A list of our favorite events around Annapolis, Eastern Shore and beyond for the month of August. Event dates may be subject to change.
Photo by Jon Valentine
Annapolis 10 Mile Run
Ever wanted to run through the streets of downtown Annapolis and make history at the same time? Annapolis’ 10 Mile Run is a race started by the Annapolis Striders in 1978, and has since been listed as one of the top ten 10-mile races in the country by Runner’s World Magazine. The beautiful run through historic Annapolis and over the Severn River will be held on August 27th. Register for the event at annapolisstriders.org.
Photo by Ken Tom
CRAB Cup
August 19th is the 17th Annual CRAB Cup, hosted at Eastport Yacht Club in Annapolis. This is the largest fundraiser of the year for Chesapeake Region Accessible Boating (CRAB). At noon, over 90 sailboats will participate in the family-friendly, competitive pursuit race to determine the champion of the day. There is also a Poker Pursuit Race for powerboats and the Skippers Challenge, an online peer-to-peer fundraising competition with fun prizes. Proceeds make it possible for CRAB to offer its sailing and boating programs for people with disabilities, recovering warriors, and children from underserved communities at no charge. Starting at 4 p.m. will be the Shore Party at Eastport Yacht Club with live music by Misspent Youth and Caiso Steel Drum Band, and food from Boatyard Bar & Grill. Find more information at crabsailing.org.
Rotary Club of Annapolis’ Crab Feast
The first Friday in August, the 4th, is the 78th Annual Rotary Club of Annapolis’ Crab Feast at Navy-Marine Corps Memorial Stadium in Annapolis. The evening will be full of crabs, barbeque, corn on the cob, and beverages. Since 2005, the Rotary Club of Annapolis has been able to award over $950,000 in grants through the Crab Feast grant program, and has been able to give large donations to local charities. The in-person is back for just the second year since the pandemic brought on two years of Crabs-to-Go. Find more information at annapolisrotary.org.
Carriages on West Street
Visit West Street in Annapolis on August 13th from 8 a.m. to 1 p.m. for Carriages on West Street, a car show by the Corvette Annapolis club. Corvette Annapolis’ annual show celebrates the history and traditions of West Street…with cars. Early travelers arrived in Annapolis by ship and were met by a horse drawn carriage. Once they got their belongings, they would proceed up Main Street and travel to Baltimore, Philadelphia, and D.C. We have evolved over the years but still want to remember and respect the rich history and traditions of West Street. Find more information on the modern day ‘carriages’ at corvetteannapolis.com.
Maryland Seafood Festival
The Maryland Seafood Festival returns to Annapolis on August 19–20, but at a new location! After more than 30 years at Sandy Point State Park, the festival will be held at the Annapolis City Dock and Susan Campbell Park. A 55-year tradition, the festival has been showcasing great seafood, live music, arts and crafts, chef demos, and the crab soup cook-off to thousands of festival attendees. One of the highlights of the event for the past 30 years, the Crab Soup Cook-off, will be back with our local celebrity judges, people’s choice winners, and over 20 different soups to taste. The Beer and Oyster tent will include oysters from local fisheries and a great place to take in some pre-season NFL games. Chef demonstrations will exhibit how to make scrumptious dishes, including best practices on handling tasty invasive species. A portion of the proceeds benefit local charities. For tickets and more information, visit mdseafoodfestival.com.
Photo by Larry French
Maryland Renaissance Festival
The 47th Annual Maryland Renaissance Festival begins August 26th and 27th! Every weekend through October 22nd is special at the Renaissance Festival, but what is better than opening weekend at the Crownsville festival grounds? This year’s storyline takes place in 1536: Henry VIII’s Year of Change. Many stages will have musical guests, readings, arena jousting, archery, magic, plus trades demonstrations, festival food, drinks for adults and the kiddos, craft vendors, and so much more to take you back to the time of the Renaissance. Visit the rennfest.com for exact dates this season, plus ticket information.
