Midnight Madness
November 30th through December 3rd; Homestead Gardens, Davidsonville
The Rotary Club of South Anne Arundel County will celebrate the 10th anniversary of its highly successful Annual Lights of Kindness charity event, a Christmas tree decorating contest that will be held December 1–3 at Homestead Gardens in Davidsonville, Md.
December 1st and 2nd; Downtown Chestertown
Step back into 1840’s London and experience the holiday season as Charles Dickens imagined it. This two day event includes carriage rides, entertainment, home tour, food, book talks, merchandise, and more. And don’t forget to come dressed like the dickens!
Easton's First Friday Gallery Walk
December 1st; Downtown Easton
On First Friday the art galleries of downtown Easton extend their hours and invite you on a tour of artistic adventure! View new art exhibits, meet the artists, and discover sales and great deals!
Glen Burnie Gingerbread Festival
December 1st through 3rd; Marley Station, Glen Burnie
The official site of: The Glen Burnie Gingerbread Festival is back for a second year! Gingerbread House Competition, Scavenger Hunt, crafters, and more!!! FREE to attend!!
Santa Paws Pictures with Santa
December 1st, 4 p.m.; Homestead Garden, Severna Park and Davidsonville
Join us at Santa Paws 2023, a joyous celebration where your furry friends can bring along their beloved humans to Homestead Gardens! Capture the perfect holiday memory with a heartwarming picture with Santa amidst a magical backdrop of twinkling lights and festive cheer. You’ll be responsible for snapping the photo, immortalizing the special moment forever. We are proud to announce that Santa Paws 2023 is co-sponsored by the esteemed VCA South Arundel Veterinary Hospital.
Annual Open House and Tree Lighting at the Chamber
December 1st, 5 to 6:30 p.m.; Greater Severna Park and Arnold Chamber of Commerce, Severna Park
Fun for the entire family to enjoy singing, dancing, music, cookies and The Big Bean's Hot Chocolate, ice-cream from Sweet Satisfaction and more!! Elves provided by the Toast of Severna Park Toastmasters Club.
Merri and Bright Holiday Market
December 1st through 3rd; Color Burst Park, Columbia
Have yourself a MERRI little holiday season with a visit to the annual Merriweather District Holiday Market opening Friday, December 1st. Support unique small businesses as you venture through a variety of holiday pop-ups from regional vendors. Warm up with hot cocoa from The Charmery, sip some wine in our outdoor wine chalet and enjoy carolers while checking off your holiday shopping list. ‘Tis the season to celebrate with Merriweather District!
December 1st, 5 p.m.; Downtown Easton
Celebrate the Holidays at the Moonlight Madness Shopping Event in Downtown Easton! Our downtown shops and restaurants will be open until 9 p.m. with refreshments, snacks, and holiday gifts to buy. Enjoy music and entertainment throughout the town as we ring in the holiday season!
December 2nd; Downtown St. Michaels
This years 22nd Annual Midnight Madness event starts with the lighting of the Christmas Tree at St. Luke’s Church on Friday, December 1st. On the morning of Midnight Madness, start your day out with a brisk run or walk with St. Michaels Running Company’s Holiday Hustle, a scenic 5k Run/Walk along St. Michaels Nature Trail (weather permitting). As day turns to night, St. Michaels becomes a beautiful twinkling Christmas Village. Shops will be open late with refreshments and snacks, and special sales during Midnight Madness, plus each purchase at participating businesses gives you a chance to win raffle prizes valued at over $15,000. Look for Midnight Madness sponsor posters at your favorite shop, restaurant or lodging locations.
December 2nd; Historic London Town and Gardens, Edgewater
Start your holiday season with our annual wreath workshop! Create your own holiday wreaths and centerpieces. Our expert wreath makers will guide you in making the perfect natural holiday decorations for your home!
December 2nd, 9 a.m.; Slayton House Studio, Columbia
The Wilde Lake Community Association invites you to celebrate the holiday season. Delight in classic Christmas cartoons and meet Santa on our beautifully decorated stage. Your admission includes a continental breakfast as well as access to the kids only shop where kids can purchase gifts for their loved ones (cash only).
