjoy family friendly activities. Don’t miss the free family and youth fishing opportunities and a shoreline clean up.
Youth Fishing and the Shoreline Cleanup are back in 2025, plus help out with a Reef Ball Build! Kids and families will have the opportunity to either fish from shore or sign up to go out on a boat and fish an established oyster reef. Back on land, help us keep our waterways clean and vibrant by pitching in on a Peninsula wide clean up effort. CCA will also be creating new habitats for our marine life, with a reef ball-building event.
Enjoy selections of both raw and cooked Chesapeake Bay oysters, sampling the unique flavors imparted by the waters where they are raised.
Stay tuned for more details on music, food, and other family activities!

" Beer Vinyl & Vittles Arts & Music Festival at Double Groove Brewing"
2025-09-06 12:00 - 20:00 | Double Groove Brewing, 1659 Robin Circle Drive, Forest Hill, MD, 21050
Beer, Vinyl & Vittles Arts and Music Festival at Double Groove Brewing is a vibrant celebration of live music, vinyl culture, local art, craft beer, and good vibes. Join us for a day of creativity, community, and great taste from 12 – 8 pm!
FREE Benefit Show: Please consider bringing canned goods or non-perishable food items to support the Harford Community Action Agency (HCAA). Help us fill the HCAA truck and make a real difference in the community!

Warriors in the Park 2025
2025-09-06 14:00 - 21:00 | Severna Park Taphouse, 58 W Earleigh Heights Rd, Severna Park, MD, 21146
arriors in the Park: fundraiser fest at Severna Park Taphouse, raising money for veterans. Click HERE for tickets. We play at 3 pm with Devin on drums

Making Waves Rocks Fager's Island
2025-09-06 17:30 - 21:30 | Fagers, 201 60th St, Ocean City, Maryland, 21842
Dance Party on the “Outdoor Stage” . . . which is actually indoors LOL!

Making Waves @ Fagers
2025-09-06 17:30 - 23:30 | Fagers, 201 60th St, Ocean City, Maryland, 21842

Talbot Mayo and friends @ Yellow Barn Tavern Bluegrass Festival
2025-09-06 18:00 - 20:00 | Yellow Barn Tavern, 20418 Middletown Rd, Freeland, MD, 21053
Bluegrass Festival at Yellowbarn Tavern, featuring Talbot Mayo and friends- a bluegrass show

Skydrivers & Glorian at Monument Brewing
2025-09-06 18:00 - 21:00 | Monument City Brewing, 1 N Haven St, Baltimore, MD, 21224

Sweet Leda @ The Reisterstown Festival
2025-09-07 11:30 - 17:00 | Hannah More Park, 12035 Reisterstown Rd, Reisterstown, MD, 21136
Free and all ages. Bring chairs! Beer garden.

Baltimore Pizza and Pints
2025-09-07 12:00 - 18:00 | Baltimore Peninsula, 321 E Cromwell St, Baltimore, Maryland, 21230
Welcome to the Baltimore Pizza and Pints Festival! Join us at the Baltimore Peninsula for a day filled with delicious pizza and refreshing pints of both ice cream and beer.
This is a family friendly event that will let you indulge in a variety of pizzas and ice cream from local vendors while sipping on your favorite brews.
Whether you’re a pizza aficionado, have a sweet tooth, or a beer enthusiast, this event is the perfect way to try the best the best slices from all over.
Stay tuned for the full line up of pizza and ice cream vendors!
Pizza will be sold by the slice to allow for quicker lines and to allow for trying multiple places without filling up on a single full pie!
We will be monitoring ticket sales and will enforce timed entry to help reduce crowd sizes and lines.
Kids 12 and under are free!

Ricky Wise Trio @ The Admirals Cup
2025-09-08 19:30 - 2025-09-09 00:00 | The Admirals Cup, 1647 Thames St, Baltimore, Maryland, 21231
The Ricky Wise Trio: Energetic and Dynamic Rock & Soul Music (feat. Ricky Wise, drums, vox; James O’Connell, guitar, vox; and Jeff Reed, bass, vox) Come join the journey with the music you’ve loved, and the music we’ll introduce you to.
www.rickylovesyou.com

METAL MONDAY! 21+
2025-09-08 21:00 - 23:30 | Ottobar, 2549 N Howard St, Baltimore, Maryland, 21218
Upstairs @ Ottobar
Metal Monday! ALL METAL ALL NIGHT!

