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Fall Festival @ Wayside Farm

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Fall Festival @ Wayside Farm

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Wayside Farm invites your family to discover more than a dozen ways to play, explore, and celebrate the season at their Fall Festival!

Less than 45 minutes from Dulles Airport in Berryville, VA, this 120-acre working farm opens for fun from September 19-November 1, 2026. An annual tradition, the farm offers fields of fun, including a 10-acre SpongeBob SquarePants-themed corn maze and an 8-acre you-pick pumpkin patch!

Pumpkin smashing, a hay mountain, and hayrides are can’t-miss, along with Wayside’s slides, jumping pillow, and barnyard ball zone. Check out the duck races, pumpkin playhouse, and play yard, too. To make your day even better, plenty of animals are on display, including a goat walk and pig races on weekends!

Details:
Website

Dates:
Sept 19-Nov 1, 2026

Location:
Wayside Farm ∙ Berryville, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Fall Festival @ Claude Moore Park

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Fall Festival @ Claude Moore Park

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‹‹ More Fall Festival Fun

On September 19, 2026, fall and Halloween-inspired fun awaits your family at this special Fall Festival!

With free admission, enjoy music, painting pumpkins, and shopping for handmade crafts from local makers and artists. The fun all happens at Claude Moore Park, adjacent to Frogshackle Pond off Old Vestals Gap Road.

Details:
Website

Date:
Sept 19, 2026

Location:
Claude Moore Park ∙ Sterling, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Fossil Hunting at Calvert Cliffs State Park

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Fossil Hunting at Calvert Cliffs State Park

Calvert Cliffs State Park
By DullesMoms, October 2026

On a beach along the Chesapeake Bay in Southern Maryland, Calvert Cliffs State Park is more than a picturesque destination — it offers a unique kind of treasure hunting!

The dramatic cliffs stretch about 24 miles along the bay and contain fossil-bearing layers from the Miocene Epoch (10 to 20 million years ago). Because of this rich geological history, one of the park’s most celebrated features is the chance to find ancient fossils washed up along the shoreline.

Researchers and visitors have identified over 620 species of fossilized plants and animals in the region. These include marine life like whales, seals, sea turtles, and dozens of shark and ray species. Rare discoveries of prehistoric land mammals — such as mastodons, gomphotheres, and early horses — have also washed up along the shore over time. Notably, a 9-year-old Maryland girl made headlines when she discovered a 5-inch Megalodon shark tooth along the beach on Christmas Day!

Calvert Cliffs State Park also features 13 miles of marked foot trails open to the public. While hiking, visitors can spot many of the park’s 160 bird species, including bald eagles. Interpretive panels along the trails highlight the park’s natural history and regional heritage, including significant naval events during the War of 1812.

If this sounds like a great day, pack your hiking boots, binoculars, and fossil buckets — an adventure awaits!

  • The Hike to the Beach
    Reaching the fossil beach requires a 1.8-mile hike each way along the Red Trail (approx. 3.6 miles round trip) from the parking lot.
  • Cliff Safety & Regulations
    The cliffs are actively eroding and prone to dangerous landslides. Climbing or digging into the cliff face is strictly prohibited by law. Fossil hunting is restricted to surface searching along the open beach and water’s edge.
  • Best Tide Conditions
    Fossil hunting is most successful at low tide when more beach area and gravel beds are exposed.
  • Fees
    Car entry is fee-based.

Details:
Website

Location:
Calvert Cliffs State Park ∙ Lusby, MD

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Halloween Costume Exchange

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Halloween Costume Exchange

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‹‹ More Halloween Fun

Halloween might not be on your radar yet, but it’s sure to be a topic your kids will bring up soon!

You’re invited to swap, save, and spook in style at Herndon Parks & Rec’s Children’s Halloween costume exchange on October 9-10, 2026.

Hosted at the Herndon Community Center, donate your gently used children’s costumes from September 21-October 8, 2026 (please place each costume in its own bag to help with sorting). Return October 9-10, 2026, and pick out something new for your child. It’s a fun and budget-friendly way to get your little ghosts, superheroes, and princesses ready for Halloween!

This free opportunity is open to all families; no registration is required. Costumes are available on a first-come, first-served basis, with a limit of two costumes per family.

Details:
Website

Dates:
Donate: Sept 21-Oct 8, 2026
Exchange: Oct 9-10, 2026

Location:
Herndon Community Center ∙ Herndon, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Heavy Metal Playground

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Heavy Metal Playground

By DullesMoms, Sept 2026

Big machines are waiting for you at Heavy Metal Playground! It’s your chance to take the controls of real construction diggers for an unforgettable hands-on experience.

Designed for adults and kids alike (ages 8 & up), with special “Mini Dig” options for younger dirt lovers, this special destination lets you dig, push, scoop, knock down obstacles, and even play excavator basketball!

After a safety overview, you’ll climb into your digger while a Heavy Metal crew member guides you step-by-step through a headset. Kids ages 8-11 are booked in small groups so instructors can deliver close, personalized guidance throughout the session.

Not everyone in your group has to climb aboard. Spectators are welcome at no charge, and safe zones are set aside for cheering, snapping photos, and shooting video of your favorite operator in action.

Sessions come in a few different lengths, all named for the rock anthems you’d want playing in the background, and every one includes instruction before you touch the controls:

Welcome to the Jungle
30 Minutes
The starter session, and plenty for a first-timer. Once you’ve had your instructions, you’ll dig holes, move dirt, stack and bury tires against your friends or coworkers, and take a few shots at Heavy Metal Basketball — all from a machine that stays parked while you work the controls.

