Do you love strolling along charming Main Streets? You’re in luck. Maryland has quite a few towns with festive Main Streets and downtown areas. Here are 12 of them that are perfect for exploring during the holiday season.

  1. Ellicott City

Facebook / Visit Ellicott City Ellicott City’s Main Street has come a long way since the July 30th flood. Dozens of stores have re-opened and holiday sales are underway. Check out the festive window displays this month.

  1. St. Michaels

Facebook / Visit St. Michaels, Maryland This waterside town is full of holiday cheer. Head downtown to explore the restaurants, shops, and charmingly decorated storefronts.

  1. Frederick

Facebook / Visit Frederick - Maryland While Frederick’s Main Street area is delightful year-round, it truly comes to life during Christmastime. Twinkling lights line the street while the local shops look warm and inviting.

  1. Berlin

Facebook / Town of Berlin Maryland This cool small town is even cooler during the holiday season. Main Street is fabulously festive with events galore.

  1. Annapolis

Flickr / Orin Blomberg Maryland’s capital is nothing short of magical during the month of December. Jolly wreaths and garlands of greenery line the town, making for an enchanting stroll.

  1. Cumberland

Facebook / Visit Cumberland Maryland If you’ve still got a lot of holiday shopping to do, head to Cumberland’s Historic District. Drop a letter in Santa’s mailbox and peruse the local Christmas decor.

  1. Oakland

agreatsmalltown.com This quaint mountain town is lit up with holiday lights and hosts a couple of festive events through the season.

  1. Westminster

Facebook / Downtown Westminster, Maryland Downtown Westminster hosts a tree lighting, holiday house tour, and more. Check out this small town with big pride.

  1. Hagerstown

Facebook / The City of Hagerstown, Municipal Streetlights are wrapped with garland and tinsel, while the massive town tree serves as a holiday centerpiece. It’s a pretty spot to get into the Christmas spirit.

  1. Bethesda

Flickr / ehpien If you’re up for a more bustling spot, head to Bethesda Row. This charming little area is filled with shops and the decorations are beautiful.

  1. Silver Spring

Flickr / Eden, Janine and Jim You could spend an entire day perusing all the stores and restaurants in downtown Silver Spring. Plus, who doesn’t love carolers?

  1. National Harbor

Flickr / Ron Cogswell We saved the most grand downtown area for last. National Harbor’s Christmas tree is gigantic and oh so bright.

Do you live in one of these towns? For more Maryland towns that go all out for the holidays, check out this list!

Facebook / Visit Ellicott City

Ellicott City’s Main Street has come a long way since the July 30th flood. Dozens of stores have re-opened and holiday sales are underway. Check out the festive window displays this month.

Facebook / Visit St. Michaels, Maryland

This waterside town is full of holiday cheer. Head downtown to explore the restaurants, shops, and charmingly decorated storefronts.

Facebook / Visit Frederick - Maryland

While Frederick’s Main Street area is delightful year-round, it truly comes to life during Christmastime. Twinkling lights line the street while the local shops look warm and inviting.

Facebook / Town of Berlin Maryland

This cool small town is even cooler during the holiday season. Main Street is fabulously festive with events galore.

Flickr / Orin Blomberg

Maryland’s capital is nothing short of magical during the month of December. Jolly wreaths and garlands of greenery line the town, making for an enchanting stroll.

Facebook / Visit Cumberland Maryland

If you’ve still got a lot of holiday shopping to do, head to Cumberland’s Historic District. Drop a letter in Santa’s mailbox and peruse the local Christmas decor.

agreatsmalltown.com

This quaint mountain town is lit up with holiday lights and hosts a couple of festive events through the season.

Facebook / Downtown Westminster, Maryland

Downtown Westminster hosts a tree lighting, holiday house tour, and more. Check out this small town with big pride.

Facebook / The City of Hagerstown, Municipal

Streetlights are wrapped with garland and tinsel, while the massive town tree serves as a holiday centerpiece. It’s a pretty spot to get into the Christmas spirit.

Flickr / ehpien

If you’re up for a more bustling spot, head to Bethesda Row. This charming little area is filled with shops and the decorations are beautiful.

Flickr / Eden, Janine and Jim

You could spend an entire day perusing all the stores and restaurants in downtown Silver Spring. Plus, who doesn’t love carolers?

Flickr / Ron Cogswell

We saved the most grand downtown area for last. National Harbor’s Christmas tree is gigantic and oh so bright.

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