February 1, 2023
Annapolis, US 34 F

Visit Annapolis lays out all of your September events

Hammond Harwood RearThe Annapolis & Anne Arundel County Conference and Visitors Bureau (AAACCVB) wants to make it easy for individuals to enjoy the many exciting events and activities that will be taking place in Annapolis and the Chesapeake Bay throughout September 2015. To assist individuals who are making advance plans for business or vacation travel, the AAACCVB has put together a September 2015 Major Events Calendar. For a more comprehensive overview of events large and small, visit VisitAnnapolis.org.


Brown Bag Lunch Tours
Tuesdays, September 1, 8, 15, 22, 29

12:30 p.m.

Hammond-Harwood House, 19 Maryland Avenue, Annapolis

Admission: $5 



Enjoy a 20-minute guided tour of the “Jewel of Annapolis,” an 18th-century Anglo-Palladian house that contains one of the finest collections of 18th-century fine and decorative arts in the nation. Tours will address a different topic each week, including decorative arts, social history and architecture. Following the tour, participants are encouraged to enjoy their lunch in the beautiful Hammond-Harwood garden.

Wednesday Night Sailboat Races
Wednesday, September 2 

First Gun: 6:10 p.m.

Annapolis Harbor


Grab your favorite dockside seat in America’s Sailing Capital to watch midweek races where some 150 boats sail around several marks in the Bay before heading back to Spa Creek for a finish in front of the Annapolis Yacht Club. For many, the post-race party is the official beginning of the weekend.

NAVYNDNavy vs. Colgate
Saturday, September 5

U.S. Navy Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis


Watch Navy play its home opener against the Patriot League’s Colgate Raiders at U.S. Navy-Marine Corps Memorial Stadium.

Thomas Point Shoal Lighthouse Tours
Saturdays, September 5 and 12 and Sunday, September 27

9:00 a.m. and noon cruises

Tours Depart Annapolis Maritime Museum, 723 Second Street, Annapolis

Admission: $70


The two-hour tour includes 30-minute boat rides to and from the lighthouse aboard the vessel, Sharps Island, and a docent led tour of the restored interior of the National Historic Landmark built in 1875. The Thomas Point Shoal Lighthouse is the last screwpile lighthouse on the Chesapeake Bay still in its original location. Seating is limited. Early reservations are encouraged.

Maryland Renaissance Festival
Weekends and Labor Day, September 5 through October 25

10:00 a.m. to 7:00 p.m.

1821 Crownsville Road, Annapolis


The region’s premier outdoor event and second largest Renaissance Festival in the country is celebrating its 38th season at Revel Grove. Travel back in time as you immerse yourself in the culture of a 16th-century English village, complete with King Henry VIII and his court. The festival includes 200+ entertainers, ten stages, a 3,000-seat jousting arena, 122 craft shops, 48 food and beverage emporiums, games, attractions and 85 acres of complimentary parking. Let merriment abound!

maryland seafood festival48th Annual Maryland Seafood Festival
Saturday and Sunday, September 12-13

Saturday, 10:00 a.m. – 9:00 p.m. ; Sunday, 10:00 a.m. – 7:00 p.m.

Sandy Point State Park, 1100 East College Parkway, Annapolis

Admission: general admission, $15; seniors and active military, $10; Kids 12 and under, free; VIP individual, $65; VIP Couple, $120;


Highlights of this year’s festival include: the 25th Annual Crab Soup Cook-off featuring Annapolis area restaurateurs and chefs in a classic Maryland Showdown, Xpogo professional pogo stick demonstrations, cooking classes, free stand-up paddle board and SUP yoga demonstrations and an inaugural Paddle for Betterment event. The family-friendly paddle competition follows the format of a poker run, where competitors paddle to checkpoints to collect playing cards. The best hands of poker win prizes. Enjoy mouth-watering food, entertainment by local and soon-to-be-discovered bands, kids’ activities and competitive beach volleyball for adults.

First Sunday Arts Festival
Sunday, September 6 (and every first Sunday through October)

Noon – 5:00 p.m.