Annapolis Songwriters Festival 2025!
2025-09-11 - 2025-09-12, 2025-09-12 - 2025-09-13, 2025-09-13 - 2025-09-14, 2025-09-14 - 2025-09-15 | Downtown Annapolis
Modeled after the hugely successful Key West Songwriters Festival, the largest festival of its kind in the world, the Annapolis Songwriters Festival brings our love for music to the bay! Like Key West, Annapolis has its own world-renowned watering holes and intimate theater settings, making our historic capital on the bay the perfect location for live music enthusiasts to get acquainted with the faces, voices, and stories behind the songs.

The New Haven Lounge Music Series w/ Joe Keyes & The Late Bloomer Band
2025-09-11 19:00 - 22:00 | Guilford Hall Brewery, 1611 Guildford Ave, Baltimore, MD, 21202, United States
The NHL Lounge Music Series is back, better than ever! Join Joe Keyes & The Late Bloomer Band every 2nd and 4th Thursday as they bring the funk and feature special guests each week. Enjoy delicious food from Chef Anthony, craft cocktails from Sam the Bartender, and top-notch live entertainment in the newly refreshed Guilford Hall Brewery. Tickets are $15 and include a complimentary cocktail!
Sanity Lounge presents a high-energy funk session with Joe Keyes & The Late Bloomer Band! Known for their explosive mix of funk, soul, jazz, and rock, Joe Keyes leads his nine-piece band like a conductor, cueing solos, directing grooves, and telling powerful stories through song. This isn’t just a show—it’s a musical journey, with surprise collaborations and featured artists joining in for a night of improvisation, mash-ups, and nonstop funk.

Ruben Montoya Band
2025-09-11 20:00 - 23:00 | Cat’s Eye Pub, 1730 Thames St, Baltimore, Maryland, 21231

Steep Canyon Rangers @ Maryland Hall
2025-09-11 20:00 - 23:00 | Maryland Hall, 801 Chase St, Annapolis, MD, 21401
Hailing from both the Appalachian and Piedmont regions of North Carolina, Steep Canyon Rangers have long held traditional bluegrass paramount, while possessing an exceptional ability to bring it down the mountain, and to incorporate accessible influence from all walks of the region. With the band’s last few albums, they have gained recognition from well beyond the world of bluegrass, earning a reputation as some of the most influential songwriters in Americana today.

Steep Canyon Rangers is made up of Graham Sharp on banjo and vocals, Mike Guggino on mandolin/mandola and vocals, Aaron Burdett on guitar and vocals, Nicky Sanders on fiddle and vocals, Mike Ashworth on drums and vocals, and Barrett Smith on bass, guitar, and vocals.

Rachel Hall Band
2025-09-11 20:30 - 23:30 | The Admirals Cup, 1647 Thames St, Baltimore, Maryland, 21231
Rachel Hall Band!
WITH WARREN BOES (ALL MIGHTY SENATORS, SPEAKERS OF THE HOUSE) ON GUITAR, MATT EVERHART (SPEAKERS OF THE HOUSE, CARL FILIPIAK) ON BASS, AND FRANK YOUNG (CARL FILIPIAK, LISA CERBONE) ON DRUMS

Fells Point Oyster Fest with Sweet Leda, LCB, Ricky Wise, Speakers of the House, and more.
2025-09-13 08:00 - 17:00 | MD
FREE! Out in the street in Fells Point.

