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Annapolis Moms

Annapolis Moms

Making Our Community Stronger, One Connection At A Time

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Christmas

Christmas, Holiday, Retail

Holiday Markets in Annapolis

December 4, 2025
by Ricky Hartford

There’s no shortage of festive fun and shopping opportunities in Annapolis this December. From classic holiday bazaars to chocolate-filled strolls, here’s a look at some of the markets and festivals …

Read MoreHoliday Markets in Annapolis
Christmas, Food & Dining, Holiday

Cheers to the Season: Annapolis’ Best Holiday Drinks

December 4, 2025
by Ricky Hartford

Whether you’re strolling downtown for Midnight Madness, shopping at the Annapolis Town Center, or simply leaning into the festive mood, Annapolis’ restaurants and bars go all-in for the holidays. If …

Read MoreCheers to the Season: Annapolis’ Best Holiday Drinks
Christmas, Holiday, Retail

Midnight Madness Preview

December 2, 2025
by Ricky Hartford

If you’re looking for a holiday experience that feels like stepping straight into a snow globe someone shook a little too enthusiastically, downtown Annapolis is about to become your happy …

Read MoreMidnight Madness Preview
Christmas, Community, Holiday

Holiday Volunteer Opportunities

November 30, 2025
by Elizabeth Krischer

Do Good For Yourself and Others The season of giving may seem like it’s all about the presents. The sales, the latest toys, and the gift hauls are clogging up …

Read MoreHoliday Volunteer Opportunities
Christmas, Holiday

Santa Claus is Coming to Naptown

November 25, 2025
by Elizabeth Krischer

When my brother and I were children, we would ask our father every year, “Do you believe in Santa?” He would stand up taller, gaze into the distance with a …

Read MoreSanta Claus is Coming to Naptown
Christmas, Holiday, Retail

Supporting Local on Small Business Saturday

November 25, 2025
by Tyler Ingle

Kick off the holiday season downtown by participating in Small Business Saturday! On November 29, celebrate the local shops and businesses that give our community its unique character. From boutique …

Read MoreSupporting Local on Small Business Saturday
Christmas, Holiday

Christmas Tree Spots Around Annapolis

November 23, 2025
by Tyler Ingle

As the holiday season draws near, there’s nothing quite like the scent of a freshly cut Christmas tree to bring the spirit of the season home. There are plenty of …

Read MoreChristmas Tree Spots Around Annapolis
Christmas, Holiday

The Ultimate Guide to Holiday Lights Near Annapolis

November 20, 2025
by Ricky Hartford

There’s something about this time of year that makes you want to grab a giant travel mug of cocoa, crank up the heat in the car, turn on Christmas music, …

Read MoreThe Ultimate Guide to Holiday Lights Near Annapolis
Arts & Entertainment, Christmas, Holiday

Holiday Performances in Annapolis

November 18, 2025
by Elizabeth Krischer

Raise the Curtain on the Holiday Season Cool, crisp air. Twinkling lights on houses. Hot cocoa and cheery music. These are signs that the holidays are here. Along with the …

Read MoreHoliday Performances in Annapolis
Christmas, Community, Holiday

Toy Drives in Anne Arundel County

November 16, 2025
by Elizabeth Krischer

Be Someone’s Santa This Holiday Season The Halloween decorations are back in storage and the Christmas lights will be up soon. Children all over are finalizing their wish lists. For …

Read MoreToy Drives in Anne Arundel County
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The Latest from our Facebook Page

❄️🏀 Winter Wo

❄️🏀 Winter Wonderland at Navy Basketball is back and it’s the perfect family day out! Enjoy cookie decorating, face painting, hot chocolate, holiday music, games, and so much more while cheering on Navy Men’s & Women’s Basketball in a festive doubleheader.

We love having Navy Athletics as one of our amazing Annapolis Moms community supporters, and this is such a great way to kick off the season with the kids. 🎄💙

Grab your tickets, bundle up, and make a day of it!

facebook.com/events/s/winter-wonderland/1216532393657228/
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Holiday Magic Awaits

Holiday Magic Awaits

This season, let Community Supporter Bayside Limousine sweep you and your loved ones into an unforgettable night of festive lights, laughter, and luxury. Relax in a chauffeur-driven limo, Sprinter, or party bus as you glide past 30+ dazzling holidays displays across the DMV — from the glowing shores of Lights on the Bay to magical park-drive-throughs. Skip traffic, parking, and stress — just cozy vibes, crisp night air, and glowing memories. Book now and make this holiday season sparkle.✨

baysidelimo.com/holiday-lights-tours/
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