A list of our favorite events around Annapolis, Eastern Shore and beyond for the month of November. Event dates may be subject to change.
Fish For a Cure
Fish for a Cure is back on November 4th based out at the South Annapolis Yacht Centre. This fishing tournament and fundraising challenge has been making waves in cancer care in our community for years. The tournament will be followed by a Shore Party and all funds will benefit the Cancer Survivorship Program at Luminis Health Anne Arundel Medical Center’s Geaton and JoAnn DeCesaris Cancer Institute. Find more information and register today at fishforacure.org.
Lights on the Bay
The annual tradition of Lights on the Bay is back at Sandy Point State Park beginning November 19th. The holiday light show is a two-mile scenic drive along the Chesapeake Bay with about 70 animated and stationary displays illuminating the roadway. The display is heavily influenced by our very own historic Annapolis. Once again, proceeds from the show will support the SPCA of Anne Arundel County. Lights on the Bay will be set up through January 1st, 2024. Find more information and buy tickets at lightsonthebay.org.
Period Fashion Show
Textile collector Heather Hook will be hosting a lecture while she shares samples of Empire and Regency Period men’s and women’s clothing. The Period Fashion Show will be on November 19th at 2 p.m. at Hammond Harwood House in Annapolis. Pieces of her collection will include the risqué Jane Austen Grecian style ‘barely there’ dresses, along with fashionable classical profiles in men’s breeches and broad-shouldered coats, all from the 1750s to 1980s. Find more information at hammondharwoodhouse.org.
Chesapeake K9 Fund Run for the Dogs in Blue 5K
On November 5th, from 9:30 a.m. to noon, get ready to make a difference in our community. The 6th Annual Run for the Dogs in Blue will be at Quiet Waters Park in Annapolis to raise money for the Chesapeake K9 Fund and to assist law enforcement K9 partners across the state. This is a unique opportunity to race with your dog in a beautiful setting! There will also be a K9 officer demonstration with K9 Officer Pryor and his handler. Find more information and sign up at runsignup.com.
Grand Illumination
Gather near the Market House in Downtown Annapolis on the Sunday after Thanksgiving (November 26th) at 4 p.m. for the annual tree lighting. The night will have dancing and carols by local groups, hot cocoa, crafts for kids, candy canes, and don’t forget Santa, Mrs. Claus, and Elfie. This year’s tree decorations are designed by local artist Comacell Spitfire Brown, Jr. With the help of local kids from Box of Rain and the after-school program at Maryland Hall. Find more information at downtownannapolispartnership.org.
Whitman Coin Expo
Whitman Coin Expo is celebrating 50 years with their winter expo at the Baltimore Convention Center on November 9th through 11th. There are many hidden treasures in your coin jar. Do you know the value of some of that paper money you have been carrying around? This is the place to find out! Buy, sell, and trade your coins and knowledge with over 1,000 coin dealers. There will also be a coin-grabbing adventure and coin coloring for kids. Find more information at expo.whitman.com.
Waterfowl Festival
The annual Waterfowl Festival is back for three days November 10th through 12th. Between 18,000 and 20,000 visitors will enjoy the best of local wildlife, nature, art, heritage, food, and fun throughout the streets of Easton. Events and activities will be all over town, from the elementary and high schools to Easton Elks Lodge, The Avalon Theatre, and many more locations. Buses will be in transit each day to different locations so you can experience it all! Find more information at waterfowlfestival.org.
38th Annual Festival of Trees
The 2023 Festival of Trees will be held from November 25th to November 28th in The Gold Room of the Tidewater Inn in Easton. The theme this year is “Caroling, Caroling Through the Town.” In the magical holiday setting, 50 beautifully decorated trees sponsored by individuals and businesses will be on display while another 50 decorated trees will be on sale. Find more information at festival-of-trees.org.
Carols by Candlelight
The free, magical event in Talbot County (part of Festival of Trees) is back on November 25th at Harrison Street in Downtown Easton. Choral groups, bell ringers, and musicians will perform while spectators enjoy hot cocoa, holiday treats, sing-alongs, and a festival holiday marketplace. Find more information at festival-of-trees.org.
Eastern Shore Sea Glass & Coastal Arts Festival
The Annual Eastern Shore Sea Glass and Coastal Arts Festival is back for its Holiday Edition on November 18th from 10 a.m. to 4 p.m. at the Chesapeake Bay Maritime Museum in St. Michaels. All of your favorite crafts from the spring show are back in a holiday theme for the arts festival of the season! Find more information at ophiuoidea.com.
38th Annual Turkey Trot
The 38th Annual Turkey Trot all-ages fun run, walk, or jog will be on November 18th from Denton Elementary School to Martinak State Park and back, including free gifts to the first 75 registrants—and everyone is entered into the free turkey raffle. Registration check-in begins at 8 a.m. and the race starts at 9 a.m. For more information, call Recreation & Parks at 410-479-8120.
