Visit Annapolis & Anne Arundel County has a fantastic list of events happening in the city of Annapolis and Anne Arundel County. Check out some of these old favorites and some new ones too!
Experience the quirky and proud Eastport vs. Annapolis Tug of War, shop at the state of Maryland’s largest discount shopping destination at Arundel Mills, run the Chesapeake Bay Bridge in the Bay Bride Run of our county or plan a weekend in Annapolis for veterans. One-Day Classic Basketball Tournament at the United States Naval Academy!
Music, sports, shopping and entertainment await, along the waterfront along the shores of the Chesapeake Bay this November in Annapolis & Anne Arundel County.
November, 1st An Unveiling of the Port of Annapolis Landmark (Annapolis) On Tuesday, November 1, 2022, County Executive Steuart Pittman, Mayor Gavin Buckley and the Port of Annapolis Landmark Committee will unveil the Port of Annapolis Landmark naming Annapolis , Maryland, as a “site of memory” in coordination with the Slave Route project of the United Nations Educational, Scientific and Cultural Organization (UNESCO). Join community leaders and attendees at Asbury United Methodist Church for the commemoration with a dedication ceremony immediately following at Susan B. Campbell Park in downtown Annapolis. 11 a.m. – 1 p.m.
November 4-6 & November 11-13 Annapolis Jazz & Roots Festival (Eastport) Celebrate the sounds of New Orleans with GEORJAZZ; discover the best of Flamenco Jazz, Pop & Rock with the Juanito Pascqual Trio; sing along with Chesapeake Bay Songs & Sea Chanteys, and more! Stay in historic downtown Annapolis or book a local short-term rental for two weekends of culture, history, and best of all, jazz and live music!
November 5 Fall Foliage Bay Lighthouse Cruise (Annapolis) This beautiful cruise features three Chesapeake Bay lighthouses and a spectacular view of the beautiful fall foliage along the Annapolis waterfront. A lighthouse keeper in historical dress provides live interpretation for a very enjoyable cruise. Saturday November 5 – 10:30 a.m. – 1:30 p.m.
November 5 Tug of War, Slaughter Across the Water (Eastport vs. Annapolis) The Tug of War, a celebration of the geographic and, some say, philosophical differences between Eastport and Annapolis, is a can’t-miss maritime event like no other. The Tug starts at noon! Gather at 2nd Street in Eastport or Susan Campbell Park on the Annapolis side for some rebellious commotion, drinks, food vendors and a good time.
November 10 Radical Voice of Blackness Speaks of Resistance and Joy (Annapolis) Curated by Myrtis Bedolla of Galerie Myrtis, this exhibition of art by fifteen black artists from Maryland, along with works from the Banneker-Douglass Museum art collection implores the viewer to examine historical and contemporary themes of Black joy and healing created in opposition and despite oppression. The exhibition opening reception will be held on November 10, from 6:00 p.m. to 9:00 p.m. This permanent exhibition will run daily until September 30, 2023.
November 11th Veterans Classic, Basketball at the United States Naval Academy (Annapolis) Come to the USNA for the 9th Annual Veterans Classic. This men’s basketball event honors veterans from all branches of service. At 6 p.m., St. Joseph’s will face the University of Houston. At 8:30 p.m., the Midshipmen will face the Princeton Tigers. Reserved tickets: $40, general admission tickets: $25, tickets are good for both games! 6:00 p.m. – 11:00 p.m.
November 12 Navy vs. Notre Dame NCAA Football (Baltimore) A college football game so important they had to move it to M&T Bank Stadium! The match kicks off at noon. Book your stay in the BWI Hotel Region and enjoy all of the area’s amenities, including public transportation, to easily get in and out of Baltimore. Play Arundel Mills and shop at Arundel Mills Mall, games and entertainment at Live! Casino, Maryland and more! Click HERE for a list of hotels in the BWI area.
November 13 The Bay Bridge Run/Walk (Annapolis-Stevensville) This EPIC 10km run crosses the eastern part of the Bay Bridge from Anne Arundel County to Kent Island in Queen Anne County and ends with a huge after party the race! Viewpoints and photo ops abound, and this race attracts running enthusiasts from all over the country, so act fast to secure your spot.
November 13 Sweet Potato Fest (Lothian) A new autumnal tradition, the festival will feature live music, creative activities for children, sweet potato digs, face painting, a bouncy house, corn pools and a farmer’s market special with vendors selling different varieties of sweet potatoes and sweet potato treats! The Farmer’s Market is ONLY for those who have purchased Sweet Potato Fest tickets. CHILDREN 3 and under FREE, CHILDREN 4-12 years old. $10/each, ADULTS 13 AND OVER $25/each. The festival will take place over a single day, from 11:00 a.m. to 3:00 p.m.
