A list of our favorite events around Annapolis, Eastern Shore and beyond for the month of August. Event dates may be subject to change.
Annapolis 10 Mile Run
Get training! The 47th Annapolis 10 Mile Run is starting at the Navy-Marine Corps Memorial Stadium on August 28th at 7 a.m. This race is organized by Annapolis Striders, a non-profit 501 (c)(3) organization which promotes physical fitness and mental well-being through distance running in Annapolis. Runner’s World Magazine has listed this run as one of the top ten 10-mile races in the country. Register for the run today at annapolisstriders.org
Rotary Crab Feast
The 77th Annual Crab Feast for the Rotary Club of Annapolis will be held on August 5th at Navy-Marine Corps Stadium in Annapolis from 5 to 8 p.m. This event has been held since 1946 and is one of the longest-running summertime traditions in Annapolis. The Rotary Club of Annapolis directs 100 percent of proceeds from the event to the local community and cultural nonprofit organizations. They also work with Annapolis Green to keep the feast zero-waste. The roughly 20,000 pounds of crab shells, corn cobs, watermelon rinds, plates, cups, cutlery, and napkins will be turned into Christmas Crab Compost that is sold to the public each December. Find more information at annapolisrotary.org
CRAB Cup
Get ready for the party of the summer at Eastport Yacht Club on August 20th. Chesapeake Region Accessible Boating is hosting their CRAB Cup for Accessible Boating Race and Poker Pursuit starting at noon followed by the Shore Party from 4 p.m. to 9 p.m. There will be live music by the Caiso Steel Drum Band and Misspent Youth, plus an awards ceremony and live auction. Find more information at crabsailing.org
Books! The Magic is Real!
Looking for something to do to entertain the little ones? Magician Joe Romano is returning to Anne Arundel County Public Libraries on August 3rd from 2 to 3 p.m. at the Broadneck Community Library’s meeting room. Romano uses jaw-dropping magic tricks to highlight the plots and characters of famous children’s books. Magician Joe Ramano will also be at the Crofton Library on August 1st, and online on August 5th. Find more information on aacpl.net
Annapolis Art Walk
Annapolis Gallery Association is introducing the 30th Annual Annapolis Art Walk on August 20th from 5 to 9 p.m. There will be new paintings, new exhibits, and artist demonstrations that cannot be missed. There will be plenty of galleries in Downtown Annapolis that will be open for the walk so you can take a scenic stroll Downtown and hit the best spots. Keep an eye on artinannapolis.com for the most up to date information and the map for the art walk.
Maryland State Fair
The 141st Maryland State Fair is just around the corner! The fair will be open for three long weekends starting August 25th through August 28th and then September 1st through 5th and September 8th through 11th. The Maryland State Fair is an educational destination for the whole family. At the Maryland State Fairgrounds in Timonium, there will be daily home arts, farm and garden, livestock, horse competitions and exhibits and more! Find more information at Marylandstatefair.com
2022 Little Bosses Festival
Join the Annapolis Town Center on August 14th from 12 to 2 p.m. for the 2nd Annual Little Bosses Festival. This festival features a selected array of local, kid entrepreneurs chosen to highlight and promote their own startup businesses. Little Bosses helps encourage young minds is a great way to get your young boss to row! This event is located next to Ruah Yoga at the Annapolis Town Center. For more information, visit annapolistowncenter.com
Crab Feast on the Water
The Raven yacht is hitting the water with delicious steamed crabs, gourmet music, and an open bar on August 14th from 3-6 p.m. leaving from the Docks in Downtown Annapolis. The Raven is an elegant and spacious yacht and the perfect place to pick crabs and enjoy the exquisite views of the Chesapeake Bay. Find more information on Borden Transportation’s EventBrite entry for Crab Feast on the Water.
Harry Potter in Concert
Calling all Harry Potter fans out there! Baltimore Symphony Orchestra is allowing audiences to relive the magic of Harry’s first year at Hogwarts, set to the music of a live symphony orchestra. There will be two concerts this August: the first on August 12th at 8 p.m. at Joseph Meyerhoff Symphony Hall in Baltimore, and the second on August 14th at 8 p.m. at Merriweather Post Pavilion in Columbia. Find more information and buy your tickets at bsomusic.org
NY Fashion Meets D.C.
