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Christmas, Holiday

Single During the Holidays

December 9, 2025 by Tyler Ingle

Who says the holidays are just for couples? Being single during the holiday season opens up endless opportunities to make the celebrations completely your own. From spontaneous solo adventures to new traditions built around what you love most, flying solo isn’t as bad as it’s made out to be. Coming from someone who is spending another holiday season single, I’m letting you in on some of the best ways to create your own kind of joy.

Midnight Madness

Taking place on the first two Thursdays of December (4 PM to midnightt) and the third Thursday of December (4 to 11 PM), this Annapolis staple is the perfect way to charge up that holiday spirit! Whether you’re looking to spend time outside in the wintery ambiance or have a mission to grab the perfect gift for a family member, Midnight Madness creates a fantastically jolly night for all. My biggest tip here, for those struggling with being solo, is to focus on the sights and sounds, the lights, trees, window displays, and pay less attention to the people.

Performances

Theatre and musical venues always see an uptick in events during the holidays, giving you plenty of options to embrace the performing arts. Annapolis hosts several performances by the Annapolis Symphony Orchestra at various locations. Live Arts Maryland will be performing Handel’s Messiah, while the Ballet Theatre of Maryland will see the return of The Nutcracker. The Classic Theatre of Maryland will present A Christmas Carol and a White Christmas, with Rams Head on Stage hosting a variety of musical guests. If you’re willing to go further, there are plenty of theatres in D.C. and Baltimore that will be putting on shows for the holiday, too. Let’s not forget, buying one ticket is always cheaper than buying for two!

Light Displays

With several displays to choose from, Lights on the Bay has been a mainstay in the Anne Arundel County community for 31 years. This drive-through light display also offers two nights where you can walk-through with your furry friends. The Merriweather Symphony of Lights, a bit further away, runs until January 3rd. This light display is a drive-through event, with select nights being open for a walk-through! 

Movies and Sports Games

While the least festive of the bunch, sports games are always a great opportunity to get out! Whether it’s a Navy hockey or basketball game, a Washington Capitals game or Wizards game, or supporting a minor league team, sports games offer a community-centric feeling with the fan base while being easily able to keep to yourself while there if you prefer. Additionally, many theaters will show special holiday movies, such as Elf, The Polar Express, and more, for a discounted rate. The winter also sees several new movies released, and there’s no better way to get the full experience than heading to the theater (AMC at Annapolis Mall is always a great option!). 

Simple Yet Overlooked Tips

Sunshine! Yes, it’s cold outside, but even 15 minutes in the sun can make a huge difference in your overall mood. It’s not great being sick during the holidays. Hydration tends to go by the wayside. When we’re colder we don’t have that same thirst for water, but make sure you’re getting down the fluids! Looking to stay warm? Tea, coffee, and bone broths are all great options, too!

Don’t forget to prioritize family and friends! Just because you don’t have a significant other doesn’t mean the holidays are a dud. Odds are, you still have people in your life who care about you and are thrilled to be in your presence! Volunteering can also foster a great sense of meaning and community!

Finally, be willing to feel your feelings. Suppressing and ignoring them may seem good at the start, but they ultimately will be harder to deal with down the road. Make sure to treat others with kindness throughout this time – a simple smile can go a long way!

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Related posts:

Call Your Mother: Bagels Every Mother Could Love Save The Date List SQRRL! several people on lit stage playing instruments and singing in Christmas costumes and a squirrelAnnapolis Moms Presents: SQRRL! Family Fun on December 23 at Rams Head Springtime Fun in Historic Annapolis: Mr. Paca’s Garden Storytime & More!
Category: Christmas, HolidayTag: adults, Holiday, single See all posts by Tyler Ingle

About Tyler Ingle

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🇺🇸✨ Happy Fourth of July, Annapolis! ✨🇺🇸

Today, we’re celebrating 250 years of America with everything that makes this community so special parades, fireworks, backyard BBQs, boat days, sparklers, and time spent with the people we love most. ❤️🤍💙

Whether you’re watching fireworks over the water, cheering at a local parade, or just soaking up a beautiful summer day, we hope your Fourth of July is filled with fun, laughter, and plenty of unforgettable memories.

Here’s to celebrating our country’s 250th birthday and the incredible communities that make Maryland feel like home. Wishing everyone a safe, happy, and joy-filled Independence Day! 🎆🇺🇸
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Summer is in full sw

Summer is in full swing, and there is so much happening at Historic Annapolis this July!

From 4th of July festivities and family-friendly living history programs to lectures, book club, and hands-on opportunities to explore Annapolis’ past, there are plenty of ways to make history part of your summer plans.

Whether you’re a local family looking for something meaningful to do, hosting out-of-town guests, or just want to experience Annapolis in a new way, we’d love to welcome you to one of their July programs.

See the full calendar of events here:
www.annapolis.org/events/
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