Visiting Annapolis in December

Annapolis is Maryland's capital, a beautiful city that really comes alive in December. Twinkling lights fill the streets, cozy holiday markets are in full swing, and festive waterfront parades bring a magical winter wonder to the city. Whether you stroll down this decorated Main Street or attend a boat parade in the harbor, Annapolis will have everything you need in order to have an unforgettable holiday experience. If you're planning a holiday escape, here's everything you need to know about visiting Annapolis during the holiday season.

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Is December a Good Time to Visit Annapolis?

December is a perfect time to visit Annapolis because the city erupts into a holiday wonderland atmosphere, perfect for some holiday fun. Streets are alive with twinkling lights, and there is a holiday event going on everywhere. Not so many tourists come this time of year, so you can stroll through Annapolis at your leisure while taking in the fresh seasonal activities and coziness of the season. This month is perfect for soaking up all the warm and friendly charm Annapolis has in store for holiday celebrations.

What Are the Reasons to Visit Annapolis in December?

There are many reasons why one should visit Annapolis during December. The town is full of holiday spirit, with Christmas trees and sparkling lights decorating the streets. The historic downtown area turns into a winter wonderland of quaint shops, cozy cafes, and art galleries, each contributing its festive flair. As you walk along these lighted streets, you will at once get the warmth and charm of Annapolis as a special holiday destination.

December in Annapolis also offers exclusive events, which create ideal opportunities for good memories. A holiday classic at the Eastport Yacht Club is the Lights Parade; magic drips from beautifully lit boats moving along the waterfront. Chocolate lovers might go crazy at the Chocolate Binge Festival. With the breathtaking views of Chesapeake Bay and a historic harbor that is even more scenic in the cool winter air, the experience of Annapolis in December will be irresistible.

How is Annapolis December Weather?

December is cool and windy in Annapolis. The average temperature is around 46°F (8°C). Nighttime lows go as low as about 33°F (0°C). It will hardly snow, but a small chance of getting some flakes might add a little bit to the holiday atmosphere of this town. So be sure to dress warmly, bundle up, and bring your favorite warm, cozy coat along for all the winter charm that Annapolis has in store!

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What are the Things to Do in Annapolis in December?

Holiday Markets and Shopping

Holiday markets in Annapolis, from the Annapolis holiday market located on West Street to several scattered about town, are a must for seasonal shopping. Unique gift ideas, handmade crafts, and scrumptious local delights await in an excellent festive atmosphere. Walking through the holiday market and seeing the decorated windows of shops, and holiday displays makes everything all the more magical.

Downtown Annapolis

Downtown Annapolis is lovely any time of year, but in December it's just magical. Historic streets aglow with holiday lights, and the Christmas tree at City Dock adds to the charm. Waterfront strolling offers one a wonderful time to absorb the serenity of the moment while gazing out upon the Chesapeake Bay. Whether you're shopping or just strolling, downtown Annapolis is a holiday treat in December.

Annapolis’s Midnight Madness

Midnight Madness on Main Street is a lively holiday shopping tradition. Many Annapolis shops stay open late for you to enjoy holiday deals, live music, and holiday lights lining Main Street and Maryland Avenue. This local favorite annual event is great for picking up unique gifts while soaking in holiday cheer. The twinkling lights and warm, happy energy make holiday shopping magical. It's a fun way to support local businesses while experiencing the holiday spirit of Annapolis.

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Lights on the Bay holiday light show

Sandy Point State Park roars to life each year in December with the annual holiday light show called "Lights on the Bay." This short drive-by display stretches along the Chesapeake Bay. Enjoy wintery themes, such as a glowing Winter Wonderland and Santa's North Pole, with even some local touches with Chesapeake-inspired displays. See the lights reflected off the water for a beautiful, magical touch. It is an ideal stop for a romantic evening with family or friends from the comfort of your car!

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Holiday Magic on Annapolis’s Jolly Express

The Jolly Express Cruise in Annapolis is definitely a treat for December. Float through the harbor aglow with Christmas lights and holiday cheer, all under a blanket with a cup of hot coffee while holiday tunes fill the air. What's more magical than cruising the waterfront to see this city's twinkling lights and spectacular Christmas displays? It's a family-friendly way of viewing the holiday magic from the water, great for making cheerful memories in a sparkling, seasonal setting.

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Annapolis Chocolate Binge Fest

The Annapolis Chocolate Binge Festival is a real sweet holiday treat on West Street on the first Sunday of December. For the chocolate aficionado, this really is a haven, offering local vendors featuring all manner of treats-from gourmet truffles and decadent hot chocolate, to unique chocolate-inspired confections. And along with those tasty sweets, you'll find live music, holiday crafts, and festive lights that make the entire scene more enjoyable.

Eastport Yacht Club Lights Parade

No holiday tradition is brighter and more fun than the Eastport Yacht Club Lights Parade on the 14th of December, 2024 from 6 - 8 p.m. Boats of different shapes and sizes cruise along City Dock, all dressed up in their festive holiday lights, illuminating the Annapolis waterfront. Each boat is well lit, just adding to the festive scene. Choose a place at the bay so that you can attend this beautiful show and make your Annapolis holiday memorable.

What is the Cheapest Time of Year to Visit Annapolis?

Generally, the winter months including December are less expensive than the peak season. Most of the hotels and flight tickets come with seasonal discounts, and so do some of the local attractions, which tends to make everything easier on the pocket. Parking will hardly be an issue in winter because you might find parking spaces closer to where you intend to go. If you wish to have a holiday trip teeming with festive appeal, but at a less expensive price tag, then December is a good month to visit Annapolis.

Final Thoughts

So, visiting Annapolis in December is just unforgettable. The city bursts into festive colors with magical events like the Eastport Yacht Club Lights Parade, sweet holiday markets, and Christmas celebrations. Whether you plan to see the lights, find unique holiday purchases, or just enjoy the warmth of a holiday atmosphere, this time of the year has something for everyone in Annapolis. Step into the winter charm, take a stroll down those historic streets, and live some great holiday memories in this magical city. Plan your trip now! Go to See Sight Tours and book your favorite tour!