Find a different type of excitement this August with NY Fashion Meets D.C. Show. There will be two shows, both on August 27th at MGM National Harbor. The first show will start at 4 p.m. followed by the second show at 7 p.m. This is the 2nd Annual Runway Fashion Experience. Enjoy a fun night of fashion activities, inclusive entertainment, and delightful fun with ready-to-wear fashion from creative designers. Find more information and register at nyfashionmeetsdc.com
Photo by Steve Atkinson - ShoreToBeFun Photography
Pirates & Wenches Weekend
Come by land or sea to the isle of Delmarva for a town-wide pirate theme party August 12th through 14th. Pirates & Wenches Weekend is back in downtown Rock Hall taking over Main Street with pirate performers, live entertainment, kid’s games and activities, a pirate scavenger hunt, and, most importantly: Mermaids. Dress up in your best pirate costume to win the best dressed contest! Find more information at rockhallpirates.com
Bushels and Brews
Bushels and Brews, Marylander’s two favorite things. Stop by Hummingbird Inn on August 13th from 5-8 p.m. for all you can eat crabs, local corn, red skin potatoes, and a cash bar featuring beer, sangria, and orange crushes. There will be live music by Jayme D and 50 percent of the proceeds will benefit Delmarva Pride Center and Talbot Interfaith Shelter. Can’t make it in August? There is another Bushels & Brews on September 10th. Call 410-822-0605 to make your reservations.
Sudlersville Peach Festival
Godfrey’s Farm and the Sudlersville Volunteer Fire Company are coming together for the Annual Sudlersville Peach Festival. The festival is August 5th from 6 p.m. to the fireworks at the end of the night and then 10 a.m. to 4 p.m. on August 6th at Godfrey’s Farm. The festival will have the best local bands and community non-profit groups serving homemade food from pit beef to peach cobblers. Bring your whole family! Find more information at godfreysfarm.com
Annual Chesapeake Bay Balloon Festival
Triple Creek Winery in Cordova is bringing back the Annual Chesapeake Bay Balloon Festival on August 5th through 7th. Get ready to see some of your favorite hot air balloons up close. There will be tethered balloon rides and flights available in the picturesque country setting. Each day of this beautiful festival will close with a balloon glow where the hot air balloons will light up the evening sky. Enjoy live entertainment, expanded kid’s zone, and handmade crafts and boutique vendors and food trucks. Find more information at chesapeakebayballoonfestival.com
Chesapeake Bay Paddle
The epic, multi-day, staged paddle race to protect the Chesapeake Bay is back from August 27th through 31st starting in Rock Hall and ending in Cape Charles, Virginia. The race is 5 days long covering 150+ miles, or, you can opt to do the Bay Paddle 45, which is 2 days, 45 miles, starting in Rock Hall and ending in Cambridge. The Paddle is working with Oyster Recovery Partnership to plant more oysters and with Chesapeake Conservancy to support their efforts to designate the Bay as a National Park. Come support our home. Register, donate, and find more information at baypaddle.org
The Jazz Alive 2022 Summer Concert Series
Jazz Alive is back at the Waterfowl Building in Easton. The final show of the series will be on August 27th from 7 to 9 p.m. This final show features a powerhouse trio of guitarist Shawn Purcell, organist Pat Bianchi, and drummer Jason Tiemann. Buy tickets today to get a seat with a great view of the stage, enjoy a beverage and a light snack. Find more information at jazz-alive.org
Wicomico County Fair
From August 19th to 21st, the Wicomico County Fair will be at WinterPlace Park in Salisbury. This is the 86th yeah of the fair tradition. The event will feature livestock exhibits, competitions, home arts, auctions, the five-foot fry pan, music and local vendors. Find more information at wicomicofair.com
The National Folk Festival
Stop by the Eastern Shore for the 81st Annual National Folk Festival, one of America’s largest, most prestigious and longest-running celebrations of arts, culture, and heritage. This event is three days long at Salisbury City Park from August 26th through August 28th. This festival celebrates the roots, richness, and variety of American culture. There will be over 250 of the nation’s finest traditional musicians, dancers, craftspeople, and other keepers of culture in performances, workshops, demonstrations and more. Find more information at nationalfolkfestival.com
