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Maryland Attractions: Discover Local Experiences
October Events
Networking Fiesta, MD
10/1
Celebrate Hispanic Heritage Month at our Networking Fiesta! Join the Hispanic Chamber of Commerce Montgomery County for an evening of networking and cultural celebration. Connect with local business leaders and professionals, expand your network, and enter for a chance to win Hispanic Leadership Awards Gala (HLAG) tickets valued at $200 each. Come celebrate, connect, and grow with us! CLICK HERE
Still Rock 'N' Roll | The Music of Billy Joel (Tribute), MD
10/2
Still Rock 'N' Roll takes the stage at the waterfront Rock the Dock Summer Concert Series at Rod 'N' Reel Resort!
Still Rock ’n’ Roll is a high-energy tribute to the legendary Billy Joel, celebrating the timeless music of the Piano Man himself. This dynamic show brings to life classic hits like “Piano Man,” “Uptown Girl,” “We Didn’t Start the Fire,” and of course, “It’s Still Rock and Roll to Me.” CLICK HERE
Quad State Beer Fest: Clad In Plaid 2026, MD
10/3
ALL ONLINE TICKETS $8 OFF to this popular 13th annual event with unlimited samples of regional brews, sick 90's grooves and plaid for days!
The 2026 Quad State Beer Fest: Clad In Plaid takes place October 3th (1:00pm-7:00pm) at the Washington County Agricultural Education Center just south of Hagerstown, MD. CLICK HERE
Hopkins Field Hockey Fall Clinic, MD
10/4
Join us for our fall clinic! The cost includes instruction by Hopkins coaches and players as well as some competitive game minutes. Please be sure to bring all necessary equipment and a water bottle, you will receive a reversible pinnie at the clinic that you can keep if you choose that option at registration. The clinic is open to all high school athletes. We hope to see you on campus for this event! CLICK HERE
25th Annual Association of Energy Engineers Baltimore Chapter Golf Classic
10/5
18 Holes Captains Choice
Monday – October 5th, 2026. 7:30am – 8:45am Registration @ the “AEE” table near the Pro Shop
- 9:00 am - Shotgun Start
- Southern Hospitality Picnic – Lunch included after round
- Digital Group Picture
- Open beverage cart
- Longest drive contest / 2 Closet to the pin contest
- Door prizes & awards immediately after the round
- Cash prizes per team: (1st $400, 2nd $300, 3rd $200)
- Portion of money raised will be donated to a college scholarship CLICK HERE
KFCM Emerging Bishops & Overseers Catechism and Formation Fall Cohort 2026
10/6
You don't want to miss this event. It will be three (3) power pack days of intensive teaching of biblical truths and applications.
You will experience three (3) power pack days of Episopal Rudiments, Rites and Rubrics! CLICK HERE
LGBTQ Paint Night @ NEO PIZZA - Annapolis, MD
10/7
Celebrate Pride with a fun and colorful paint night! 🌈
Join us for an evening of creativity as we paint a bold, LGBTQ+ pride–inspired design. Whether you’re a beginner or a more experienced artist, you’ll be guided step-by-step to create your own unique piece.
Bring a friend or come on your own—this is a welcoming, relaxed space for everyone to unwind, connect, and celebrate self-expression. CLICK HERE
Local Artist Spotlight: The Ricky Wise Trio, MD
10/8
Baltimore's favorite son brings his killin' trio to Encore as the regular anchor of our Local Artist Spotlight Series.
The Ricky Wise Trio: Energetic and Dynamic Rock & Soul Music (feat. Ricky Wise, drums, vox; Jamie 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. CLICK HERE
Sunset Cruise & Book Swap - October 2026, MD
10/9
Join us for a sunset cruise and book swap!
We'll head out from -- and return to -- the Fells Point water taxi stop at 901 S Broadway, and spend two hours enjoying the ride and a gorgeous view of the Baltimore sunset. Your ticket gets you a seat on the boat, a glass of bubbly, and snacks! CLICK HERE
Baltimore Taco Festival, MD
10/10
Taco Heaven returns to Baltimore on October 10th & 11th, 2026 for Maryland's BIGGEST taco festival in history!
The 9th annual Baltimore Taco Festival is back! Maryland's biggest food festival of the year is taking over an entire city block along with Power Plant Live on October 10th & 11th, 2026! CLICK HERE
THE LATIN COFFEE PARTY - Baltimore, MD
10/11
Celebrate Latin America with coffee, cocktails, food, and the biggest Reggaeton, Salsa, Bachata, Merengue, Latin Rock & Pop hits.
Baltimore...
If you missed the first one, this is your chance to make up for it.