November 13 Rams Head presents Lindsey Buckingham (Annapolis) Buckingham is one of the most inventive and electrifying musicians of his generation. Under Buckingham’s leadership, Fleetwood Mac became one of the best-selling and best-loved rock bands of all time. Listen to this unprecedented artist at Maryland Hall for the Creative Arts in an intimate setting. Tickets, $75.00 – $224.00 – accessible seating available. The show starts at 7:30 p.m.
November 18 Annapolis Downtown Christmas Tree Lighting (Parole) In one of the nation’s top vacation towns, we’re kicking off the season ASAP! Forthcoming Downtown Annapolis to sing along, hot chocolate at the Paseo, performances from the Maryland Performing Arts Center and the big guy himself, Santa Claus! 6:00 p.m. – 8:00 p.m., tree lighting at 6:15 p.m.
November 18 – December 18 Horse and Carriage Rides (Conditional Release) Downtown Annapolis brings holiday magic with weekend horse and carriage rides throughout the holiday season! Book your ride on their website and enjoy a hot chocolate or champagne while experiencing the holiday magic of the season. Carriage rides are limited to 4 people, with one ticket required per person. Tickets are $60 each.
November 20 – January 2, 2023 Lights on the Bay (Sandy Point State Park) Lights on the Bay is an annual holiday light show featuring a two-mile scenic drive along the shores of the Chesapeake Bay through Sandy State Park Point, with more than 70 animated and stationary exhibits representing holiday regions and themes. All proceeds benefit the Anne Arundel County SPCA! Tickets: $20.00 – PER CAR | $5.00 – 3D Glasses | $30.00 – LARGE VANS, MINI-BUSES AND CARTS | $50.00 BUS. Doors open at 5:00 p.m., recurring daily until January 2, 2023.
November 25 Black Friday Shopping at Arundel Mills Mall (Hanover) Need the perfect gift at the perfect price? Consider a shopping trip to Maryland’s largest discount mall, Arundel Mills Mall! With Saks OFF Fifth, Kate Spade, Foot Locker and over 200 stores offering discounts of up to 70% off everyday prices, you might be in retail heaven! Family Meals and Entertainment is packed with activities for the whole family, plus Live! Casino & Hotel, the largest gambling hall in the state. Please check the mall’s website for opening hours during holidays.
November 25 2022 Jug Bay Post Turkey 5K Trail Run (Lothian) Get rid of all that turkey with this scenic 5K in South County. All proceeds will go to the Friends of Jug Bay to fund the purchase of kayaks, which will support their outdoor education programs along the Patuxent River. Cost: $15 per person, ages 12 and up.
November 25 Jolly Express Cruise (Annapolis) Ho, Ho, Ho and a bottle of rum! Well, maybe not the rum, but Santa Claus is returning to the shores of Annapolis with his Jolly Express cruise! Grab the kids and family and start a new holiday tradition! Miss Anne will be adorned with a festive reindeer spirit and a cheerful red nose for an intimate 45-minute “sleigh ride” including hot chocolate, holiday music and good cheer. Bring your blankets to stay cozy and warm. Cruises are available on select dates in November and December. Cost: $25/adult $13/child (11 and under) Cruises depart at 4:00 p.m., 5:00 p.m., 6:00 p.m., 7:00 p.m. Visit the Watermark website to book your adventure!
November 25 White Christmas (Annapolis) Maryland Classical Theater presents White Christmas from November 25 to December 24, 2022. Based on the beloved 1954 film, this musical adaptation features music by Irving Berlin and revolves around a successful song and dance number and a duo of singing sisters. A perfect start to the holiday season, reserve tickets for a heartwarming classic full of love and laughter. Cost: $55 to $75, recurring weekly on Thursday, Friday, Saturday and Sunday.
November 26 Small Business Saturday (Anne Arundel County) Discover the best small business owners have to offer and commit to shopping locally this holiday season. When you shop locally, your friends will appreciate something unique and special. Gift Cards are also a great way to give a gift to your favorite downtown Annapolis and Anne Arundel County restaurant, boutique, inn or B&B, a sailboat cruise, a performing arts or another county attraction.
November 27 Grand Illumination (Annapolis) Downtown Annapolis Partnership joins the Annapolis Jaycees as they ring in the holiday season in downtown Annapolis. The Grand Illumination and Annual Tree Lighting takes place near the Market House each year on the Sunday after Thanksgiving. The party starts at 4:30 p.m. with dancing, singing carols from local school groups and a special visit from Santa! Make this Annapolis holiday event a part of your family’s traditions! 4:30 p.m. – 7:00 p.m.
But wait, there’s more!
For more November events and festivals throughout Annapolis and Anne Arundel County, visit their events page and start planning your fall and winter getaways today!
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