Maryland in the fall is something special. Pumpkin picking AND fall foliage await on this weekend getaway in Maryland. If you’re ready to dive into all things festive and do some pumpkin picking in Maryland, check out the details below, and plan your trip soon!

This autumn adventure starts at Summers Farm in Middletown, Maryland. Then after you've enjoyed your day filled with pumpkins, hay rides, and more, you'll drive just nine minutes to a charming Airbnb surrounded by fall foliage.
Google Maps
First, let's learn about Summers Farm. This working farm is most popular during the autumn months when the annual fall festival takes place.
Joe Jackson/Google
Hop on the wagon ride, which will take you straight to a pumpkin patch.
Summers Farm / Facebook
After you've picked your desired pumpkins, head back and enjoy the rest of the festivities at the farm. Children will love the playground areas…
Clayton & Cindy Putnam/Google
...and all ages will love the festive decor, corn maze, campfires, and more.
Summers Farm, 7503 Hollow Rd, Middletown, MD 21769, USA
Summers Farm / Facebook
Now, it's time to settle in for the evening. Drive just nine minutes to Myersville and arrive at your reserved Airbnb, known as The Crooked Cottage.
Airbnb

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You'll have the entire home to yourself, including two bedrooms and two bathrooms. Up to four guests can enjoy this eclectic space.
Airbnb
We love the unique art that adorns the walls and the colorful furniture all around.
Airbnb
There are also plenty of things to entertain you, including televisions and games...
Airbnb
...and an expansive outdoor space with a firepit and picnic table.
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Outside, you'll also find cozy hammocks...
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...which are perfect for lounging while you enjoy the autumn foliage all around.
Myersville, MD 21773, USA
Airbnb

Ready to partake in this weekend getaway in Maryland? Visit Summers Farm on the web and keep up with the farm on Facebook for more information on pumpkin picking. Then, book a stay at Airbnb, and get ready for a great weekend enjoying Maryland in the fall.

For another perfect Maryland adventure, check out this affordable road trip. It will take you to four stunning sites for under $100!

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More to Explore

Things To Do In Maryland

William Suphan | August 07, 2023

What are the most underrated attractions in Maryland?

The most underrated attractions in Maryland include:

  • Historic St. Mary’s City. This is the first Colonial settlement in the state and you can see antique ships re-enacting battles using cannons.
  • Monocacy Battlefield. This Civil War battlefield is now dotted with farmhouses and barns and is a lovely country scene.
  • Mallows Bay. This bay is riddled with the corpses of World War I ships and it’s a great place to kayak around and see some history.
  • Ladew Topiary Gardens. This place is a collection of beautiful and intricately manicured topiary right out of a fairy tale. 

Learn more about the most underrated attractions in Maryland. 

What are the best man-made wonders in Maryland?

The best man-made wonders in Maryland include:

  • George Peabody Library. This is like a gorgeous temple from Game of Thrones and it is packed with books. 
  • Fort Carroll. This is a 19th-century fort that is full of history and can be seen when crossing the Baltimore Key Bridge.
  • Patterson Park Pagoda. This exquisite pagoda was built in 1881 and is a truly magnificent sight to see.
  • Burnside Bridge. This historic bridge rests on the Antietam Battlefield and is absolutely picturesque. 

Discover more about the best man-made wonders in Maryland. 

What are the most beautiful natural attractions in Maryland?

The most beautiful natural attractions in Maryland include:

  • Gunpowder Falls State Park. This is the perfect place to lazily ride an innertube down the river all day long.
  • McKee-Beshers Wildlife Management Area. This is not only a great place to see wildlife but also stunning fields of sunflowers.
  • Assateague Island. The beauty of the pristine white sands here is enhanced by the sight of wild horses frolicking about.
  • Soleado Lavender Farm. Come here to admire the serene beauty and enticing scent of fields of gorgeous lavender. 

Find out more about the most beautiful natural attractions in Maryland. 

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