First block of West and Calvert Streets, Annapolis

Admission: Free


Enjoy live entertainment as you stroll along the first block of West Street and Calvert Street next to Whitmore parking garage and peruse the work of 100 local and regional artists. Local restaurants set up outside cafes that are perfect for people watching and an afternoon bite to eat. Free parking for the family-friendly event is available at the state parking garage on the corner of Calvert and Bladen Streets.

17th Annual Arts Alive

Friday, September 11

6:00 p.m. – 11:00 p.m.

Maryland Hall for the Creative Arts, 801 Chase Street, Annapolis

Tickets: $150

410-263-5544 or 410-280-5640

“Swing with the Arts” at Arts Alive 17. The event kicks off in Maryland Hall’s “tent under the stars” where guests can mix and mingle, enjoy great food and wine and bid on silent auction items. The action then moves inside to Maryland Hall’s theatre for a live auction and classic swing and jazz tunes by the Craig Gildner Big Band. The orchestra pit will be turned into a dance floor for the evening’s festivities. Proceeds benefit Maryland Hall.

National Treaty of Paris Festival
Friday and Saturday, September 11-12

Friday, 4:00 p.m. – 8:00 p.m.; Saturday, 9:00 a.m. – 9:30 p.m.

Treaty of Paris Center, Crown and Crab Room, Maryland Inn, 16 Church Circle, Annapolis – and at various sites throughout Annapolis

Admission: Free


Enjoy a weekend of exhibits, guided and self-guided tours, films and presentations highlighting events of national significance that took place between 1783 to 1787, the years between the end of the Revolutionary War and the start of the Constitutional Convention. Host locations include: Maryland Inn, St. John’s College, U.S. Naval Academy Museum, Maryland State House, Chase-Lloyd House, Callahan House, Brice House, Capital Teas, Capital Cakes and Cream, Season’s Olive Oils and Vinegars, Mills Fine Wine & Spirits, Treaty of Paris Restaurant, Harry Browne’s Restaurant, Vida Taco Bar, Clay Bakers, Annapolis Collection Gallery and McBride Gallery.

4th Annapolis Craft Beer and Music Festival
Saturday, September 12

Noon to 6:00 pm

U.S. Navy-Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis

Admission: Tasting Ticket, $40; Non-tasting, $20; Youth ages 12-20, $10; Kids under 12, free


Choose from more than 120 beers produced by more than 45 regional and national craft breweries during the area’s largest craft beer event. Attend educational seminars on topics including craft beer 101 and cooking with craft beer. Enjoy live music ranging from smooth jazz, to island music, rock and roll, classics, R&B, country and more. Pair your beer with a wide selection of cuisine and check out the festival shops. Bring your own chair.

Ann Arrundell County Historical Society’s Flea Market/Craft Fair
Saturday, September 12; rain date: Sunday, September 13

8:00 a.m. – 2:00 p.m.

Historic Benson-Hammond House, Aviation Blvd. and Andover Road, Linthicum



In search of a great treasure? Check out the Ann Arrundell County Historical Society’s annual event on the grounds of the historic Benson-Hammond House.

Anne Arundel County Fair
Wednesday, September 16 through Sunday, September 20

Anne Arundel County Fairgrounds, 1450 Generals Highway, Crownsville


For more than 62 years, the Anne Arundel County Fair has been amusing visitors of all ages with fun contests including hog calling and watermelon eating! Booths feature everything from homemade wine and home-brewed beer to furniture and one-of-a-kind Christmas decorations. Kids will enjoy the amusement rides, illusionist show, 4H Club animals and interactive car racing. There’s something for everyone!

Navy vs. East Carolina
Saturday, September 19  

3:30 p.m.

U.S. Navy Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis


Watch Navy play its first American Athletic Conference in-conference game against the East Carolina Pirates.

11th Annual Boatyard Beach Bash
Saturday, September 19

5:00 p.m. – 10:00 p.m.

Annapolis Maritime Museum, 723 Second Street, Annapolis

Admission: General Admission, $75; Very Important Parrot Heads, $125


Event founding sponsor, Boatyard Bar & Grill, and title sponsor, KeyW, have put together a star-studded lineup that includes five of the original Coral Reefers – Michael Utley, Jim Mayer, Peter Mayer, Brendan Mayer and Doyle Grisham. Other featured world-class musicians include John Frinzi and Scott Kirby. They’re all scheduled to perform on a waterfront stage at the Annapolis Maritime Museum.

