Fall is the perfect time to explore the beautiful area around Washington, D.C. With the crisp autumn air, vibrant foliage, and festive events, there's plenty to see and do within a short drive of the beltway. Whether you're a fan of fall festivals, historic haunts, or just looking for a scenic spot to enjoy some local eats, here are three fantastic day trips that will help you make the most of this fall season.


**Annapolis, Maryland**

Annapolis Fall Sailboat Show

Kick off your day in the charming capital of Maryland by attending the annual **Annapolis Fall Sailboat Show**. Running from October 12th to 15th, this event is a sailor's dream! Wander among hundreds of sailboats, catch exciting demonstrations, and browse through the latest marine gear and accessories. Even if you're not a sailor, this waterfront event is a great way to enjoy Annapolis’s vibrant maritime culture.

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Great Annapolis Pumpkin Walking Tour

Next, take a fun-filled stroll through historic downtown Annapolis with the **Great Annapolis Pumpkin Walking Tour**. Running throughout the fall season, this self-guided tour will have you on the lookout for artistically decorated pumpkins at local shops, restaurants, and homes. It’s a delightful way to take in the fall atmosphere while discovering the rich history of the city.

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Eat at The Choptank

When hunger strikes, head to **The Choptank**, a classic Maryland seafood restaurant in the historic downtown area. Enjoy fresh oysters, crabs, and other local seafood delights while soaking in views of the harbor. The laid-back vibe and delicious food make this an ideal spot to refuel.

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End with Special Historic Hauntings

Wrap up your Annapolis adventure with a spooky twist by joining the **Special Historic Hauntings** tour. This guided ghost walk takes you through some of the city’s oldest streets as you hear eerie tales of paranormal activity, Annapolis legends, and stories from the past.

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**Loudoun County, Virginia**


Waterford Fair

Begin your fall day in Loudoun County at the **Waterford Fair**, a beloved annual event now in its 80th year. Taking place in the historic village of Waterford, the fair runs from October 4th to 6th and offers a unique blend of history, art, and craftsmanship. Explore artisan demonstrations, browse through handmade goods, and enjoy live music in a setting that feels like stepping back in time.

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 Pumpkin Village Fall Festival

After visiting the Waterford Fair, head over to **Pumpkin Village** at Leesburg Animal Park for a family-friendly fall celebration. The **Pumpkin Village Fall Festival** offers everything from pumpkin picking and hayrides to giant slides and petting zoos. It’s an ideal spot for both kids and adults to enjoy fall-themed activities surrounded by the beautiful Loudoun countryside.

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For a Bite: Eat at The Wine Kitchen

When it’s time to eat, make your way to **The Wine Kitchen** in downtown Leesburg. This farm-to-table bistro serves seasonal, locally sourced dishes paired with an impressive wine list. Whether you’re in the mood for a hearty meal or a light snack, the cozy, rustic atmosphere makes this a great stop.  

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Milltown Haunt

Finish off your day with some spine-tingling fun at **Milltown Haunt** in Lovettsville. Known for its eerie atmosphere and live actors, this haunted attraction will leave you with a thrilling end to your fall adventure.  

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**Frederick, Maryland**

Gaver Farm Fall Fun Festival

For a perfect autumn day, begin in Frederick at the **Gaver Farm Fall Fun Festival**, which runs through October. This family-friendly event features everything from pumpkin patches and corn mazes to petting zoos and apple cannons. There’s plenty of outdoor fun for all ages at this picturesque farm.  

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Carroll Creek Park

After spending the morning at Gaver Farm, head downtown for a relaxing stroll along **Carroll Creek Park**. This scenic park runs through the heart of Frederick and offers lovely views, public art installations, and serene waterfront paths. It’s the perfect way to unwind and enjoy the fall foliage.

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North Market Pop Shop

For a sweet break, stop by the **North Market Pop Shop**, a retro-style soda shop known for its wide selection of classic and artisanal sodas from around the country. Indulge in a nostalgic treat before you continue exploring Frederick.  

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La Paz Mexican Restaurant

When dinnertime arrives, head to **La Paz Mexican Restaurant**, a local favorite that has been serving up authentic Mexican cuisine since 1978. This family-owned spot offers a welcoming atmosphere and delicious dishes that are perfect for a cozy fall evening.

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Markoff’s Haunted Forest

Conclude your Frederick day trip with a thrill by visiting **Markoff’s Haunted Forest**. Located just a short drive from downtown, this terrifying outdoor attraction is perfect for those who love a good scare. Featuring haunted trails, creepy characters, and other spooky surprises, it's a thrilling way to end your fall outing.  

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Whether you’re looking for festive fun, ghostly thrills, or just a relaxing autumn escape, these day trips from Washington D.C. offer something for everyone. So, pack a sweater, grab a pumpkin spice latte, and hit the road for an unforgettable fall adventure! 🍁🎃


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