Guilford's 4th Annual Oktoberfest Celebration!
2025-09-13 08:00 - 20:00 | Guilford Hall Brewery, 1611 Guildford Ave, Baltimore, MD, 21202, United States
Dust off your dirndls and lace up those lederhosen—Oktoberfest is back and better than ever! We’re raising our steins high for the 4th Annual Oktoberfest at our European-style brewery, where the beer flows like the Rhine and the good times never run dry. Join us for a weekend packed with authentic brews, bratwurst, and Bavarian cheer—prost to tradition, flavor, and a whole lot of fun!
Don’t miss out on our exciting lineup of live music, delicious food, and a wide selection of craft beers to enjoy, ALL YOU CAN DRINK TICKETS AVAILABLE!
PARTICIPANT – Free
ALL YOU CAN DRINKEARLY BIRD TICKETS – $30 – Sale Ends August 29thREGULAR TICKETS – $35 – Sale Ends September 12thDAY OF TICKETS – $40
Oktoberfest Celebration at Crown Hall & Biergarten

Dust off your dirndls and lace up those lederhosen—Oktoberfest is back and better than ever! We’re raising our steins high for the 4th Annual Oktoberfest at our European-style brewery, where the beer flows like the Rhine and the good times never run dry. Join us for a weekend packed with authentic brews, bratwurst, and Bavarian cheer—prost to tradition, flavor, and a whole lot of fun!
Don’t miss out on our exciting lineup of live music, delicious food, and a wide selection of craft beers to enjoy, ALL YOU CAN DRINK TICKETS AVAILABLE!
Tickets
PARTICIPANT – Free
EARLY BIRD TICKETS – $30 – Sale Ends August 29th
REGULAR TICKETS – $35 – Sale Ends September 12th
DAY OF TICKETS – $40
Festivities & Attractions
Make your own flower crown!
Play board games or strike your best pose with the vine wall!
Show off your skills at beer pong (two tables ready!) and muscles at our stein holding contest!
Admire tables dressed in burlap linens/runners & sunflower bottles
Grab a pretzel necklace, enjoy coloring sheets, and take in all the Oktoberfest decor!
Shop exclusive Oktoberfest merch in front of the Crown stairs
Biergarten
Sip in style at the Whiskey Lounge – with special guests Jäegermeister
Play cornhole, bucket ball, and giant Jenga
Watch (or join!) the Firkin tapping & tastings in the brewery
Try your luck at the Devil’s Wheel – prizes for both adults and kids!
Relax under colorful pennants with the stage set for live music
Music & Entertainment
TKO Band live from 1:00–2:30 PM & 4:00–5:30 PM
Yodeling!
Competitions & Contests – Prizes to Be Awarded to Winners!
Stein Holding Contests – 12:30 PM, 2:00 PM, & 6:30 PM
Blind Beer Tastings – 1:00 PM & 2:30 PM
Beer Pong Tournament – 3:00 PM
Saugsage Eating Competition – 4:00 PM
Yodeling Contest – 4:30 PM
Best Dressed Contest – 5:00 PM
Drinking Contest – 7:00 PM
Food & Drink Highlights
Sausage & Pretzel Station opens at 12:00 PM
Multiple Firkin tappings of our Märzen with our Brew Team!
Meet the brew team and get full access to the Guilford Hall Brewery!
Cash only 50/50 Raffle – $5 a

Baltimore Book Festival
2025-09-13 10:00 - 18:00, 2025-09-14 10:00 - 18:00 | In The Heart of Waverly, 3100 Greenmount Ave, Baltimore, MD, 21218
The Baltimore Book Festival is celebrating its 26th year! Held in the heart of Waverly, make plans to attend a two-day celebration of our region’s rich literary culture. Featuring booksellers, authors, publishers, live events, workshops, readings, and community organizations, this six square block street festival also includes food and beverage vendors, kids events, and the Saturday morning Farmer’s Market.

The Old Part of Town @ Star Bright Farm
2025-09-13 17:30 - 20:30 | Star Bright Farm, 2950 Garrett Rd, White Hall, Maryland, 21161
Catch them live at Star Bright Farm in Maryland, where their warm, melodic sound and timeless storytelling will be the perfect match for the farm’s beautiful, open-air setting.
The Old Part of Town is a seasoned Americana band rooted in Baltimore’s vibrant music scene. Blending folk, roots rock, country, and bluegrass, their sound is shaped by decades of collaboration, songwriting, and live performance. Led by longtime bandmates and songwriters Matt Douglass and Sam Nitzberg, the group brings together a deep bench of regional talent — including pedal steel player Lynn Kasdorf, upright bassist Dave Frieman, and drummer Steve Raskin — to deliver rich harmonies, thoughtful lyrics, and a dynamic, rootsy live show. Their most recent album Inside Outcontinues their tradition of well-crafted, heartfelt music that spans generations and genres.

