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Annapolis Town Center Fall Fest | Photo Courtesy Annapolis Town Center
Pumpkin Patch for the Light House
Thursdays through Sundays through October 27th; St. Martin's Evangelical Lutheran Church, Annapolis
An Annapolis Tradition - every fall organizations from all over Annapolis come together to sell FRESH EASTERN SHORE PUMPKINS to raise funds for The Light House, a homeless prevention and support center. Come play some games, get a photo opp and purchase a PUMPKIN for a PURPOSE!
An Evening with Annapolis Bluegrass
October 16th, 6 p.m.; Historic London Town and Gardens, Edgewater
Gather for an evening with Danny Stewart Jr. and Sarah Larsen and enjoy their traditional bluegrass repertoire with a modern touch. You'll hear their original compositions showcasing harmony singing, guitar playing, high energy fiddle playing, and a few different styles of toe tapping banjo music! Enjoy their bluegrass duo performance under our special events tent on the banks of the South River.
October 17th through 20th; CFG Bank Arena, Baltimore
Disney On Ice is bringing the party to hometowns across the country, and the guest list is jam-packed with audience favorite Disney characters! Mickey, Minnie, Donald, and Goofy have become DJ’s, remixing Disney tunes into colorful stories at this all-new state-of-the-art ice show. Get ready to turn up the fun when Disney On Ice visits CFG Bank Arena from October 17-20, 2024!
Book Discussion: Rivers of the Eastern Shore (Choptank, Miles, and Wye Session)
October 17th, 2 p.m.; Eastern Shore Conservation Center, Easton
Join ShoreRivers for an immersive journey into the history of Maryland's Eastern Shore, as we explore how its rivers shape our way of life then, now, and in the future. We invite you to a special book discussion featuring the second edition of The Rivers of the Eastern Shore by Hulbert Footner, with a forward by Tom Horton.
October 17th, 3 to 7 p.m.; Chestertown YMCA, Chestertown
The 2024 Kent County Community Health and Wellness Expo will be held Thursday, October 17th from 3 – 7 p.m. at the Kent County Family YMCA, 200 Scheeler Road, Chestertown, Maryland. With over 60 vendors, expert speakers, live entertainment, and refreshments, this free event serves to educate and inspire healthy living and wellness for all ages throughout the Kent County community.
Maryland Fall Home & Garden + Craft Show
October 18th, 10 a.m. to 6 p.m.; Maryland State Fairgrounds, Timonium
Get inspiration and expert advice at the annual showcase of everything you need for repairs, renovation, and relaxation. More than 300 exhibitors offer the latest products and ideas for indoor and outdoor spaces, and 100+ crafters have those must-have and sure-to-please items for everyone on your holiday gift list. Sample gourmet treats from three dozen food producers. Meet celebrities Ashley Morrill and Ryan Eldridge of the Maine Cabin Masters TV show and learn about their favorite projects. See live animals in the Fall Fun Zone and learn to play pickleball on the full-size court.
October 19th; National Mall, Washington D.C.
Autism Speaks Walk is the world’s largest fundraising event to enhance the lives of people with autism today and accelerate a spectrum of solutions for tomorrow. The Autism Speaks Walk brings together people with autism and the parents, grandparents, siblings, friends, relatives and providers who support them. Funds raised help fuel innovative research and make connections to critical lifelong supports and services.
Tilghman Island Day Celebration
October 19th; Tilghman Island Volunteer Fire Company
On Saturday, October 19th, from 10 a.m. to 7 p.m., the Tilghman Island Volunteer Fire Company will hold its annual Tilghman Island Day Celebration. Local watermen and other members of the community plan a number of exhibits and demonstrations designed to highlight the Chesapeake Bay waterman's way of life. There will also be a variety of waterman's games to watch or participate in starting at 11 a.m.
October 19th; Rams Head Live!, Baltimore
Rock 'N' Roll all night with us on Saturday, October 19th for the 21st Annual Rock 'N' Roll Bash at Rams Head Live! Powerplant, Baltimore. The entertainment lineup will feature High Voltage, the nation's premier AC/DC tribute band. They will rock out this year's Bash with a high-energy performance by capturing the pure essence and excitement of a live AC/DC concert! Additional entertainment information coming soon!
October 19th; American Legion Post 91, Cambridge
The next show date is Saturday October 19, 2024, we will be holding the “Fun Dog Show" in the American Legion on Route 50 by the bridge the Choptank River in Cambridge. This event has grown into a local tradition. Registration begins at 9:00 A.M. and begins with a blessing of all dogs and a parade of all dogs and their owners at 10:00. Dogs must be at least 6 months old and on a leash in order to compete. The first category entry is $5.00; additional categories, $4.00 each. A raffle features gift certificates from many local business, and in the past has included the newest American Girl doll, a handmade quilt, and a Lionel train. The event is free to the public. A portion of the proceeds from the event benefit the Baywater Animal Rescue.
October 19th; Pip Moyer Recreation Center, Annapolis
Want to start your holiday shopping early this year? Looking for a piece of furniture or some skis or golf clubs and don't feel like paying top dollar for them? Try the Annapolis Recreation and Parks Rummage Sale on Saturday, October 19 from 8am-12pm. As usual, the Rummage Sale will take place in the parking lot at "Pip" Moyer Recreation Center, 273 Hilltop Lane in Annapolis.
