14 Ways to Celebrate a Magical Holiday Season in Annapolis & Anne Arundel County, Maryland

ANNAPOLIS, MARYLAND – Magical! That’s the word that best describes Annapolis and Anne Arundel County during the holidays. A host of events for the young and young at heart makes it easy for everyone to get into the spirit of the season. To help you celebrate, Visit Annapolis & Anne Arundel County has pulled together a handy list of 14 holiday happenings the whole family can enjoy. For a more complete calendar of festive possibilities, check out http://www.visitannapolis.org/.

Saturday, November 17 through Tuesday, January 1 Lights on the Bay Don’t miss this spectacular drive-through holiday lights show beside the Chesapeake Bay. The event features more than 70 animated and stationary displays, including traditional Maryland-themed favorites, holiday and children’s displays. Proceeds benefit SPCA of Anne Arundel County. 5:00 p.m. to 10:00 p.m. nightly, weather permitting. Sandy Point State Park, 1100 East College Parkway, Annapolis. 410-268-4388, http://www.lightsonthebay.org/.

Friday, November 23 American Indian Heritage Day The Cedarville Band of Piscataway Indians returns to London Town for its annual celebration of native peoples in Maryland. Join in a dance, talk with an elder, and enjoy the state holiday alongside the Piscataway. 10:00 a.m. to 4:30 p.m. Historic London Town and Gardens, 839 Londontown Road, Edgewater 21037. 410-222-1919, www.historiclondontown.org.

Sunday, November 25 Grand Illumination – Annapolis Tree Lighting With support from the Annapolis business community, the Annapolis Jaycees (Junior Chamber of Commerce) host the Lighting of the Tree in Annapolis during the City’s Grand Illumination event. Watch Santa arrive in town and enjoy singing and dance performances by area youth. The Jaycees provide refreshments and ornaments children can use to decorate the tree. Attendees are invited to bring nonperishable food items and new, unwrapped toys for the Jaycees’ annual Angel Tree Project. 5:00 p.m. to 7:15 p.m. Market Space at the Market House, 25 Market Street, Annapolis 21401. Learn More.

Saturday, December 1 State House by Candlelight Enjoy this annual open house featuring performances by young musicians and vocalists from throughout Maryland. The oldest State House in continuous legislative use in the nation will be adorned with 24 Christmas trees representing every Maryland county and Baltimore City. Photo identification is required for individuals age 16 and older. 5:00 p.m. to 9:00 p.m. Maryland State House, State Circle, Annapolis 21401. http://msa.maryland.gov/msa/mdstatehouse/html/home.html.

Saturday-Sunday, December 1-2 72^nd Annual U.S. Naval Academy’s Handel’s Messiah Concerts A long-standing Naval Academy tradition, the U.S. Naval Academy Men’s and Women’s Glee Clubs join the Annapolis Symphony Orchestra and soloists from the Metropolitan Opera Company to present selections from Handel’s beloved Messiah. Conducted by Dr. Aaron Smith, USNA Director of Musical Activities, the elegant concert has been broadcast on public television stations regionally and nationwide. Saturday, 7:00 p.m.; Sunday, 3:00 p.m. Main USNA Chapel, 108 Blake Road, Annapolis. 410-293-8497, https://www.usna.edu/Music/.

Fridays-Saturdays, December 1, 7, 14-15, 21-22 Holiday Candlelight Stroll Stroll through Annapolis alongside a festively attired colonial guide and learn about holiday traditions. Includes tour inside the historic Hammond Harwood House for additional seasonal spirit. 7:00 p.m. to 8:30 p.m. Tours depart from Information Booth at Annapolis City Dock. 410-268-7601, http://annapolistours.com/our-tours/candlelight-stroll.

Fridays-Sundays, December 1-31 – Except Saturday, December 25 Jolly Express Cruises Take a holiday-inspired “sleigh ride” cruise aboard Watermark’s Miss Anne, adorned with reindeer spirit. 6:00 p.m., 7:00 p.m. and 8:00 p.m. Tours depart from City Dock in downtown Annapolis. 410-268-7601, http://cruisesonthebay.com/special-cruises/jolly-express.

Sunday, December 2 4^th Annual Chocolate Binge Festival Are you a chocoholic in need of a fix? You won’t want to miss the 4th Annual Chocolate Binge Festival! More than 35 chocolate vendors will be selling chocolate specialties, including: chocolate caramels, cakes, bars, truffles, fudge, cookies, candies, hot chocolate and more. Enjoy live music, roasting s'mores with the Fire Department, a gingerbread house moon bounce, Cocoa with the PoPo, a holiday market, the lighting of the Holiday Lights Canopy and a visit from Santa. Noon to 5:00 p.m. First block of West Street in downtown Annapolis. www.annapolischocolatefestival.com, erik@firstsundayarts.com.

