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Annapolis Moms

Annapolis Moms

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Things to Do

Community, Community Resources, Holiday, Things to Do

Annapolis Juneteenth Celebration Returns for Sixth Year

June 16, 2026
by Tyler Ingle

After uncertainty over whether the celebration would happen this year, the Annapolis Juneteenth celebration is moving forward with a message centered on healing, history and community. Now in its sixth …

Read MoreAnnapolis Juneteenth Celebration Returns for Sixth Year
Community, Community Resources, Holiday, Retail, Things to Do

Annapolis Father’s Day Gift and Experience Guide

June 14, 2026
by Tyler Ingle

Yes, we are Annapolis MOMS, but we still love our dads! With Father’s Day coming up on Sunday, June 21, we know many families are looking for fun and thoughtful …

Read MoreAnnapolis Father’s Day Gift and Experience Guide
Community, Community Resources, Education, Schools & Kids, Things to Do

Your Guide to Kid- and Teen-Friendly Library Fun

June 11, 2026
by Elizabeth Krischer

Everybody belongs at the library. The go-to for families everywhere, the library is filled with entertainment for kids of all ages. It provides dozens of services, safe locations, and really …

Read MoreYour Guide to Kid- and Teen-Friendly Library Fun
Community, Things to Do

Ways to Get Out on the Water in Annapolis

June 9, 2026
by Tyler Ingle

Annapolis has long been known for its connection to the water. For many residents and visitors, easy access to the Chesapeake Bay, Spa Creek and the Severn River is one …

Read MoreWays to Get Out on the Water in Annapolis
Arts & Entertainment, Things to Do

Tides & Tunes Leads a Summer of Outdoor Music in Annapolis

June 7, 2026
by Tyler Ingle

With the weather warming up and the school year nearing a close, weeknights seem to hold a little more possibility. Kids have more free time, the sun lingers longer into …

Read MoreTides & Tunes Leads a Summer of Outdoor Music in Annapolis
Sports, Things to Do

Pickleball Fever: Places You Can Pick Up a Paddle

May 31, 2026
by Tyler Ingle

Once a niche backyard pastime, pickleball has exploded into the mainstream, becoming one of the fastest growing sports in the U.S. Combining elements of tennis, badminton, and ping-pong, this paddle …

Read MorePickleball Fever: Places You Can Pick Up a Paddle
Arts & Entertainment, Community, Things to Do

Art All Around for Anne Arundel Arts Month

May 28, 2026
by Elizabeth Krischer

Calling all artists, amateurs, and aficionados! The arts scene in Annapolis bursts with color and style for the month of June. Anne Arundel Arts Month, along with Annapolis Arts Week, …

Read MoreArt All Around for Anne Arundel Arts Month
Sports, Things to Do

Annapolis Blues Bring Summer Soccer Back to Naptown

May 26, 2026
by Tyler Ingle

Now in their fourth season, the Annapolis Blues are ready to bring family fun and unrivaled energy back to Maryland’s capital. With 12 home games, including six doubleheaders, fans will …

Read MoreAnnapolis Blues Bring Summer Soccer Back to Naptown
Arts & Entertainment, Community, Things to Do

Annapolis Irish Festival Expands to Two-Day Celebration

May 23, 2026
by Tyler Ingle

The sounds, flavors and traditions of Ireland are headed back to Anne Arundel County, and this year, there’s even more to celebrate. The Annapolis Irish Festival returns to the Anne …

Read MoreAnnapolis Irish Festival Expands to Two-Day Celebration
Community, Things to Do

Rain, Rain – Go & Play!

May 21, 2026
by Jackie Shea

It’s getting warmer outside, but rainy days are becoming more common. While children might love to play in the rain, sometimes we grown ups need to pivot to something indoors. …

Read MoreRain, Rain – Go & Play!
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We welcome all Annapolis Moms and their families a FREE orthodontic consultation
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🍁 THERE’S NO SHORTAGE OF FALL FUN AROUND ANNAPOLIS!

Giant pumpkins, waterfront adventures, live performances, and local festivals are all on the calendar this week. Whether you’re planning a family outing, a night out, or something new to explore, there’s plenty to add to your list!

🎃 See the Great Annapolis Pumpkins downtown
⛵ Explore the Annapolis Sailboat Show
😂 Catch comedian Josh Blue at Rams Head On Stage
🩰 Experience La Sylphide at Maryland Hall
🐉 Enjoy DragonFest 2026 at Pier 4 Marina
🍂 Browse the Maryland Avenue Fall Festival
🎤 Hear local voices at Ignite Annapolis

Save this post for your plans, and tag your planning buddy!

👉 See the full list here: annapolismomsmedia.com/do-not-miss-list-oct-15/

#AnnapolisMoms #DoNotMissList #WeekendPlans #FallFun #LocalEvents

Visit Annapolis & Anne Arundel Co. Downtown Annapolis Partnership annapolisboatshows Rams Head On Stage The Ballet Theatre of Maryland Annapolis Dragon Boat Club
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