Ruben Montoya Solo Acoustic
2025-09-13 19:00 - 22:00 | Woodstock Inn, 1415 Woodstock Rd, Woodstock, MD, 21163

THE SECOND SATURDAY S#!T SHOW FEAT. ROSE VINESHANK
2025-09-13 19:00 - 23:00 | Upstairs @ Ottobar, 2549 N Howard St, Baltimore, MD, 21218
Please come join us for the (164) Second Saturday S#!T Show on September 13, 2025 with our headliner outstanding headliner Rose Vineshank!!!!

7PM – Doors & #HappyHour
8PM – Show $10 cash at the door… presale tickets at theottobar.com
After the jokes is the FREE #GirlsRule #DanceParty w/ DJ Amsies

Headliner: Rose Vineshank is a Baltimore comedian and writer for The Hard Times. An openly gay comic, she has opened for acts such as Stormi Daniels and Damon Wayans, and Matt Braunger. She currently tours with lesbian icon Suzanne Westenhoeffer as her mentor. She brings a ton of rabid muppet energy to every show! Follow her instagram @rose_vineshank_comedy

Features:

Haywood Turnipseed Jr. is aDC-based co median known for his sharp wit and insightful storytelling. A father and former telecom technician, he blends real-life experiences with clever humor, performing at top clubs nationwide. His comedy offers a unique lens on fatherhood, race, and the absurdity of everyday life.

Teddy K is a rising Baltimore comic known for his sharp wit and fearless stage presence. As founder of Mobtown Comedy, he produces hit shows like Mayhem Mic, DUI Derby, and Kinky Comedy. He’s performed at top NYC clubs and festivals, co-hosted radio, and released music. Whether he’s cracking up crowds or laying down beats, Teddy K is building a lane all his own—unapologetically Mobtown.

Kurt Ryan is a comedian and meme maker. He has made multiple memes that have gone viral. He has performed at comedy clubs all across the country.

Bam Jacobs is a comic from Baltimore, MD and a regular at Magoobys Joke House and The Port Comedy Club. He has opened for comics like Maddy Smith, Aaron Chen, JP Sears, Judah Friedlander etc. Bam’s comedy style combines short jokes and wordplay along with storytelling. Bam has won several comedy competitions around the Baltimore area and beyond and it currently a finalist for The Funniest Person in Harrisburg (PA) Competition. When he’s not performing stand up comedy he’s usually at Mother’s house.

Special Guest:
Mike Gray was born to Jehovah’s Witnesses but raised by Heavy Metal, Mike Gray blends absurdist observations with raw autobiographical humor. Bursting out of the Maine scene, he’s performed at Altercation Fest, Boston Comedy Festival, and across New England. From bars to casinos, Mike’s a versatile act rising fast in the comedy world.

Host:
Mike Quindlen has been running the S#!T Show for 13.5+ years straight (Baltimore; world record). He is a comic and civil disobedient who travels the world making sardonic observations that often weave their way into his comedy. He is willing to expose and mock hypocrites…including himself. He has opened for Doug Stanhope, JB Smoove, Rachel Feinstein and Alonzo Bodden. IG: @MikeQuindlen

Piedmonsters at Hyattsville PorchFest
2025-09-14 00:00 | PorchFest, 6114 40th Ave, Hyattsville, Maryland
The Piedmonsters were built for front porches! Come catch us in our native habitat!

Anne Arundel County Fair
2025-09-14 08:00 - 17:00 | Anne Arundel County Fair, 1450 General's Highway Route 178, Crownsville, MD, 21032
Sweet Leda 2 pm

Ruben Montoya Band
2025-09-14 14:00 - 17:00 | Hank Dietle’s Tavern, 11010 Rockville Pike, Rockville, Maryland, 20852
2PM • $10-$20 suggested donation
Rubén MontoyaBaltimore based guitar player, singer and songwriter. Influenced by such artists as Bill Withers, Hendrix, Stevie Wonder, Beatles, Los Silver, The Meters, Freddie King, Albert King, SRV and whole lot of Texas musicians.
This band features Paul Lewis on the Fender bass and Drew Lawhorn on drums.
