Annapolis Holiday Market
The Annapolis Holiday Market will feature 100 artisan vendors, specialty food stalls, and festive entertainment. Visitors can shop for handcrafted gifts, including jewelry, pottery, glass art, and home décor, while …
Heroes Holiday Market
Don’t miss the Heroes Holiday Market! It will take place on December 14, 2025 from 8:00 am to 11:00 am at Heroes Pub. There will be different vendors, custom cocktails, …
Museum Store Sunday has Unique Gifts for Great Causes
Do you need something to do with your kiddos but also need to check off that holiday shopping list? After Black Friday and Small Business Saturday, keep your support local …
Supporting Local on Small Business Saturday
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 …
Tiny Art Show + Artisan Market
Discover the joy of small-scale creativity at our Tiny Art Show + Artisan Market. This festive showcase features 14 local artists presenting original wall art—perfect for gift giving, collecting, or …
Give Back Event for Bernie House
Don’t miss this Give Back Event for Bernie House on December 5, 2025 from 5:00 pm to 8:00 pm. This Give Back Event for Bernie House will take place at …
Sleigh Bells Ring HERE. a pop-up shop
Don’t miss the Sleigh Bells Ring HERE. a pop-up shop! It will be open from 11/14-12/21 from 10:00 am to 6:00 pm daily. This shop will benefit Bernie House.
First Saturday Artist Event
Don’t miss this First Saturday Artist Event! Stop by Honey’s Harvest Farm on December 6, 2025 between 10:00 am – 2:00 pm to meet local potter Marguerite Marinakis. She will …
Holiday Open House
Don’t miss this Holiday Open House! Where sparkle meets cheer! Welcome to Annapolis Crystals’ temporary holiday spot, your one-stop shop for gifts that shine!
Hidden Shopping Gems
You Don’t Have to Look Too Hard to Find These Hidden Shopping Gems The holiday shopping season is here! (I’m sorry to alarm you, but it’s true!) You may have …