March 4, 2024
Annapolis, US 46 F

2021 Edition: 31 Amazing LOCAL Gifts for Everyone On Your List!

Annapolis Tours by Watermark’s period-dressed guides will take guests on a festive Holiday Candlelight Stroll during the month of December. Photos by Sabrina Raymond.

Over the past two years, we’ve heard of many business casualties of the COVID-19 pandemic. If we are honest, there has never been a year when it is more important to support our local stores. When you shop local, more money stays in our local economy; but more importantly, shopping local allows our locally-owned stores to remain viable in order to hire local employees. See how that works? With that said, here is a gift list for everyone on your holiday list. All local.

Please. It’s important!

Do you have something to add to the list? Send us an email to [email protected]

  1. In the hidden gem category, the Classic Theatre of Maryland! Shakespeare, classic plays and musicals, and my favorite, a monthly cabaret in one of the coolest rooms in town. Get tickets to a show–or buy a season membership–this will not disappoint any recipient!
  2. One of my favorite places for a flavor of Annapolis is the Historic Annapolis Museum Store at the foot of Main Street–check out their stock of interesting cool books!
  3. If you need a little bling (or a lot) —  Zachary’s Jewelers.
  4. An Annapolis Maritime Museum & Park membership is a perfect gift for your Chesapeake Bay aficionado!
  5. Maybe there is a cinephile in your life?  How about a membership to the Annapolis Film Society?
  6. For music lovers, you cannot beat a show at Rams Head On Stage.
  7. Here a Pop Up Shop is on Main Street again this holiday season just filled with local goodies!
  8. Christmas cheer in a bottle. Galway Bay’s Irish Egg Nog is sure to warm the cockles of everyone.
  9. If you want eclectic and authentic, one of my favorite shops is Local By Design at the base of Main Street.
  10. When I need to send a taste of Annapolis to a friend, I send them a crabcake from the Boatyard Bar & Grill.
  11. Furniture? Home furnishings? Look no further than the Annapolis Maritime Antiques in Eastport
  12. Everyone loves a great book and we have two amazing bookstores in town– Back Creek Books and Old Fox Books.
  13. For the kid in the family (or the adults that act like kids) check out the games, records, graphic novels, and of course comic books and collectibles at Third Eye Comics and Third Eye Games & Hobbies. You will be surprised at what they have!
  14. Annapolis oozes history from every paver on the road.  Why not get a membership to Historic Annapolis and help preserve it!
  15. They are not sailing right now, but a gift card for a spring (or summer or fall) sail on the Schooner Woodwind is a fantastic gift.
  16. Another great way to get out on the water is with Watermark. And if you are a landlubber, their historic walking tours are fascinating.
  17. Nothing screams iconic Main Street than the food challenge at Chick & Ruth’s. While that may be a bit much, why not give a meal in this iconic place?
  18. What happens when you merge maritime history, one of the last remaining skipjacks, and the Annapolis Maritime Museum & Park? The Wilma Lee. You can book her for a private charter or individual sails come spring!
  19. The most iconic building in Maryland is probably the Thomas Point Shoal Lighthouse and she always needs some repairs. Make a donation and make sure this icon can be enjoyed for generations to come!
  20. Navy grad? Navy fan? Remember the old dome of the Chapel? Now you can give a memento crafted from the ACTUAL dome!
  21. Nothing is more important than the generations that follow us. The Annapolis Police Foundation sees to it that deserving kids in our community have some help going to college.
  22. Black and white photos of Annapolis from Annapolis Collection Gallery.
  23. Gallery 57 West is a local artist collaborative. You are sure to find something there!
  24. Kim Hovell Art Studio features plenty of great oyster art.
  25. Greeting cards or ornaments from the Downtown Annapolis Partnership will brighten up anyone’s holiday!
  26. There is only ONE beer brewed in Eastport. Give the gift of Eastport with a gift card to Forward Brewing.
  27. K&B True Value Hardware has more gift ideas than you can shake a stick at. Looking for a perfect stocking stuffer for a guy–they carry the Duke Cannon line of soap–my favorite. And, they can also engrave your Yeti tumbler or cooler with your name or logo!
  28. Want some Chesapeake-inspired artwork? From stickers to yard flags, to wall art, to ornaments to doormats, and new this year–candles. I have three on my shelf and one burning on my desk!. Citizen Pride is the place you need to check out.
  29. Maybe making your own candles is on your bucket list. Reminiscent Luxe Candle Lounge is your answer! But hurry, this pop-up at the Annapolis Town Center is packing up and leaving in mid-January!
  30. Did you know that the Annapolis Symphony has something going on nearly every month? Tickets to individual performances and memberships are always a welcome gift. This is not your grandfather’s symphony–trust me on this!
  31. Gift Card ANYWHERE

And be sure to check out all the local shopping and dining info on the Downtown Annapolis Partnership website.

And if you want to learn about hundreds of local businesses, check out our Local Business Spotlight podcast series!

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