Fall Fun for Families

From Corn Mazes and Pumpkin Patches to Autumn Events, Fill Your Calendar with Fun for All Ages. 

By Kate Rader

Family-Friendly Events

Sharing family time at a festival can break up the monotony of daily life and offer something to look forward to. Where else can you find food vendors, games, arts and crafts, seasonal activities—and even rides—all in one place! Our region boasts a slew of festivals and events, many of which have activities that are fun for all ages. 

AUGUST

43rd Annual Leitersburg Peach Festival

Aug. 13–14 • 9 a.m.–5 p.m.

5K Run/Walk: Aug. 14 at 8 a.m.

Leitersburg Ruritan Park, 21427 Leiter St., Hagerstown, MD
Leitersburgruritan.org/peach-festival

The annual Peach Festival is a free event hosted by the Leitersburg Ruritan to celebrate the rich agricultural heritage of Washington County’s peach orchards. Enjoy traditional fare like pit beef and pulled pork sandwiches, plus fresh peaches galore! Take home some homemade peach cobbler, peach pies, or peach ice cream. 

Family activities include pony rides, a barrel train, and a climbing wall, plus music, more than 100 vendors, and live demonstrations of chainsaw carving and blacksmithing.

Walkersville Southern Railroad

Dates and times vary throughout the season

34 W. Pennsylvania Ave., Walkersville, MD
Wsrr.org 

What better way is there to see the fall colors than by train! Take a trip back in time with the entire family over tracks built by the Pennsylvania Railroad in 1872. Travel through Walkersville, pass Fountain Rock’s old lime kiln, and into the Maryland countryside to view the beautiful landscape of the Catoctin Mountains. Excursions run twice every Saturday in August, and at 11 a.m. and 2 p.m. on Saturdays and Sundays in September and October. 

Reserve your spot for one of WSR’s special events throughout the season. Experience a magical platform experience, then ride the train with pirates and pixies on Aug. 27, or chug along as you’re pulled by a real steam locomotive throughout November. Visit their website for updated dates and times. 

SEPTEMBER

In The Streets

Saturday, Sept. 10 • 9 a.m.

Downtown Frederick, MD

Market Street Mile: 11 a.m.–5 p.m.  

Kids Block: 11 a.m.–5 p.m.

Craft Beverage Experience: 5–9 p.m. 

Celebratefrederick.com

For over 30 years, this proud Frederick tradition has been held along Market Street and Carroll Creek Urban Park. The festival began in 1983 after major renovations closed Market Street for several months. Today, the event attracts crowds of over 75,000, encompassing nine city blocks of themed fun—including a designated Kids Block located between 6th and 7th Streets filled with balloons, temporary tattoos, games, face painting, and more. Compete to win fun prizes, visit pygmy goats in the Summers Farm petting zoo and make crafts to take home and treasure.

Explore historic downtown Frederick, while sampling the diverse food, entertainment, art, and nonprofit resources that thrive in Frederick County. Highlights include the Market Street Mile road race for beginners and experts, including a youth race heat; live music on four stages; street tents with area restaurant food and the Homegrown Frederick Craft Beverage Experience.

Boonesborough Days

Sept. 10–11 • 9 a.m.–5 p.m.

Shafer Park, Boonsboro, MD
Boonsborohistoricalsociety.org/boonesborough-days

Sponsored by the Boonsboro Historical Society, Boonesborough Days is a free festival devoted to showcasing handmade crafts for 51 years. Enjoy historic and picturesque Shafer Park and shop for unique items from over 150 exhibitors. 

Experience various historical demonstrations, live birds of prey, Civil War artifacts, or look through a telescope with the Tri-State Astronomers. Be sure to take advantage of the variety of tasty food vendors, and the large, kid-friendly playground in the center of the park.

The Great Frederick Fair

Sept. 16–24
Recurring daily 9 a.m.–10 p.m.

Frederick Fairgrounds, 797 E. Patrick St., Frederick, MD
Thegreatfrederickfair.com

Frederick County’s single largest event, featuring 18,000 competitive exhibits ranging from livestock, home arts, and farm & garden to 4-H/FFA. Home to mouthwatering food, thrilling rides, live entertainment, and so much more, it’s also a premier showcase for agriculture and education. 

Enjoy over 40 acres of entertainment featuring the iconic double-decker Ferris wheel, rides for kids and adults, and a colorful midway lined with games of skill and chance. Food choices abound—but don’t miss the hand-carved pit beef and huge crab cakes from area favorites like Hemp’s Meat and J.B. Seafood.

Get in on the nightly action at the Grandstand with world-class musicians and a gasoline-fueled demolition derby. Or, kick it into low gear and slide down a giant combine, watch dairy cow milking, or await the arrival of baby animals at the birthing center. Whatever your speed, there is something for everyone. 

