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As the holiday season approaches, Annapolis, Maryland, transforms into a winter wonderland, filled with festive lights, music, and merriment. If you’re planning to spend Christmas in Annapolis, you’re in for a treat! In this comprehensive guide, we’ll walk you through the top events, attractions, and experiences that make December in Annapolis truly magical. Plus, we’ll introduce you to the #1 real estate agent in Annapolis, Darrel Reel, who can help you find your dream luxury home in this charming city.

Experience Annapolis at its Best in December

Before diving into the holiday festivities, let’s get to know the enchanting city of Annapolis a bit better. Known for its rich history, stunning waterfront, and vibrant cultural scene, Annapolis offers a unique blend of old-world charm and modern amenities.

Exploring Annapolis

Begin your December journey by exploring the historic district. Take a stroll along the cobblestone streets, visit the Maryland State House, and admire the colonial architecture. Don’t forget to stop by City Dock and enjoy picturesque views of the Chesapeake Bay.

Meet Darrel Reel, Your Annapolis Real Estate Expert

If you’ve fallen in love with Annapolis and are considering making it your home, you’ll want to meet Darrel Reel, the #1 real estate agent in Annapolis, MD. With years of experience in the local real estate market, Darrel can help you find the perfect luxury home to suit your needs.

Annapolis Christmas Events and Attractions

Now, let’s dive into the heart of the matter: the fantastic Christmas events and attractions that Annapolis has to offer.

Midnight Madness

One of the most anticipated events of the holiday season is Midnight Madness. On three Thursday evenings in December, Annapolis shops stay open until midnight, offering special deals and festive treats. It’s the perfect opportunity to find unique gifts and soak up the holiday spirit.

Lights on the Bay

Drive through a magical world of lights at Sandy Point State Park during the Lights on the Bay event. Marvel at the dazzling displays, including animated scenes and holiday-themed decorations, as you enjoy a cozy winter evening with your loved ones.

Eastport Yacht Club Lights Parade

The Eastport Yacht Club Lights Parade is a true maritime spectacle. Watch as boats of all sizes decked out in brilliant lights and decorations cruise along the Annapolis waterfront. It’s a unique and unforgettable holiday experience.

Annapolis Christmas Market

Get into the holiday shopping spirit at the Annapolis Christmas Market. Located in the charming Arts District, this market features artisanal gifts, delicious food, and live entertainment. It’s the ideal place to find one-of-a-kind presents and support local businesses.

Darrel Reel’s Luxury Real Estate Showcase

While enjoying the Christmas festivities, don’t forget to explore Annapolis’s luxury real estate market. Darrel Reel, the leading real estate agent in Annapolis, MD, specializes in luxury homes and can show you the finest properties available. Whether you’re looking for a historic mansion or a waterfront estate, Darrel has the expertise to find your dream home.

Dining and Culinary Delights

The holiday season is all about indulgence, and Annapolis doesn’t disappoint when it comes to culinary delights.

Chesapeake Bay Cuisine

Treat yourself to the flavors of the Chesapeake Bay with delicious seafood dishes. Annapolis is known for its crab cakes, oysters, and fresh catches, so make sure to savor the local seafood at renowned restaurants like Cantler’s Riverside Inn and Jimmy Cantler’s Riverside Inn.

Holiday Dining

Many Annapolis restaurants offer special holiday menus, making Christmas Eve and Christmas Day dining memorable experiences. Make reservations in advance to enjoy festive feasts with family and friends at places like Osteria 177 and Iron Rooster.

Annapolis Shopping Extravaganza

If you’re still in need of holiday gifts or simply want to indulge in some retail therapy, Annapolis has an array of shopping options.

Annapolis Towne Centre

Annapolis Towne Centre is a modern shopping destination with a mix of upscale boutiques, national retailers, and dining options. Find everything from clothing and jewelry to home goods, making it a convenient one-stop shop for your holiday needs.

Downtown Annapolis Boutiques

For a more unique shopping experience, explore the boutiques in downtown Annapolis. You’ll discover an assortment of items like handcrafted jewelry, antiques, and artisanal goods.

Holiday Traditions and Parades

Annapolis is a city rich in tradition, and Christmas is no exception. Discover the charming holiday traditions that make this city so special.

The Grand Illumination

The Grand Illumination is a time-honored Annapolis tradition where the city is adorned with thousands of twinkling lights. It’s a breathtaking sight and marks the official start of the holiday season.

Military Bowl Parade

The Military Bowl Parade is a festive event featuring marching bands, floats, and community groups. It leads up to the Military Bowl football game, a great way to enjoy some sports action during your holiday visit.

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 that offers guided tours of the historic home and its picturesque gardens. It’s a glimpse into Annapolis’s colonial past.

Maryland State House

As the oldest state capitol still in continuous legislative use, the Maryland State House is a must-visit for history enthusiasts. Take a guided tour to learn about its significance in American history.

Outdoor Activities and Winter Adventures

If you enjoy outdoor activities, Annapolis offers plenty of opportunities to get some fresh air and enjoy the winter season.

Ice Skating at Quiet Waters Park

Embrace the winter chill with ice skating at Quiet Waters Park. The park’s outdoor ice rink is a fun activity for families and friends looking to enjoy some seasonal recreation.

New Year’s Eve Celebrations

As December comes to a close, don’t miss the chance to ring in the New Year in Annapolis.

Annapolis New Year’s Eve Celebration

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

Christmas in Annapolis is an enchanting experience filled with festive events, delicious cuisine, and rich history. Whether you’re a visitor or considering making Annapolis your home, there’s something for everyone to enjoy. 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 go-to expert to help you find your dream home. So, pack your bags and get ready to make cherished holiday memories in this charming 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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