1. St. Michaels, MD
Historic St. Michaels is full of charm all year long but it is especially magical during the Christmas season. Take a walk down Talbot Street and enjoy the beautifully decorated shops and holiday cheer.
2. Leesburg, VA
Enjoy holiday magic shopping in downtown Leesburg. The local shops and stores are all decorated for the holidays, there are beautiful lighted tree displays and there are several family-friendly holiday events throughout the month!
3. Frederick, MD
The boutique shops and cafes in the city of Frederick go all out in they holiday decor. You can even take a holiday carriage ride through the lovely downtown!
4. Middleburg, VA
The Nation’s Horse & Hunt Capital welcomes the Christmas season with their annual holiday parade. Following the initiation of the season, the quaint downtown area is a holiday display of twinkle lights, holly and holiday magic.
5. Annapolis, MD
This waterfront town turns on the holiday cheer every season with a decorated main street area, gorgeous tree and many holiday events to fill up the calendar!
6. Alexandria, VA
Enjoy a crisp December evening under the canopy of lights on King Street in Alexandria. Stop into the shops for holiday shopping or just gaze at the beautiful window displays!
7. Bethesda, MD
Bethesda has a thriving downtown area that becomes a winter wonderland every year. Be sure to snap holiday photos near their beautiful tree in the downtown center.
8. Fredericksburg VA
The window displays of the shops in downtown Fredericksburg will be enough to enchant you for the day. But when you add in the decor and lights along the streets and the warmth of the friendly residents, this is a must-visit holiday destination!
9. Silver Spring, MD
Every year, downtown Silver Spring has a unique holiday tree done by a local artist. This year’s tree is the Positiv-Tree, a 35 foot tall public art installation made of illuminated umbrellas!
10. Winchester, VA
Historic downtown Winchester is more than 250 year old and ever year the town decorates the quaint area with Christmas decor. Take a walking tour and learn about the history of Winchester as you enjoy the beautiful season.
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