Photo by Edie Bernier
Maryland State Fair
The opening weekend of the Maryland State Fair will be at the Maryland State Fairgrounds in Timonium August 24th through 27th. The fair will then continue August 31st through September 4th and September 7th through 10th. The three long weekends will be a fun and educational destination for the whole family. There will be live entertainment, thoroughbred horse racing, fair treats, farm fresh foods, rides, games, the U-Learn Agriculture Education Zone, and so much more. Find more information at marylandstatefair.com.
Bowie Baysox
The Bowie Baysox, the minor league baseball team affiliated with the Baltimore Orioles, have a jam-packed schedule this month. The Baysox will be competing on 27 of the 31 days of August, and twelve of those games will be at their home stadium in Bowie (behind Home Depot). The Baysox will be playing the Portland Sea Dogs on August 1st through 6th, and the Altoona Curve on August 15th through 20th. Check out the time of the games and buy tickets at milb.com/bowie.
Photo by Ralph PH
Beyonce in D.C.
One of the biggest names in the business is coming to Landover for two nights this summer. Beyonce will be performing at 7 p.m. on August 5th and 6th at FedEx Field. Fans of pop music can’t miss this night at she continues her Renaissance World Tour. The set list will include classic Beyonce songs that we all know and love as well as some of her newer work. Visit livenation.com to find tickets today.
National Night Out
Greater Crofton Chamber of Commerce and Anne Arundel County Police Western District present National Night Out on August 1st. This night, held on the first Tuesday of August every year, is an annual community building campaign that promotes police-community partnerships and neighborhood camaraderie to make our neighborhoods safer, more caring places to live. Get out and have a true sense of unity in the community! The evening will be filled with food, music, and police K9 demonstrations. More information and exact locations of various activities will be posted at croftonchamber.com.
Photo by George Sass
Watermen’s Appreciation Day
On August 13th, Watermen’s Appreciation Day will be featured at Chesapeake Bay Maritime Museum in St. Michaels, from 10 a.m. to 5 p.m. This day will celebrate Chesapeake watermen and their heritage and includes a ‘watermen’s rodeo’ boat docking contest, live music, steamed crabs, beer, and other beverages available for purchase. This is a fundraising event organized by CBMM in cooperation with the Talbot Watermen Association, with proceeds benefiting both organizations. Find more information at cbmm.org.
Little Bobbers Fishing Derby
Chesapeake Bay Environmental Center is hosting their Little Bobbers Fishing Tournament on August 5th. The tournament is for children from ages 3 to 9 and is free thanks to the event sponsors. The tournament will take place at several ponds on-site at the Chesapeake Bay Environmental Center in Grasonville. Find more information and how to register, visit bayrestoration.org.
Annual Sudlersville Peach Festival
Godfrey’s Farm and the Sudlersville Volunteer Fire Company are coming together to host the Sudlersville Peach Festival. The festival kicks off at 6 p.m. and ends with fireworks on Friday, August 4th, then continues from 10 a.m. to 4 p.m. on Saturday, August 5th. The weekend will have local bands, community nonprofits selling homemade food including pit beef and peach cobbler, local vendors offering their best hand-made crafts, family activities, and plenty of peachy fun. Find more information at godfreysfarm.com.
Queen Anne’s County Fair
The Queen Anne’s County Fair will be back in Centreville, August 7th through 12th at the 4-H Park. The week will feature an antique tractor pull, amusement rides, a livestock sale, live music, a rodeo night, cornhole tournament, variety show, fair food, and so much more to offer. The fair is open 9 a.m. to 10 p.m. each day. Make sure to check the website for the full calendar list and breakdown of the week’s activities: qacfair.com.
Photo by Suzanne Einstein
Pirates & Wenches Weekend
Rock Hall’s Pirates & Wenches Weekend takes over the town August 11th through 13th. Come by land or by sea to the town of Rock Hall in the isle of Delmarva for a town-wide family theme party you won’t forget. Dress up for the weekend and enjoy private ghost tours, sea shanty sing-alongs, rum tastings, beach party, music, and so much more. Bring the kids to enjoy treasure hunts, balloon artists, living history encampment, and, of course, costume contests. Find more information at rockhallpirates.com.
