Annapolis Christmas Markets 2026

Visitors can stroll through an outdoor artisan market inspired by traditional European Kris Kringle markets. The event features live local entertainment including school dance teams, musical quartets, and Tuba Christmas. Guests can also enjoy a variety of dining options on-site...

Visitors can experience a festive weekend featuring a gingerbread competition and display, a marketplace and sweet shoppe, and a tour of homes. Festivities also include the Talbot Street parade, a lighted boat parade, a Christmas bazaar, and live holiday music....

Visitors can explore a curated selection of Christmas treasures, seasonal décor, and holiday gifts. The parish hall offers fresh bundled greens and handmade greenery arrangements, alongside a bakery table filled with homemade holiday treats. Guests can also enjoy a complimentary...

More than two dozen local artisans and makers gather inside the community center, selling goods such as Eastern Shore watercolors, ceramics, small-batch preserves, looseleaf tea blends, candles, and jewelry. A European-inspired holiday cafe operates inside the venue, serving German frankfurters,...

Inspired by Nuremberg's historic Christkindlesmarkt, this holiday market features dozens of international vendors selling gifts, crafts, and festive decorations from traditional wooden booths. Visitors can explore an outdoor promenade with a historic carousel, a 65-foot Ferris wheel, and a 30-foot...

Visitors can browse dozens of handmade artisan booths, craft displays, and religious items spread across the school auditorium and outdoor field. Families can enjoy food truck fare, take photos with St. Nicholas, and participate in a musical cakewalk game. Activities...

Visitors can browse and shop a variety of unique handmade creations from local artisans and crafters. Displayed goods include jewelry, pottery, textiles, glass, photography, woodwork, baked goods, and wreaths. The market welcomes shoppers of all ages.

Visitors can browse a holiday pop-up boutique showcasing local small businesses and artisans. The space features an assortment of original art and handcrafted gifts to explore. The event is set up in the International Room, located across from the hotel's...

Visitors can browse and shop an array of handmade items from independent artists and makers. Refreshment options include coffee served throughout the day, morning pastries, and an on-site food truck.

Visitors can browse a variety of booths featuring handmade items such as jewelry, soaps, and wreaths. Refreshments, including morning coffee and doughnuts as well as lunch options, are available in the school cafeteria. The event is hosted by the Glen...

Visitors can browse unique gifts and festive treats from local vendors at the clubhouse. The market features both indoor and outdoor vendor setups.

This annual group art exhibition features original two-dimensional pieces created by previously featured Snake Hill artists. All displayed works measure under 32 inches and are available cash-and-carry so buyers can take them home immediately. Visitors can browse the gallery and...

Visitors can stroll through a curated collection of local vendors offering handmade gifts. Guests can cozy up by fire pits, enjoy festive giveaways, and sip signature seasonal drinks from Merriweather District restaurants. Children can also stay entertained with story times...

Visitors can shop for unique gifts and handcrafted goods from over a dozen local artisans. The market also offers live music entertainment and seasonal beverage favorites from Maryland Meadworks.

Step into a festive Downtown Annapolis Winter Wonderland during Midnight Madness. This cherished holiday tradition invites you to stroll through streets adorned with twinkling lights, festive decorations, and a towering Christmas tree. Enjoy extended shopping hours until midnight, discover unique...

Discover the Annapolis First Sunday Arts Holiday Market, a festive gathering on historic West Street. Browse over 100 artisan vendors showcasing handmade pottery, jewelry, paintings, and more. Enjoy live music from local artists and savor delicious treats from food vendors....

Get ready for Midnight Madness, a special late-night shopping event in St. Michaels. Local businesses open their doors for extended hours, offering a festive atmosphere for holiday shoppers. It's the perfect opportunity to find unique gifts and enjoy the start...

Bazaart returns to the American Visionary Art Museum for its annual holiday marketplace. This highly anticipated event features original creations from 50 talented regional artists and craftspeople. Shoppers can discover a wide array of unique items, including paintings, sculptures, handcrafted...

Savage Mill Yuletide transforms the historic mill into a festive wonderland. Discover unique gifts at the Holiday Makers Market, meet Santa and Mrs. Claus, and enjoy live music. Don't miss the magical bridge and tree lighting ceremonies, plus a special...

Discover Baltimore's ultimate holiday shopping destination at the Holiday Makers Market. This vibrant event transforms the Inner Harbor into a festive hub, showcasing dozens of local artists and makers. Find unique gifts, handcrafted decorations, and enjoy a community art project...

Experience the magic of the holiday season at Tarr Family Farm's Winter Wonderland. Browse a curated selection of over 20 local vendors for unique gifts and festive decor. Meet Santa Claus for memorable photos, and let the little ones enjoy...

Discover unique, handmade treasures at the University of Maryland, Baltimore's Annual Holiday Craft Fair. This beloved tradition brings together talented crafters from UMB, UMMC, BioPark, and the local community. Browse a delightful array of handcrafted items, perfect for finding one-of-a-kind...

Discover fresh, local treasures at the Greenbelt Farmers Market, culminating in a special Holiday Market in early December. They offer a delightful array of produce, baked goods, and artisanal products. Take advantage of their Local Match program for enhanced shopping...

Experience the magic of a traditional German Christkindlmarkt at Zion Church of the City of Baltimore. This festive event, sponsored by the church and the Baltimore Kickers, offers a delightful start to the holiday season. Browse a German Christmas store...

Experience the festive spirit at the Cheverly Community Market's Holiday Markets. Discover a curated selection of local produce, artisanal foods, and unique handmade gifts perfect for the season. They also offer pre-order Christmas trees for convenient local delivery, making holiday...

Discover a festive holiday market at Severn Run High School, featuring a curated selection of artisanal crafts and unique gifts. This community event is the perfect place to find special holiday treasures and support local vendors. Enjoy a cheerful atmosphere...

Discover unique, handcrafted gifts and festive holiday items at the Severn Run High School Cheerleading Holiday Craft Show. This event brings together local artisans and vendors, offering a wonderful opportunity to find special presents while supporting the school's cheerleading squad....