Glen Burnie High School Winter Craft Fair
December 2nd, 9 a.m. to 3 p.m.; Glen Burnie High School. Glen Burnie
Get your holiday shopping done at the 40th annual Glen Burnie High School Winter Craft Fair benefiting the GBHS Band Boosters. Join us as over 140 crafters display their unique arts and crafts. Shop for one of a kind wood crafts, candles, home goods, jewelry, glassware, holiday decorations, baked goods and many more handmade items. Lunch and snacks are available. Admission and parking are free. We hope to see you there!
Chesapeake Bay Maritime Museum Welcome Center Grand Opening
December 2nd, 10 a.m. to 4 p.m.; Chesapeake Bay Maritime Museum, St Michaels
The festivities will begin with a formal ribbon-cutting ceremony for the new building at 10:30am and continue with a festival-style celebration highlighting the theme of “Winter on the Chesapeake” that features authentic Chesapeake Bay experiences, including food demonstrations, hands-on activities, campus tours, and live music.
December 2nd, 2 p.m.; William Paca Garden, Annapolis
You are cordially invited to celebrate a colonial holiday with Historic Annapolis! Bring the entire family to welcome yuletide at the William Paca House and Hogshead.
December 2nd, 6 p.m.; Downtown Easton
Hope you’re ready for some holiday cheer! Easton’s holiday parade will take place December 2nd, 2023. With a myriad of vehicles, novelties, and floats this parade is sure to showcase the very best of Easton during the Christmas season. Join in the festivities!
Annapolis Chocolate Binge Festival
December 3rd; Downtown Annapolis
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on December 3rd from 11am to 5 pm on the first block of West Street. Annapolis Chocolate Binge Festival features family-friendly entertainment, chocolate and more chocolate, holiday shopping, and the festive West Street Holiday Light Canopy. Events this year include a Chocolate Gingerbread Decorating Contest, Willy Wonka, Oompa Loompa's, Santa, Elfie, live music and more.
13th Annual Holiday Taste and Sip
December 5th, 5 p.m.; Chartwell Country Club, Severna Park
You are cordially invited to attend the 13th Anniversary of our Holiday Taste and Sip, one of the most well-attended and anticipated events of the year. Enjoy an evening of fantastic food, wine and music where you can sample offerings from our local restaurants, bakeries and liquor stores in a wonderfully festive atmosphere. Great networking, live holiday entertainment, an amazing silent auction, a jewelry raffle and more. Open to Chamber Members and the public. Presenting Sponsor is Matt Wyble of Next Step Realty.
December 6th; Talbot County Community Center, Easton
Santa will be taking a break from his busy schedule at the North Pole to visit the Talbot County Community Center to share holiday memories with the whole family! Kids will have an opportunity to sit on Santa’s lap to reveal their seasonal wishes and receive a special gift! Please bring your own camera to take a memorable photograph with Santa. Complimentary hot chocolate and cookies will be provided. Pre-registration is required as Santa’s helpers need to maintain quantity and quality skates and gifts. $20 per child 13 & under
Jingle and Mingle Holiday Party
December 6th; The Atreeum @ Soaring Timbers, Annapolis
Celebrate the season with your co-workers and friends at the Anne Arundel Chamber's Miracle on Bestgate Holiday Party! Join us for an evening of Jingling and Mingling at the Atreeum at Soaring Timbers. We have several options for you to attend the Holiday Party including discounted party packs so you can bring the whole crew!! We'll have a fantastic silent auction along with our wreath auction.
Through December 31st; Gaylord National Resort & Convention Center, National Harbor
ICE! returns this holiday season at Gaylord National from November 19 to December 31st, 2023! Using more than two million pounds - or 1,000 tons of ice, the classic 1964 Christmas animated television special, Rudolph the Red-Nosed Reindeer, will be brought to life by a team of 40 ice artisans to create the nearly 20,000-square-foot, frozen attraction. The display is kept at a frosty 9 degrees Fahrenheit, but don’t worry, guests will be provided Gaylord National’s signature blue parkas to keep them warm and toasty.