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As December approaches, Annapolis, Maryland, begins to shimmer with the magic of the holiday season. From dazzling light displays to enchanting parades and cozy festivities, there’s something for everyone in this charming city. In this comprehensive guide, we’ll walk you through the top Christmas events happening in Annapolis this December. Plus, we’ll introduce you to Darrel Reel, the #1 real estate agent in Annapolis, MD, who can help you find the perfect luxury home in this picturesque locale.

Annapolis – A Winter Wonderland

Before we dive into the festivities, let’s set the stage with an overview of Annapolis and its unique charm during the holiday season.

Discovering Annapolis

Annapolis, with its historic charm and stunning waterfront, is a city that comes alive during December. The cobblestone streets, colonial architecture, and the serene Chesapeake Bay provide a picturesque backdrop for your holiday adventures.

Meet Darrel Reel, Your Annapolis Real Estate Expert

If you’re captivated by the beauty of Annapolis and considering making it your home, allow us to introduce Darrel Reel, the preeminent real estate agent in Annapolis, MD. With extensive knowledge of the local luxury real estate market, Darrel can help you find your dream home amidst the city’s beauty.

Light Up Your Night

One of the most magical aspects of Christmas in Annapolis is the stunning light displays that adorn the city. Let’s explore some of the must-see light attractions.

Lights on the Bay

Kick off your December festivities with a visit to Lights on the Bay at Sandy Point State Park. This mesmerizing drive-through display features thousands of twinkling lights, animated scenes, and holiday-themed decorations. It’s a brilliant way to embrace the holiday spirit with family and friends.

Midnight Madness

Experience the enchantment of Midnight Madness in Annapolis, where local shops stay open late on select Thursdays in December. Discover unique gifts and take advantage of special deals while enjoying the festive atmosphere.

Eastport Yacht Club Lights Parade

The Eastport Yacht Club Lights Parade is a nautical extravaganza that lights up the Annapolis waterfront. Witness boats of all sizes decked out in sparkling lights and holiday decorations as they cruise along the Chesapeake Bay.

Annapolis Christmas Markets

For those seeking unique gifts and a taste of local culture, Annapolis hosts charming Christmas markets throughout December.

Annapolis Christmas Market

Located in the Arts District, the Annapolis Christmas Market offers a delightful shopping experience. Explore artisanal gifts, savor delicious food, and enjoy live entertainment while supporting local businesses.

Dine in Holiday Style

Indulge in the flavors of the season by exploring the culinary delights that Annapolis has to offer.

Chesapeake Bay Cuisine

Annapolis is renowned for its seafood, so don’t miss the opportunity to savor Chesapeake Bay cuisine. Dive into mouthwatering crab cakes, oysters, and fresh catches at iconic establishments like Cantler’s Riverside Inn and Jimmy Cantler’s Riverside Inn.

Holiday Dining

Many Annapolis restaurants offer special holiday menus on Christmas Eve and Christmas Day. Make reservations in advance to enjoy festive feasts with loved ones at renowned venues like Osteria 177 and Iron Rooster.

Parade and Pageantry

Annapolis boasts a rich history, and its Christmas traditions are no exception. Discover the heartwarming holiday events that make this city unique.

The Grand Illumination

The Grand Illumination is a cherished Annapolis tradition that bathes the city in thousands of sparkling lights. It marks the official start of the holiday season and is a sight to behold.

Military Bowl Parade

For a dose of holiday spirit and sports excitement, don’t miss the Military Bowl Parade. Featuring marching bands, floats, and community groups, it leads up to the Military Bowl football game.

Historic Homes and Museums

Explore Annapolis’s rich history by visiting its historic homes and museums.

William Paca House and Garden

The William Paca House and Garden is a beautifully restored 18th-century mansion offering guided tours of the historic home and its picturesque gardens. It’s a step back in time to Annapolis’s colonial era.

Maryland State House

The Maryland State House, the oldest state capitol in continuous legislative use, is a must-visit for history enthusiasts. Guided tours provide insight into its pivotal role in American history.

Outdoor Adventures

For those who love the outdoors, Annapolis offers numerous winter activities to enjoy the crisp December air.

Ice Skating at Quiet Waters Park

Embrace the winter season by going ice skating at Quiet Waters Park. The outdoor ice rink provides a fun and picturesque setting for families and friends to enjoy.

Welcoming the New Year

As December comes to a close, usher in the New Year with style in Annapolis.

Annapolis New Year’s Eve Celebration

Join the lively New Year’s Eve celebrations in downtown Annapolis. The city hosts a variety of events, including live music, fireworks, and a festive midnight countdown.

Christmas in Annapolis is a truly magical experience, filled with dazzling lights, festive events, and a rich sense of history. Whether you’re visiting or considering making Annapolis your home, there’s something for everyone to enjoy during this special season. And if you’re in the market for luxury real estate in Annapolis, Darrel Reel, the #1 real estate agent in Annapolis, MD, is your trusted guide to finding your dream home. So, embrace the holiday spirit and create cherished memories in this idyllic Chesapeake Bay city.

Darrel Reel

 (443) 759-0222

darrelreel@annapolisarearealty.com

DarrelReel.com

Annapolis MD Luxury Real Estate and Homes For Sale

best christmas events during the month of december in annapolis md

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