The Ultimate Guide to Where to See Santa in Annapolis

It’s that special time of year for kids, young and old. Even though the Thanksgiving Day preparations have hardly started, moms are already thinking about holiday magic. Maybe you want your family dressed in their best outfits for the annual cards. Or maybe your kiddo wants to give Santa a wishlist as long as his sleigh. No matter the reason, this season, we’ve got a list of where and when you can meet Ol’ Saint Nick.

Santa Photos @ Annapolis Mall

You can show up and get in line…or skip the wait by booking a time online. There are photo packages available, and Santa himself will send a personalized digital message before you meet. And you can check out their sensory-friendly and pet photo days. He’ll be at the mall all season long, right up until he has to make his trip around the world!

Address: Crate & Barrel Court, 2002 Annapolis Mall, Annapolis, MD 21401
Date: November 6 to December 24. See their website for specific days and times.
Price: Registration requires buying a photo package, which starts at $44.99.
Registration Required: Yes.

Jingle Bell Bargains & Holiday Market at Walnut Hill Farm

Visit the farm for gently used Christmas décor at this yard sale and market. Grab something to eat from the food trucks and groove to live music. And don’t forget to say hi to Santa!

Address: 800 Walnut Hill Farm Drive, Davidsonville, MD 21035
Date: Saturday, November 14, 9 AM to 2 PM.
Price: Free!
Registration Required: No.

Uncharted Annapolis

Free photos with Santa at Uncharted. There are three dates when your little ones can see Kris Kringle—and you can get a little shopping done. You won’t be able to resist some of their super cute Christmas decorations!

Address: 2325 H Forest Drive, Annapolis, MD 21401
Date: Saturday, November 21, 10 AM to noon. Saturday, December 5, TBD. Saturday, December 12, 10 AM to noon.
Price: Free!
Registration Required: No.

Cookies and Cocoa with Santa at SPCC

You don’t have to brave the cold to meet Santa at this event. Inside the Severna Park Community Center, they’ll have crafts, music, and sweet treats. The event itself and photos with Santa are free, so bring your camera and smiles!

Address: 623 Baltimore Annapolis Boulevard, Severna Park, MD 21146
Date: Friday, December 11, 5:30 to 7:30 PM.
Price: Free!
Registration Required: No.

1776: Yuletide in Revolutionary Annapolis

At the William Paca House & Gardens, step back into Annapolis history with stories and traditions from the 18th century. You can visit Santa in the Summer House within the Paca gardens before enjoying some crafts, refreshments, and music.

Address: 186 Prince George Street, Annapolis, MD 21401
Date: Saturday, December 5. Santa will be in the Summer House from 2 to 5 PM.
Price: $15 for general admission. $10 for HA members, volunteers, and military. $5 for children ages 3-17. Free for children aged under 3.
Registration Required: Recommended for timed entry. Walk-ins are permitted as space allows.

Heroes Holiday Market

Support local small businesses by shopping at this holiday market. Meet and get pictures with Santa, then support Heroes CARES Foundation by grabbing some tickets to their raffle. And grown-ups can indulge in some specialty cocktails, because you’re on the nice list, too!

Address: 1 Riverview Avenue, Annapolis, MD
Date: Sunday, December 6, 8 to 11 AM.
Price: Free!
Registration Required: No.

Breakfast with Santa at Broadneck Grill & Cantina

They’re serving up a jolly good time at Broadneck Grill & Cantina. Reserve a table and get ready to dine with Santa. Sure, he usually likes cookies and milk, but for breakfast he’ll enjoy omelets, pancakes, or French toast—just like you!

Address: 1364 Cape St Claire Road, Annapolis, MD 21409
Date: Saturday, December 5, and Saturday, December 12, 9 AM to noon.
Price: No fixed price.
Registration Required: Yes. Call (410) 757-0002.

Swim with Santa

Dive into the Christmas spirit with this unique Santa session. Put on swimsuits and goggles for your visit, and you’ll get a stuffed stocking to take home. But please note: This event is for the potty-trained only. Babies still in swim diapers will have to wait until next Christmas.

Address: Arundel Olympic Swim Center, 2690 Riva Road, Annapolis, MD 21401
Date: Saturday, December 19, 10:30 AM to noon.
Price: $13
Registration Required: No, but registration is available online.

Storytime with Santa at Wyrd Bookstore

Come listen to Santa read The Polar Express along with a few other holiday favorites. Wear your pajamas and order a cup of hot cocoa (try it with a sprinkle of fairy dust).

Address: 135 Mitchells Chance Road, Edgewater, MD 21037
Date: Saturday, December 19, 11 AM.
Price: Free!
Registration Required: No.

A SQRRL! Holiday at Rams Head on Stage

Have a wild time with this unique Christmas tradition! SQRRL and friends (including Santa Claus) will put on an interactive show for all ages. As they say on their website, “It’s nutty good fun all rolled up in one!”

Address: 33 West Street, Annapolis, MD 21401
Date: Saturday, December 19, noon.
Price: Tickets start at $21.80.
Registration Required: Yes.

And even more Santa spots:

Saint Nicholas will be all around Annapolis this season. There is no shortage of opportunities for your family to meet him, get a photo, and share your Christmas list. Spreading joy and cheer, Santa is sure to make your ho-ho-holiday merry and bright!