Annapolis Pride Parade & Festival
Don’t miss the Annapolis Pride Parade & Festival on October 3, 2026! The parade will start in downtown Annapolis at 11:00 am, and the festival will take place at the …
Annapolis Moms Deal Drop | July 9, 2026
Summer is in full swing here in Annapolis…and we’re choosing to ignore the back-to-school signs (for now). We’re too busy enjoying all the outdoor festivals. Check out our list for …
Ski Haus Returns with a New Annapolis Location
A longtime local favorite has returned to Annapolis, bringing back a familiar name for families, athletes and outdoor enthusiasts across the area. Ski Haus Sports Center, once a staple along …
Annapolis Moms Deal Drop | July 7, 2026
The summer heat, the storms, and the holiday weekend. Whether you spent time traveling or stayed close to home, this has been a week of rest and recuperation. (Unless you’ve …
Oktoberfest
Raise a glass to this year’s Oktoberfest! We’re happy to partner once again with RAR Brewing and Chessie’s Wharf as our beer garden sponsors. Savor an ice-cold brew, feast on …
Maryland Renaissance Festival
The Maryland Renaissance Festival, a tradition for the entire family, begins its 50th season on August 29th and runs Saturdays and Sundays and Labor Day Monday through October 25th for nine …
Made in Maryland Festival
The Made In Maryland Festival, a one-day event that highlights all of our state’s best and most famous offerings, returns to Kurtz’s Beach on Sunday, August 16, 2026! This completely …
Speak Your Truth
Our powerful arts and mental health event is back for its 10th year in Annapolis. It’ll be an all day festival with a rowdy concert (1:00 pm-4:00 pm), a vendor …
ONCEPT Sit + Fit
We’re confident that you’ll love ONCEPT footwear as much as we do! Stop at MRE Mercantile at 4:00 pm on July 16 to see what the hype is about. Best …
Annapolis Moms Deal Drop | July 2, 2026
This Fourth of July weekend will be bigger than ever as we celebrate America’s big two-five-oh! Unfortunately, we don’t have any deals for you on fireworks. (We’re just gonna go …