THE LATIN COFFEE PARTY is a celebration of the rhythms, culture, and energy that unite our Latino community. Perfect for anyone who wants to enjoy a Sunday out, dance, sing, and still make it home in time to rest and be with family.
Exhibition: Encounter 해후(邂逅) by Myungsook Ryu Kim 류명수 (柳明秀), MD
10/12
Myungsook Ryu Kim reveals a world of harmonious connections across cultures, art, and life. She brilliantly merges classical East Asian art and philosophy with media techniques of the West. Through a profusion of colors, textures, and dimensions, the works explore change and impermanence, illuminate the interdependence of heaven and earth and humans and nature, interpret experience and spirituality, embrace the juxtaposition of poetry and painting, and celebrate Korean history. CLICK HERE
Beginners Qigong, MD
10/13
Introduction to Five Element Shamanic Qigong & Tea CeremonyJourney within on a quest to learn the language of the natural world with five element shamanic qigong. This introductory class guides you to tune into your body as well as to nature through the five elements - Wood, Fire, Earth, Metal (Air), and Water- as pathways for healing, self-knowledge, and energetic renewal. Through breath, movement, and stillness, you will explore the elemental archetypes while learning a foundation.. CLICK HERE
HAUNTED THRIFT STORE PAINT NIGHT AT PHERM BREWING, MD
10/14
Turn thrift-store treasures into haunted masterpieces! A psychedelic night of art, beer & wonderfully weird creativity with ARTAGAYNE
👻 HAUNTED THRIFT STORE PAINT NIGHT AT PHERM BREWING 🎨
Wednesday, October 14 • 6:30–8 PM
What happens when a forgotten thrift-store treasure gets a little haunted?
You get a Haunted Thrift Store Paint Night!
Join artist ARTAGAYNE at Pherm Brewing for a fun, psychedelic twist on the traditional paint night. CLICK HERE
Stages Presents: Frank Vignola & Vinny Raniolo, MD
10/15
Enjoy an evening of music from jazz guitarists Frank Vignola and Vinny Raniolo.
Stages is excited to welcome Frank Vignola and Vinny Raniolo to the Performance Hall for an intimate duo concert following Vignola's masterclass at Stages on Octber 15th at 5 PM.
Frank Vignola has been the guitarist of choice for many of the world’s top musicians, including Ringo Starr, Madonna, Donald Fagen, John Lewis, Lionel Hampton.. CLICK HERE
Soups & Sips, MD
10/16
Three Soups. Three Sips. One event to experience the taste of Fall.
Fall has officially arrived at 18Twenty with Chef’s Table!
Join us for an intimate and delicious master class celebrating the flavors of the season. Our Chef will take you on a culinary journey featuring three handcrafted autumn soups, each thoughtfully paired with a perfectly matched sip. Discover seasonal ingredients, chef techniques, flavor combinations, and the inspiration behind each pairing.. CLICK HERE
Ballet Theatre of Maryland presents "La Sylphide", MD
10/17
Experience the ethereal beauty of La Sylphide as Ballet Theatre of Maryland brings this iconic Romantic ballet to life.
Experience the ethereal beauty of La Sylphide as Ballet Theatre of Maryland brings this iconic Romantic ballet to life in a captivating tale of love, longing, and the supernatural. CLICK HERE
An Evening of Persian Classical Music — Washington, D.C.
10/18
Join us for An Evening of Persian Classical Music featuring two acclaimed Iranian master musicians, Pejman Hadadi on percussion and Nima Janmohammadi on setar.
This intimate concert brings together the rich rhythmic language of Persian percussion, including Tombak and Daf, with the expressive and delicate sound of the Setar. Through an improvised, timeless journey, the artists embody a .. CLICK HERE
BRAND.SHOWCASE KEVIN.MURPHY MID-ATLANTIC, MD
10/19
ALL BRANDS. ONE STAGE. ONE DAY On Stage DEMOS, opportunity to CONNECT,LEARN, & GET INSPIRED
Kevin Murphy Mid-Atlantic is bringing pro-beauty community togehter for a one-day, trade show-style experience built for stylists, salons,and future professionals. Expect live, on-stage demos, top brands under one roof, exclusive show-only offers, and opportunities to connect, learn, shop, and get inspired. CLICK HERE
Metropolitan Cigar & Whiskey Night, MD
10/20
Includes 3 cigars, 3 drink tickets & light hors d'oevres. Meet & greet with Michael Herklots on the roooftop.
Come out and enjoy an evening of cigars, hors d'oevres & whiskey tastings on the rooftop with Cigar Aficianado, Michael Herklots! Cocktail attire encouraged. CLICK HERE
Women to Watch 2026, MD
10/21
Join us as Women to Watch shifts into high gear. An evening with changemakers, curated experiences & signature moments to keep.
