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How to Celebrate Fall in Annapolis, MD
Posted by Long & Foster | Monday, August 9, 2021

Annapolis is a city steeped in history and charm, making it a prime destination for a fall getaway. With historical walking tours, gorgeous fall colors, and fall festivals and pumpkin patches, there is no shortage of activities for you and your family to get into the Autumn spirit! Find out why you should book an Annapolis vacation rental this fall!

A view of the Maryland State House

Historic Walking Tours 

The fall season is the best time to take a walking tour of Annapolis’s historic district. With the heat of summer come and gone, you can follow a guide dressed in colonial attire as you hear the tales and history that are unique to Annapolis. Another tour offered is the Colonial Annapolis & U.S. Naval Academy tour. Walk through the halls of the Maryland State House, the Naval Chapel, and Bancroft Hall. In the fall season, you can even take a ghost walking tour to learn about the spooky side of Annapolis’s history! Celebrate fall with a walk back in time to learn about the history and scary stories that make Annapolis a premiere fall destination. 

Fall Foliage Tours 

Experience the best of the Autumn season by viewing the fall foliage. Take a day trip to drive along a scenic byway like the Chesapeake and Ohio Canal Scenic Byway or go for a hike through C&O Canal National Historic Park. Rocks State Park is another ideal spot for hiking and sight-seeing.  

You can even see the fall foliage from above with a helicopter tour. Get a bird’s eye view of the fall colors, the Annapolis skyline, and major sites like the U.S. Naval Academy, the Maryland State House, and the Chesapeake Bay.  

Pumpkin Patches 

Another ideal fall activity is to visit a local pumpkin patch and corn maze. Montpelier Farms is a perfect spot to explore a corn maze, stroll through the pumpkin patch, and meet animals at the petting zoo. Explore your creative side by painting a pumpkin and grab a snack at the Farm Market that features treats like donuts and chocolate chip cookies. Get in the fall spirit with a family day spent exploring a pumpkin patch! 

Find an Annapolis Vacation Rental 

A view from an Annapolis vacation rental

Find oceanfront rentals and pet-friendly getaways in an Annapolis vacation rental! Water sport enthusiasts will enjoy a home with a boat dock or opt for a rental with a private balcony or deck to enjoy the views. Start planning an Autumn getaway to Annapolis today! 

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