The Wine Festival at Kurtz's Beach
October 19th and 20th; Kurtz's Beach, Pasadena
Surrounded by some of the most beautiful Chesapeake Bay shoreline and centrally located in Maryland, Anne Arundel County is in many ways the heart of our wonderful state. What better way to celebrate a gorgeous day by the Chesapeake Bay than with dozens of area wineries, culinary artists and master artisans? Now in its eighth year, The Wine Festival at Kurtz’s Beach offers a high-end, all-encompassing festival that features a variety of vendors, musicians and attractions.
250TH Anniversary of the Burning of the Peggy Stewart
October 19th, 11 a.m.; Hogshead, Annapolis
A living history experience watching imagery of the Burning of the Peggy Stewart 250 years to the day of the Annapolis Tea Party. View a drone show surrounding a tall ship replicating a colonial era merchant brig where Annapolis City Dock meets the Severn River. Witness the night sky ablaze with a reenactment and commemoration of the revolutionary anniversary.
Annapolis Town Center Fall Fest
October 19th, 11 a.m. to 2 p.m.; Annapolis Town Center, Annapolis
Pick your Own Pumpkin Patch and Decorating, DIY S’mores, Face Painting, Costume Contest, Photo Ops, Live Music, Street Performers, Food Trucks, Vintage Views Mobile Bar. Please consider bringing a canned food or monetary donation to benefit the Anne Arundel County Food Bank!
October 19th; Park Plaza Shopping Center, Severna Park
Don’t miss this fun, FREE, family event! We will have music, shopping, Trick or Treating, a costume contest, a photo booth and more! SHOPTOBERFEST is a Fall Shop Local Festival with a Halloween and Oktoberfest Flair. Exhibitors can sell their products/services at their booths.
Navy Football Home Game vs Charlotte
October 19th, 3:30 p.m.; Navy-Marine Corps Memorial Stadium, Annapolis
Our Mids are taking on Charlotte for the 2024 season's Homecoming. Come support for the only home game of October
October 20th; Even Keel Wellness Spa, Annapolis
We couldn't be more excited to host our fourth annual Calm for a Cure this October. Each year we enact a whole month of charitable giving as well as our special Spa Day at both Even Keel locations featuring free treatments for anyone battling cancer.
October 20th; Downtown Annapolis
We hope you’ll join us for the best day on Maryland Avenue. Enjoy browsing your favorite shops alongside local vendors and makers. Discover vintage finds, candles, art, and handmade goodies. Enjoy live music and performance. Eat, Drink, and be Merry!!
London Town’s Fall Plein Air Open House
October 20th; Historic London Town and Gardens, Edgewater
We’re starting a tradition. London Town’s Fall Plein Air Open House invites artists of all levels, from beginner to expert, to capture the beauty of Historic London Town and Gardens. Admission is free for all Plein Air artists who come to paint on October 20th (rain date October 27th). Be a part of the event and join amazing local Plein Air artists who come to capture the beauty of our historic William Brown House, acres of ornamental and woodland gardens, stunning overlooks, and panoramic views of the South River. We hope you join us!
October 21st, 8 a.m.; Renditions Golf Club, Davidsonville
When your child is struggling in school, it can be a frustrating and lonely road trying to figure out the best solution for your child. For 35 years, The Summit School has built an incredible record of encouraging and empowering children with dyslexia and related learning differences become successful readers and learners. All proceeds from Swing for Summit support The Summit School's unique program which incorporates highly trained teachers, evidence-based instruction, hands-on, multi-sensory learning and small class sizes to create transformational experiences for these amazing children.
35th Anniversary Conservation Celebration
October 24th; Philip Merrill Environmental Center, Annapolis
Scenic Rivers is celebrating 35 years of protecting land in Anne Arundel County this year. And, we’re throwing an anniversary party to honor the landowners, partners, and friends who’ve been a part of the journey so far! Since 1989, we’ve protected the special forests, farms, wetlands, and other irreplaceable natural spaces that sustain our community.
October 25th through 27th; Academy Art Museum, Easton
The Academy Art Museum’s 27th Annual Craft Show features over 60 artists from across the United States on October 26 & 27, 2024, with a special Preview Event on October 25. Located in the spaces within the Academy Art Museum, the historic Waterfowl Festival Building directly across the street and the newly created Craft Show Marketplace outdoor show that connects the buildings, AAM welcomes an array of returning artists and first-time exhibitors in a variety of mediums. This is truly a show by artists for artists.
Bountiful Harvest - Costumes and Cocktails
October 25th; The Atreeum @ Soaring Timbers, Annapolis
With your support, the Friends Of The Light House will continue to be able to provide support to The Light House a Homeless Prevention Support Center and enable its staff to provide much-needed services to the citizens of Anne Arundel County.
October 25th through 27th; Maryland Hall, Annapolis
Ballet Theatre of Maryland presents Napoli on October 25-27 at Maryland Hall for the Arts. This sunny story ballet follows a plucky fisherman and his beloved Teresina as they brave a wicked sea demon to find their happy ending. With themes of faithfulness and love everlasting, Napoli is a family-friendly treat!
October 26th, 10 a.m. to 4 p.m.; Chesapeake Bay Maritime Museum, St Michaels
Get ready to sip, slurp, and savor at the Chesapeake Bay’s favorite fall festival! This event features live music, retriever demonstrations, oysters, and more. Keep an eye out for additional details!
October 26th, 3 to 8 p.m.; Maryland Hall, Annapolis
Folklore artists, traditional Mexican food, attractions for children, artisans, raffles, community resources, and activities to celebrate this tradition of Mexican origin