South End Community Block Party and City Park Fall Fest

Sept. 17 

Activities in the South End of Hagers-town, Bester Elementary School, throughout Hagerstown City Park,
and on the Cultural Trail
Besterhope.org
Hagerstownmd.org/901/City-Park-Fall-Fest
Facebook: Hagerstown Parks & Recreation 

Bester Community of Hope honors the vibrancy, diversity, strength, and resiliency of the South End community by hosting the annual South End Community Block Party. In addition to offering family fun activities and entertainment, residents can connect with more than 40 resource vendors who provide access to concrete support and services for the entire family. Children’s activities near Bester Elementary include laser tag, miniature train rides, an obstacle course, a petting zoo, and more.

Celebrate the fusion of arts, entertainment, and history at City Park with free family activities including pony rides, museum tours, art activities, and recreation opportunities. Crafts and living history stories begin at 10 a.m. at the c. 1739 Jonathan Hager House & Museum in City Park. Children of all ages are invited to join the Monarch Butterfly Parade at 11 a.m. Be sure to bring your chairs because this year, the festivities will end with Fireworks on City Park lake. Event activities are subject to change. 

OCTOBER

City of Hagerstown’s Harvest Hoedown

Oct. 8 • noon–4 p.m.

Fairgrounds Park, Hagerstown, MD

Hagerstownmd.org/1123/Harvest-Hoedown 

This fun, fall-themed festival was created especially for families. The popular event has expanded and will be held at Fairgrounds Park near the North Pavilion Area in 2022. 

Make a scarecrow, paint a pumpkin, and enjoy the beauty of Fairgrounds Park. Activities include hand painting, balloon giveaways, a petting zoo, pony rides, and many community-centric vendors. The first 1,000 children ages 12 and under receive a free apple and a pumpkin. Some activities are free, and others may charge a small fee. Activities are subject to change, so follow Hagerstown Parks and Recreation on Facebook for up-to-date information.

43rd Mountain State Apple Harvest Festival

October 13-16

Martinsburg and Berkeley County, WV
Msahf.com

Held every third weekend of October, the Mountain State Apple Harvest Festival celebrates the rich agricultural heritage of the Eastern Panhandle and the role of the apple industry. Activities include a parade, pancake breakfast, apple peeling and eating contests, live music, the coronation of the Queen Pomona, and much more. Be sure to visit their website and follow Mountain State Apple Harvest Festival on Facebook for all current information.

Fort Ritchie Community Center Fall Festival and Craft Bazaar

Oct. 15–16 • 9 a.m.–3 p.m.

Fort Ritchie, 14421 Lake Royer Dr., Cascade, MD
Thefrcc.org

Fort Ritchie Community Center and Fort Ritchie Revival are teaming up this year for an expanded indoor/outdoor fall event with over 60 vendors and fun for the whole family on the beautiful Fort Ritchie grounds. Enjoy two days filled with food trucks, hayrides, and a few special surprises. Visit their website or Fort Ritchie Community Center on Facebook for details as they’re available. 

Deliteful Dairy Fall Fest

Oct. 15 • 10 a.m.–4 p.m. with music into the evening

Deliteful Dairy, 16230 Long Delite Lane, Williamsport, MD

Facebook: DelitefulDairy

Bring the entire family to experience fall on the farm! Hop on a hayride starting at the Deliteful Dairy store, where you can pet a miniature horse and baby goats! Tour the farm and meet the other animals as you see what life is like on a working farm. This day-long event is filled with kids’ activities, games, and live music. Taste homemade soft serve ice cream, deep-fried cheese curds, and homemade apple dumplings, or grab a bite from a food truck. 

Homegrown Hay Days

Oct. 15–16

At farms throught Frederick County
Homegrownfrederick.com/homegrown-haydays

Get ready to visit some of the hardest-working farms in Frederick County as they open their doors to the community. Travel the countryside and stop at one—or all—of the farms on the route. Katie Stevens, Associate Director of Agriculture Business Development for Frederick County, says this event offers a great opportunity to see some farms that aren’t usually open to the public. “Our goal is to get people out to the farms, learn where your food comes from, and experience local agriculture.”

Each farm has special events planned—visit petting zoos, pumpkin patches, and corn mazes; take an orchard tour, watch calf feedings, or taste fresh ice cream at one of the creameries. A map and listing of farms and activities are on their website.

Greencastle Fall Fest

Oct. 22 • 10 a.m.–4 p.m.

American Legion Grounds, 4775 Williamson Rd., Greencastle, PA
Facebook.com/events/1141873563281442

Come shop with over 350 small businesses, eat some delicious food from more than a dozen food trucks, and try beer and wine from local distilleries and wineries. Enjoy live entertainment or enjoy the view from a Mission Destiny helicopter ride. Bring your little ones out to the kid’s zone for carnival rides, a bounce castle, and more.

Weekly Ag-ventures

Open throughout the season, area corn mazes and pumpkin patches provide hours of family fun for all ages.

Maryland

Gaver Farm 

5501 Detrick Road, Mt. Airy, MD
Gaverfarm.com

Open daily beginning September 2, the beautiful Gaver Farm is filled with activities for the young and young at heart. Take a free hayride to pick your own pumpkins, apples, and sunflowers, then stop at the farm market for fresh goodies baked at the onsite Barn Bakery, like apple cider donuts and cider slushies. 

