A list of our favorite events around Annapolis, Eastern Shore and beyond for the month of February. Event dates may be subject to change.

Chesapeake Fire & Ice
One of the most anticipated events on the Eastern Shore is coming back this President’s Day Weekend! On February 14th and 15th visit downtown Easton for the Fire & Ice Festival. The weekend features dozens of ice sculptures spread throughout Easton’s historic district, with music, ice skating, and plenty of fun! There will also be live carvings throughout town, an activity filled Fire Trail, a children’s icehouse at the Talbot County Free Library, and more to fill your weekend. Find more information at discovereaston.com/fireandice.

Broadway Legends
Naptown Philharmonic Orchestra is taking on the Broadway Legends at Maryland Hall in Annapolis on February 2nd at 3 p.m. Get ready to be swept off your feet as NPO performs show-stopping hits from Candide, Phantom of the Opera, Hamilton, Mama Mia!, and Tick Tick Boom! Conducted by Anna Binneweg, the concert will also feature the talent of violist Cameron Raecke in a performance of Hummel’s Potpourri for Viola and Orchestra. Get tickets at naptownphil.org.

Timonium International Motorcycle Show
The largest bike show in the Mid-Atlantic is back at the Maryland State Fairgrounds in Timonium, February 9th through 11th. Join other motorcycle enthusiasts and see hundreds of new bikes from major brands, a vintage/custom/antique bike show, vendors, and more. Find more information and get tickets at motorcycleswapmeets.com.

Annapolis Restaurant Week
We love to support our town, and one of the most fun ways to do that is with Annapolis Restaurant Week! From February 22nd to March 2nd, get your friends and family together to enjoy great food in Annapolis. Participating restaurants will feature prix fixe menus, two- and three- course dinners, and other dining and drink specials. Find a full list of participating restaurants and their specials at downtownannapolispartnership.org.

What’s Up? Media Wedding Expo
Get everything checked off your Wedding To-Do list at our one-stop shop Wedding Expo on February 16th from 1 to 4 p.m. at The Graduate Annapolis. From cake tastings to beauty makeovers and fun giveaways, we will have plenty of options for you to plan your perfect wedding. Admission is free but be sure to register for the event at whatsupmag.com

The Bernie House Mardi Gras Benefit Gala
The Bernie House is hosting their Mardi Gras Benefit Gala on February 8th at The Graduate in Annapolis. The Bernie House prepares survivors of domestic violence and their families for the next step with stability and success in permanent housing. The Mardi Gras-themed night will include live music, dinner, tarot cards, and face painting. Get tickets at theberniehouse.org.

Disney On Ice
Disney On Ice: Mickey’s Search Party is taking the stage at CFG Bank Arena in Baltimore for multiple performances February 13th through 17th. In Mickey’s Search Party, join Mickey Mouse and his friends as they follow Captain Hook’s treasure map and collect clues to rescue Tinker Bell. The journey whisks audience members to several of Disney’s most memorable places, like the Frozen kingdom of Arendelle and the Marigold Bridge from Coco, and includes appearances from beloved characters from Moana, Aladdin, Beauty and the Beast, Toy Story, and more. Get your tickets at disneyonice.com.

Photo by Paul Versluis, courtesy HGTV
The Home Owners Expo
Find contractors, home services, and expert-led seminars at the Annapolis Home Owners Expo, held February 22nd and 23rd at the Byzantium Event Center in Annapolis. The weekend-long event will feature vendors to help you with everything at your house, from foundation to roof! Speakers include Tamara Day of Bargain Mansions on HGTV and Magnolia Network, Tyler Balderson of Bartlett Tree Experts, and a special seminar “What’s Going on with Real Estate?” presented by Northrop Realty. Find more information at thehomeownersexpo.com.

Heloisa Fernandes in Concert
The Washington College Concert Series presents Heloisa Fernandas in concert on February 7th at the Gibson Center for the Arts in Chestertown. The mix of classical, jazz, and Brazilian music of Heloísa Fernandes is described as “strong and original, ancient and modern, her sublime creations blossom with rhythmic vitality and melodic delicacy. With her skill as an improviser, she searches their emotional depths and soars with joy.” Learn more and purchase tickets at washcoll.edu/about/campus/gibson-center-for-the-arts.

Stews & Brews
For the last nine years, Easton Beer Fest has hosted Stews & Brews at Easton Volunteer Fire Department. This fundraiser on February 15th from noon to 4 p.m. and will feature 25-plus craft brewers, wineries, and distillers with unlimited tastings and 10 restaurants and caterers offering stew samplings. Take a break from the cold ice sculptures of Fire & Ice and enjoy the warmth of Easton Volunteer Fire Department’s building with mouthwatering stews and more. Find more information at discovereaston.com.

Photo courtesy of Capitol Fools
Capitol Fools
Capitol Fools, a laugh out loud evening of political satire, will display the spirit, irreverence, and DNA of the renowned act Capitol Steps with a new musical parody show. The show will be held February 6th at Avalon Theatre in Easton. Event proceeds will benefit the mission and goals of Talbot Mentors, including its flagship mentoring program, along with the scholars’ program for academically strong and dedicated young people. Get tickets to the show, featuring an all-star cast of former Capitol Steps members, at avalonfoundation.org.

Open Mic Nights at DCA!
Join the fun at Dorchester Center for the Arts in Cambridge, Tuesday evenings, 6–9 p.m., February 4th through April 29th, as talented, local musicians take to the stage to share their talents. Bring your instrument and join the line up, or just come to listen and enjoy! Admission is free, with a cash bar and snacks. Learn more at dorchesterarts.org.

Photo courtesy of CBMM
Chesapeake Bay Maritime Museum Speaker Series
On February 20th at 5:30 p.m., the CBMM campus will host the winter lecture series event “Unpacking History: Black Packinghouse Workers and Owners in the Chesapeake.” In recognition of the 2025 Black History Month theme “African Americans and Labor,” CBMM Chief Curator Pete Lesher will share stories of the Black workers and packinghouse owners. Register for the event and learn more at cbmm.org.

Books & Beers
Books and Beers returns to Cult Classic Brewing Company in Stevensville with a new lineup of new and classic reads for 2025. On February 11th, the chosen book is The Boatman’s Daughter by Andy Davidson. This event is free and open to all who have read (you do not have to be 21). The group discusses the book in the first hour and spends the final 30 minutes casting it as a film/miniseries while cutting up over beverages. Meetings are the second Tuesday of the month from 6–7:30 p.m. Learn more and full schedule at cultclassicbrewing.com.

Mid-Atlantic Symphony Orchestra
The MSO ignites their Ensemble Series of concerts this winter with its String Quartet performing classic and contemporary selections at the Academy Art Museum in Easton, February 9th at 4 p.m. The MSO is the only professional symphony orchestra serving southern Delaware and Maryland’s Eastern Shore with a full season of programs. Learn more at midatlanticsymphony.org.