Maryland Avenue/State Circle Fall Festival
Sunday, September 20

10:00 a.m. – 5:00 p.m.  

Maryland Avenue and State Circle, Annapolis

Admission: Free


Enjoy an old-fashioned street festival with merchants and vendors offering art, antiques, jewelry, fashion, home décor, crafts, food and activities for the entire family. Galway Bay and Harry Browne’s offer bistro dining, and Galway Bay provides outdoor live music from noon until 5:00 p.m. Take advantage of free parking at the state garage located at Calvert and St. John’s Streets.

Art Sherrod, Jr. in Concert
Sunday, September 20

4:00 p.m.

Maryland Hall for the Creative Arts, 801 Chase Street, Annapolis

Admission: Non-Member, $25; Member, $20


410-263-5544 or 410-280-5640

Enjoy a special performance by national recording artist and smooth jazz saxophonist, Art Sherrod, Jr. The concert celebrates the release of Sherrod’s new gospel jazz album, “Intervention.”

Blazers, Bourbon and Cigars
Thursday, September 24

6:00 p.m. – 9:00 p.m.

William Paca House and Garden, 186 Prince George Street, Annapolis

Tickets: Host committee, $500; VIP admission, $150/$175 beginning 8/15; General admission, $50/$75 beginning August 15


Area residents and visitors are invited to enjoy an evening with blazers, bourbon and cigars. Established last year, the event is a premier gentlemen’s evening in Annapolis, complete with tempting foods, drinks, cigars and clothiers from near and afar. Be a part of this gathering of the “who’s who” in Annapolis, that includes local residents as well as individuals from surrounding areas.

26th Annual Kunta Kinte Heritage Festival
Saturday, September 26

10:00 a.m. – 7:00 p.m.

Susan Campbell Park, City Dock, Annapolis

Admission: Free


Enjoy this celebration of African-American heritage that includes cultural music and dance, world foods and a marketplace of African and Afro-centric wares. Highlights include an Annapolis Drum and Bugle Corps procession, musical performances by KARMA Showcase Band, DiVine of Annapolis and Tribes R&B Band. Dance enthusiasts will enjoy performances by Capoeira Social Project of Baltimore, Keur Khaleyi African Dance Company, Carr’s Beach Hand Dance Club and an African dance demonstration by Lauren Kelly-Washington of BIiS Moves. The Chesapeake Children’s Museum offers many activities at the children’s tent, including craft-making and African dress-ups.

Sixth Annual Classic Wooden Sailboat Rendezvous and Race
Saturday and Sunday, September 26-27

Saturday, 10:00 a.m. – 6:30 p.m. ; Sunday, 11:00 a.m. warning signal

National Sailing Hall of Fame Dock, City Dock, Annapolis


Don’t miss this fun gathering of classic wooden sailboats that showcases their history and elegance and provides an informal opportunity to compete in a low-key race against similar vessels. Any boat under 65 feet in length whose hull is built from wood and whose design dates prior to 1970 may participate. This includes newer wooden boats built to pre-1970 designs. Festivities begin on Saturday with a public boat display, dinghy rowing races, demonstrations and talks. The warning signal for Sunday’s race will sound at 11:00 a.m.  

25th Annual West Annapolis Oktoberfest
Sunday, September 27

10:00 a.m. to 5:00 p.m.

West Annapolis – Annapolis Street from Taylor Avenue to Melvin Avenue


Join in the festivities at one of Annapolis’ premier street fairs where everyone is invited to be German for the day. The festival features authentic German bands, dancing, German food and beer, arts and crafts vendors and a special kids’ zone. 

For high resolution images of many of the events listed above, visit the AAACCVB photo gallery or contact Susan Steckman. For timely media updates from the AAACCVB, “like” Visit Annapolis Media Resources on Facebook and follow us on Twitter.

The AAACCVB is a nonprofit, membership-based destination marketing organization that generates revenues for the local economy by promoting Annapolis and the Chesapeake Bay to leisure and business travelers from across the country and around the world.

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