The 13th annual Women to Watch celebrates visionary leaders redefining industries & driving meaningful change.
Immerse yourself in experiences designed to connect, inspire, and empower. Enjoy signature cocktails, mocktails and hors d’oeuvres, while creating memorable moments to take with you. CLICK HERE
Witch Moon Painting Event @ Zach's Greenlee's Hagerstown, MD
10/22
🌕 Witch Moon Paint Event 🎨✨
A Spooky-Chic Paint Night with Charlie’s Art & Soul
Join us for a magical and creative evening as we paint a stunning Witch Moon scene together! 🌙🧙♀️ This enchanting artwork features a silhouetted witch soaring across a glowing full moon... perfect for fall, Halloween season, or anyone who loves a little mystery and magic. CLICK HERE
2026 Jerusalem Joint Ball, MD
10/23
Join us for the 2026 Jerusalem Joint Ball, an elegant in-person event hosted at The Westin Baltimore Washington Airport - BWI.
The event will take place on October 23, 2026 at 3:00 PM (Eastern Daylight Time). CLICK HERE
Harvest Dinner and Dance at Koiner Farm, MD
10/24
A magical evening. An extraordinary farm. An incredible community.
Step off the city streets and right onto one of Montgomery County's most unforgettable fall traditions.
As the autumn sun fades and the harvest moon rises, Koiner Farm transforms beneath a canopy of twinkling lights into a fun-filled dance floor surrounded by food and drink stations that are overflowing with farm fresh appetizers, local beer and wine tasting, and laughter rising above the music. CLICK HERE
The Nighthawks with Daryl Davis, MD
10/25
The Nighthawks was an idea in Mark Wenner's brain long before he was able to implement it. The musical product of pre-1958 radio in Washington, D.C., he did not know there were rules against mixing blues, R&B, honky-tonk country, doo-wop, gospel and rockabilly into one delicious stew. CLICK HERE
Spooky Themed Paint & Sip @ Tapville Social, MD
10/26
Join us for a fun and relaxed evening at Tapville Social! Grab a brush, sip your favorite drink, and unleash your inner artist while singing along to your favorite r&b tunes. Whether you're a pro or just looking to have a good time, this event is perfect for everyone.
Date & Time: August 24, 2026 at 6:00 PM (Eastern Time)
Don't miss out on this creative night out—see you there! CLICK HERE
Haunted Dinner in the Dark with Annapolis Ghost Tours, MD
10/27
When: October 27, 2026 at 6:30 PM (Eastern Time)
Where: Ashling Kitchen & Bar
Get ready for a seriously spooky night at Haunted Dinner in the Dark! You’ll enjoy a delicious 3-course dinner—but here’s the twist: you’ll be blindfolded the whole time. That means every sound, every unexpected touch, and every creepy movement around you gets turned up to eleven. CLICK HERE
Annual Frederick Health Auxiliary Fashion Show, MD
10/28
lease join us for an evening of fashion and fun benefiting the Frederick Health Auxiliary Scholarship fund. CLICK HERE
McCormick & Schmick's + Duckhorn Wine Dinner - Baltimore, MD
10/29
A five-course wine dinner featuring Duckhorn wines, paired with a chef-crafted menu.
An evening featuring Duckhorn wines paired with a seasonal, chef-driven menu.
Menu
COURSE 1
WARM BRIE & FIG CROSTINI
thyme honey
Duckhorn Vineyards Sauvignon Blanc, North Coast
COURSE 2
SEARED SEA SCALLOPS
butternut squash purée, sage brown butter, toasted pepitas
Decoy Limited Chardonnay, Sonoma Coast.. CLICK HERE
2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm, MD
10/30
The Sultana Education Foundation’s Downrigging Weekend offers multiple opportunities to sail the Chester River on your choice of nine historic sailing vessels. Each Downrigging sail is 2.5 hours long and departs and returns from the Chestertown Marina at 207 S. Water St. in Chestertown. No previous experience is required to participate, but it’s important that participants dress appropriately for the weather. CLICK HERE
Fall Back Hallo-Wine Fest 2026, MD
10/31
Fall Back Hallo-Wine Fest 2026 TICKETS ARE $8 OFF For A Limited Time!
The 2026 Fall Back Hallo-Wine Fest is October 31st at the Washington County Agricultural Education Center just south of Hagerstown, MD.
The 11th annual Fall Back event is on Halloween, so we're making it a huge costume party with live music by Staff Infection and The Reagan Years! CLICK HERE
The Maryland Insider List
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