If you’re tired of taking the kids to the same old playgrounds and activities, here are some adventures that you might not have considered that will make wonderful memories for all!
Run or Walk a 5K
Get up and get moving with the whole family by walking or running a local 5K. Enjoy nature, get some exercise, and maybe support a good cause. The Annapolis Running Festival is coming up and has a 5K option.
Get Away (but not far)
Book a night at a local hotel for you and your kids. Order room service, watch hotel cable, swim in the indoor pool, and wear comfy PJs– all things your kids will get a kick out of!
Take a Stroll and Learn Something
Discover things you didn’t know about Annapolis by taking a walking tour of sites both familiar and unknown to you! Tour with a professional tour guide and a group of people, or download a self-guided tour on your phone. Watermark and Historic Annapolis both offer a variety of tours.
Introduce Your Kids To Cool Music
Show your kids a different type of culture by taking them to see an artist that YOU like. Rams Head On Stage is a great venue for family-friendly shows with easy parking and dining on-site.
Take a Family Trip To a Winery
It’s Maryland Wine Month! Vineyards have more than wine! Many of them have activities that your family can enjoy, like shopping and cornhole, while you sip a glass. And most have fancy mocktails and cheese plates kids enjoy. Check out Great Frogs Winery in Annapolis for live music and other fun events.
Here’s to unusual fun!
Eye on Annapolis: Top 5 in the News | March 4th, 2026 |