Rock You Like a Hurricane
45 Minutes
Everything in the starter session, plus the part everybody really comes for: the machine moves. After a little extra instruction, you’ll drive your digger out onto the Heavy Metal Obstacle Course.

Shook Me All Night Long
60 Minutes
The full experience! Everything in the 45-minute session, with extra time in every activity, so there’s room for another run at the obstacle course and a proper chance to settle who the real rock star is.

Details:
Website

Location:
Heavy Metal Playground ∙ Hagerstown, MD

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Sunflower Festival @ Homestead Farm

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Sunflower Festival @ Homestead Farm

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‹‹ More Sunflower Fun

Celebrate the beauty of late summer in full bloom!

The Sunflower Festival at Homestead Farm at Fruit Hill Orchard returns on September 12, 2026!

All ages are invited to wander through sunflower fields, pick your own blooms (fee-based), and soak up the last of summer. Plus, enjoy live music, 100+ local vendors, food trucks, festival merch, and more.

Admission is fee-based — tickets are available online or at the gate.

Details:
Website ∙ Eventbrite

Date:
Sept 12, 2026

Location:
Homestead Farm at Fruit Hill Orchard ∙ Winchester, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Fairfax Funky Flea

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Fairfax Funky Flea

Get funky in the City of Fairfax at the Fairfax Funky Flea! This beloved vintage market marks its 5th year this fall, and you’re invited to join the party at the season’s final markets.

Open on the last Saturday of the month, April-November, make plans to enjoy this lively community outdoor flea market with the whole family. Upcoming 2026 dates:

  • Oct 31, 2026
  • Nov 28, 2026

70+ vendors sell vintage everything — from clothing and jewelry to art, pottery, home decor, ephemera, tools, and more. Come for the shopping and stay for the food: expect local food trucks and catering, specialty coffee drinks, Hawaiian shave ice, fresh lemonade, and sweet treats. Plus, curious about grandma’s teacup? An on-site appraiser offers valuations for a small fee!

To commemorate five years of fleas, the market is hosting a children’s book drive for the Imagination Library and Fairfax families in need — bring your gently used kids’ books to any fall market to donate. Big changes are on the horizon, too: the market will become the Fairfax Vintage Flea in 2027, so don’t miss your last chances to shop under the “Funky” name!

Public lots and street parking are convenient to the market; please park only in authorized spaces.

Details:
Website

Location:
4031 University Dr. ∙ Fairfax, VA
In the large lot behind the United Bank

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Sunset Cinema @ The Wharf

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Sunset Cinema @ The Wharf

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‹‹ More Summer Movie Fun

Big-screen favorites meet waterfront sunsets at The Wharf!

All summer long, Sunset Cinema at The Wharf is hosting free Wednesday night movies on Transit Pier — and the lineup is packed with something for everyone, from action blockbusters and beloved classics to rom-coms and newer releases.

Bring a blanket or folding chairs and settle in for the show. Leashed dogs are welcome, and closed captions are available upon request.

Hungry? Grab food from any Wharf restaurant or snag a slice from Union Pie right at the pier. The 2026 lineup includes:

Details:
Website

Dates:
Weekly, May 27-Sept 2, 2026

Location:
Transit Pier at The Wharf ∙ Washington, DC

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Labor Day Fun @ Kids Fest

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Labor Day Fun @ Kids Fest

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‹‹ More Fall Festival Fun

Some might equate September with school, but now’s your chance to make it all about fun! Your family is invited to Loudoun County’s annual Kids Fest!

Hosted by Loudoun County Parks, Recreation, & Community Services (PRCS) on Labor Day, September 7, 2026, enjoy tons of family-friendly activities! In addition to vendors, crafters, and Loudoun child-focused businesses, this special event includes:

  • Touch-a-Truck Zone
  • Petting Zoo
  • Foam Zone
  • DJ Greenize
  • Roaming Magician
  • Stilt Walker
  • Clown
  • Balloon Twisters
  • Glitter Tattoos
  • Inflatables
  • Face Painting
  • Splatter Paint

The excitement all happens in the large parking lots adjacent to Segra Field; visitors are encouraged to bring a picnic blanket or lawn chairs. Kids Fest is open to the community, and admission is free.

Details:
Website ∙ Facebook

Date:
Sept 7, 2026

Location:
Segra Field ∙ Leesburg, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

Occoquan Arts & Craft Show

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Occoquan Arts & Craft Show

This opportunity is over; visit our calendar for up-to-date fun!

‹‹ More Fall Festival Fun

For two days this fall, Historic Occoquan’s streets will be lined with crafters, makers, artisans, and more! Find the Occoquan Fall Arts & Crafts Show for one whole weekend, September 26-27, 2026.

More than shopping from hundreds of talented artisans from across the region, enjoy live demonstrations and meet the creators behind the work. Families will love Imagination Alley, too — a lively spot filled with arts, crafts, and exciting performances!

Plus, new this year, visit Art Park — a mecca of creative demonstrations and immersive art experiences.

Admission is free; please note the town’s streets close during the show. Plan to park at satellite lots with fee-based shuttles directly to Occoquan’s waterfront.

Details:
Website

Dates:
Sept 26-27, 2026

Location:
Occoquan Historic District ∙ Occoquan, VA

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Disclaimer: Event details are curated from public sources and subject to change. Verify all information via the provided links before attending.

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