Thursdays, December 6, 13, 20 Midnight Madness Holiday Shopping Lights, garland, action! Historic Annapolis shops throw open their doors in a glorified block party that’s open to all. Enjoy outside musical performances as well as food and refreshments at many stores as you stroll along Main Street, Maryland Avenue, West Street, State Circle and City Dock in search of that perfect gift. Sponsored by the Downtown Annapolis Partnership. December 6 and 13, 6:00 p.m. to midnight; December 20, 6:00 p.m. to 11:00 p.m. Downtown Annapolis. www.downtownannapolispartnership.org/midnight-madness info@downtownannapolispartnership.org.

Fridays & Saturdays, December 7-22 Illuminated London Town Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Area. Explore the gardens illuminated with festive holiday lights. Discover colonial nighttime festivities and holidays at a candlelit William Brown House, decorated for the season. Enjoy special performances in the gardens each week. 6:00 p.m. to 9:00 p.m. Historic London Town and Gardens, 839 Londontown Road, Edgewater 21037. 410-222-1919, www.historiclondontown.org.

Saturday, December 8 36^th Annual Eastport Yacht Club Lights Parade More than 30 brightly lit boats bedecked for the holiday season parade around the Annapolis waterfront and Spa Creek. Themes including Santa Claus, Polar Bear Christmas, a Christmas Angel and the Abominable Snowman have delighted young and old in this traditional Annapolis holiday event. Thousands of lights and a host of jolly revelers make this a fun Christmas event for the entire family. Prime viewing areas include: Eastport, Spa Creek, City Dock and Naval Academy seawall. Sponsored by the Eastport Yacht Club. 6:00 p.m. to 8:00 p.m. Annapolis Harbor and Spa Creek. 844-463-6392, Eastportyc.org/lights-parade.

Saturday, December 15 Holiday Open House Celebrate a merry holiday with Declaration of Independence signer William and his wife Mary. Take a break from the busy holiday season and enjoy an afternoon of history and family-friendly activities. Visit with the Pacas and their friends in a home filled with laughter, games, music and sweet treats to share. Stroll down to Hogshead to continue the celebration with the middling sort, where more music, dancing and merriment is destined to put a holiday spring in your step. 3:00 p.m. to 6:00 p.m. William Paca House, 186 Prince George Street; Hogshead, 43 Pinkney Street, Annapolis 21401. 410-267-7619, http://www.annapolis.org/.

Monday, December 31 11th Annual Military Bowl The Military Bowl presented by Northrop Grumman, benefitting the USO of Metropolitan Washington-Baltimore (USO-Metro) will match a team from the Atlantic Coast Conference (ACC) against an opponent from the American Athletic Conference (AAC) in its 11th Anniversary game. Noon. U.S. Navy-Marine Corps Memorial Stadium, 550 Taylor Avenue, Annapolis 21401. Tickets: 888-841-2787, https://militarybowl.org/.

Monday, December 31 City of Annapolis New Year’s Eve Celebration Family activities fill the day and music and dancing fill the night at this annual celebration welcoming the New Year. For the third year, kids’ activities will take place on Weems Whelan fields behind Maryland Hall and Bates Middle School. Participants are invited to park at Park Place garage and take City of Annapolis-provided shuttles to and from Maryland Hall. Activities will include kids’ crafts, obstacle courses, moon bounces and music performed by kids’ rock bands. The afternoon festivities wrap up with on-site fireworks at approximately 5:15 p.m. Then it’s off to area restaurants for dinner with the kids. The second round of festivities includes live music and dancing at Susan Campbell Park at City Dock beginning at 8:00 p.m. and ending with midnight fireworks. Sponsored by City of Annapolis. 3:00 p.m. to 5:15 p.m., kid-friendly activities at Weems Whelan Fields behind Maryland Hall, 801 Chase Street, Annapolis 21401. 8:00 p.m. to midnight, Susan Campbell Park, City Dock, Annapolis 21401. 410-263-7997, http://www.annapolis.gov/.

For a more complete list of holiday events, visit the VAAAC website. For high resolution images, contact Susan Seifried.

About Visit Annapolis & Anne Arundel County Annapolis & Anne Arundel County is a non-profit destination marketing organization that generates revenues for the local economy by promoting Annapolis and Anne Arundel County to leisure and business travelers across the country and around the world.