October 13th through 17th; Annapolis City Docks
From a seasoned sailor to a first time boat buyer, the United States Sailboat Show offers everything a boater needs. Every October, sailors from around the globe gather on miles of docks in beautiful downtown historic Annapolis to experience hundreds of new and premiering boats, boating gear and accessory exhibitors, financing options, all while enjoying tasting tents and the time to connect with fellow boaters. If you are looking to experience the ultimate sailing experience, this show is a must-visit show.
October 13th, 4 p.m.; Broadneck Grill and Cantina, Edgewater
Come join us for a dog friendly Happy Hour in our tent in front of the restaurant. We are teaming up with Tito's & Pet Supplies Plus (next door) for this event. Treats for our four legged friends. Discounted Tito's Drinks, Happy Hour Drinks & food for dog owners.
Live Arts Maryland: Guys and Dolls
October 14th, 8 p.m.; Maryland Hall, Annapolis
The show must go on! The Live Arts Maryland 2022-2023 season opens with Guys & Dolls presented as a pops gala. This show features many outstanding American Songbook standards such as “Sit Down, You’re Rockin’ the Boat”, “If I Were A Bell”, “A Bushel and a Peck”, and more. Audiences of all ages will find the magic of live musical theater right here in Annapolis in this timeless classic!
October 15th and 16th; Anne Arundel County Fairgrounds, Crownsville
Enjoy three weekends and three haunted attractions. Starting October 15th and 16th, visit the Anne Arundel County Fairgrounds for a haunted mansion, a haunted hayride, and a haunted maze!
October 15th; Historic Downtown Easton
Kick-up your heels and join us for the triumphant return of the Drag Race! Men from across the mid-shore will "pump it up for Hospice" while racing down Harrison Street in downtown Easton in their favorite pair of high heels.The 2022 event is co-chaired by veteran "draggers," Joe Petro and Mark Potter, and is sure to be a must-see event of the fall! Members of the community are invited to watch the race, and more importantly, contribute in the name of their favorite contestant - it is a Hospice fundraiser after all!
The South Africa of Lost in the Stars - Then and After with Annapolis Opera
October 15th, 3 p.m.; Maryland Hall, Annapolis
This engaging Insight Series lecture by Professor Phiwokuhle Mnyandu and Professor Emeritus Robert Russell Edgar focuses on the inside perspective on the history and effects of Apartheid in South Africa. Professors Mnyandu and Edgar are both African Studies experts at Howard University.
October 15th through 16th; Quiet Waters Park, Annapolis
Art @ the Park 2022 is the 32nd annual arts festival located in Quiet Waters Park in Annapolis, Md. The Festival will feature a variety of original visual arts along with demonstrations, and live musical performances. Hours for the festival are 10-5 on Saturday the 15th of October and 10-4 on Sunday the 16th. Dogs are welcome in the outdoor areas of the festival. There is a $6.00 gate fee per car to enter the park. All proceeds from the festival go toward events and programs held in the park.
Beckwith United Metodist Church Apple Festival
October 15th, 9 a.m.; Neck District Fire House, Cambridge
Join the Beckwith United Methodist Church on Saturday, October 15 and enjoy the Apple Festival, now in its 42nd year! Food and activities begin at 9am at the Neck District Volunteer Fire House, located 11 miles west of Cambridge on RT 343, Hudson, MD. Enjoy apple dumplings, apple pies, soups, chicken salad sandwiches and chicken salad by the pint…not to mention the outdoor flea market. The food service is from 9am to 1pm, and the festival will be held rain or shine!
October 15th, 10 a.m. to 3 p.m.; Bowie Baysox Stadium
Bring your family out for a fun day at the ballpark! Select your very own pumpkin to take home from the “Pumpkin Patch” located on the Baysox field! Kids will be able to enjoy rides on the stadium carousel, play in the bounce house and enjoy other inflatable games too. There will also be carnival-style games, interactive exhibits, pumpkin painting and events to enjoy throughout the day.
Children's Business Fair Annapolis
October 15th, 1-4 p.m.; Gloria Dei Lutheran Church, Arnold
Imagine a farmer's market, but with every booth run by a kid! Kids develop a brand, create a product or service, build a marketing strategy, and then open for customers at our one-day marketplace. What better way to learn about business and entrepreneurship? Originally started in Austin, Texas, the Acton Children's Business Fair has grown to over 1,200 fairs in 387 cities and 16 countries.
Bountiful Harvest - Friends of the Light House
October 15th, 6-10 p.m.; The Atreeum@Soaring Timbers, Annapolis
Saddle up and join Friends of the Light House on October 15th for gourmet food, open bar, live and silent auction, live music by Misspent Youth and more. All proceeds benefit The Light House a Homeless Prevention Support Center. Make sure to dress in country or cocktail attire.
Providence Center's 8th Annual Harvest Bash
October 15th, 6-11 p.m.; Providence Center's Greenhouse and Gardens, Arnold
Join us on Saturday, October 15, 2022 for a night of revelry like no other in support of our good work in the community! The bash features a feast of fall bounty and abundant cocktails, signature cocktails, raw oyster bar, custom donuts, live music from the Dan Haas band & others, live and silent auctions, our famous wine raffle, Providence Center Pottery, libation tastings, fireside lounge, s’mores bar & more, all under thousands of twinkling lights and a canopy of stars in our enchanting greenhouse and gardens!
October 16th; CBF Philip Merrill Environmental Center, Annapolis
When an estuary loses almost all its keystone oyster reefs like the Chesapeake Bay has, the change causes fundamental damage to water quality and habitat for fish, crabs, and other creatures. In recent years, many partners have worked together to build these reefs, including the Chesapeake Bay Foundation, NOAA Chesapeake Bay Office, the Army Corps of Engineers, Coastal Conservation Association Maryland, Oyster Recovery Partnership, and Maryland Department of Natural Resources. The return of these habitats means a return of healthy populations of popular reef fish. Help us find out which fish can be caught on restored and enhanced reefs in Maryland's Bay region!
The 'Cultured Pearl' Rock Hall Art & Book Festival
October 15th-16th, 11 a.m.-5 p.m.; Selkie Books, Rock Hall
Enjoy beautiful art displays, entertaining art “how-to” demo’s, and wonderful book signings! Come meet and mingle with our amazing “Local Treasures” - the creative local artists and authors who help make “The Pearl of the Chesapeake” such a magical place! Find our Treasures in Residence on Selkie’s Local Artists Row, in Undine’s Cottage, and in the Secret Garden both days!
October 17th through 28th; Annapolis Town Center
Join us for a special pop-up to support Anne Arundel County CASA. CASAs are specially trained volunteers who are appointed by the court to advocate and support abused and neglected children in our community. You will have the opportunity to purchase donated, gently used or new jewelry. 100% of the jewelry proceeds will go to CASA! To donate to to pop-up, please reach out to Catherine Brady, Director of Marketing – cbrady@trademarkproperty.com.
Casey Cares Foundation 19th Annual Golf Tournament
October 17th, 10 a.m. to 5 p.m.; Cattail Country Club, Glenwood
The Casey Cares Foundation will host the 19th Annual Golf Tournament on Monday, October 17, 2022, at the Cattail Creek Country Club. The outing includes a light lunch, raffles, prizes, and more. The evening will end with a cocktail reception. Companies are encouraged to register as foursomes and individuals are allowed. Not only will it be a fun day of friendly competition, but the event will also raise much-needed funding for the Casey Cares Foundation, which provides ongoing and uplifting programs for families with critically ill kids. The 18-hole Cattail Creek Golf Course takes golfers through magnificent rock walls, wooded areas, and open tree lined areas and ponds.
October 17th, 9 a.m.; The Cannon Club, Lothian
GiGi's Playhouse Annapolis presents The 3rd Annual Golf Outing at The Cannon Club. This amazing day on the golf course supports individuals with Down Syndrome, their families and the community. The day will have beverages on the course, breakfast, lunch, and post-game appetizers, longest drive and closest to the pin contests and more.