Want to step the fall fun up a notch? Daily or seasonal admission to the Fall Fun Festival area includes over 60 attractions. Conquer the twists and turns of the 7-acre corn maze, bounce on jumping pillows, feed the friendly farm animals, and cruise down the giant slides. Try out a pedal cart or cheer on your favorite in the duck races.

Visit their website for more information and a calendar of special events like the Apple Harvest Festival and Touch a Tractor event. 

Hagerstown Corn Maze at Celebration Farm

17638 Garden View Rd., Hagerstown, MD
Celebrationministrieshagerstown.org

Celebration Farm’s corn maze designs are so large they can be viewed best from the air! Get lost in one or all three, covering eight acres. Visit during the daytime to conquer them all or bring your flashlight for their Moonlight Maze events. 

The corn maze and pick-your-own pumpkin patch are open every weekend in September and October, and the farm offers charming picnic areas, so bring a snack. Ask about booking a birthday party, baby shower, or luxury picnic. All proceeds benefit local faith-based nonprofit organizations.

Jumbo’s Pumpkin Patch

6521 Holter Rd., Middletown, MD
Jumbos.org

Take in the beautiful fall colors of the valley on the way to Jumbo’s Pumpkin Patch, where pick-your-own pumpkins are priced by the pound. A seven-generation farm owned by the Huffer family, Jumbo’s was named among the top 10 pumpkin patches in the U.S. by MSN. Spend a day filled with family-friendly activities, delicious food, and 3,000 square feet of shopping. 

Each of the farm’s two 5-acre corn mazes is newly designed each year and take about 30 minutes to complete. Master the mazes, enjoy a hayride, visit with farm animals, walk a nature trail, or bring dinner for a scenic picnic. The playground area includes 60 ft. tube slides and a huge jumping pillow. Shop for decorations like farm-grown mums, baked goods, carving kits, and more. Open daily from the end of September through October 31. Admission is free but check their website for a list of activity fees.

Mayne’s Tree Farm 

3420 Buckeystown Pike, Buckeystown, MD
Maynestreefarm.com

Celebrating the fall season at Mayne’s Tree Farm is a Frederick tradition. The large pumpkin patch is open all season, featuring a wide variety of pumpkins and family-friendly activities. 

Conquer the corn maze, make a scarecrow, jump in the hay, or launch a pumpkin with the slingshot. Sip some fresh apple cider and take a hayride to the patch for pumpkins, mini pumpkins, gourds, Indian corn, corn stalks, and straw bales. 

Summers Farm

New location this year: 7503 Hollow Road, Middletown, MD
Summersfarm.com

Two generations after Summers Farm was founded, it has become an area mainstay—where families can make memories of experiencing a farm-centered ag-venture. Each year, the corn maze is designed with a theme only visible from the sky. The 2.5 miles of trails include two scenic hidden bridges. 

Open for the fall season September 17 through October 31, day and season passes include admission to the Fall Festival area which offers more than 45 activities, including barnyard animals, corn pit, wagon rides, a pumpkin train, rugged farmer obstacle course, and more. 

In addition to their Country Market, multiple food venues are available for meals and snacks. Be sure to take home one of their many colorful varieties of pumpkins. Visit their website for a full list of activities, including the Maryland Pumpkin Festival and picturesque Sunflower Festival, which runs from August 27 through September 11.

Pennsylvania

Country Creek Produce Farm

3794 Etter Rd., Chambersburg, PA
Countrycreekproducefarm.com

Nestled just north of the Mason-Dixon line in Chambersburg, PA, Country Creek Produce Farm started in 2007 with a picnic table and a handful of customers. With hard work and a big imagination, Brent Barnhart—a first-generation farmer—along with the help of his family, has grown the farm into a fun place for creating family traditions. 

Starting in October, admission includes a themed corn maze, hay pyramid, jump pads, zip lines, duck races, petting zoo, pedal cart track, and more. Pick your own pumpkins and spend about 45 minutes in Franklin County’s biggest corn maze with miles of paths.

Special events in October include the flashlight night corn maze, moonlit hayrides, and fall fun fireworks. Visit their website or Facebook page for dates and times. 

West Virginia

Old McDonalds Pumpkin Patch and Corn Maze

1597 Arden Nollville Rd., Inwood, WV
Oldmcdonaldspumpkinpatchwv.com

Glencoe, a 175-acre, 7th generation farm, has been accepted into the Berkeley County Farm Preservation. Located along Middle Creek, the picturesque setting is open to the community on the weekend for only six weeks per year.

Beginning Sept 24 and 25, families are invited to venture through two themed, 5-acre corn mazes, visit with the farm animals, and play in the playground, corn table, and double barrel tube slides. Hop in a hayride or visit the pumpkin patch to pick your own pumpkins, gourds, and winter squash. 

Visit their website and Facebook page for updated dates, times, and available activities. 

Orr’s Farm Market

682 Orr Dr., Martinsburg, WV
Orrsfarmmarket.com

Open year-round, Orr’s hosts 30,000 visitors each year! The Barnyard at Orr’s—where the pumpkin patch and corn maze are located—is home to a menagerie of family-friendly animals, including a cow, alpacas, donkeys, mini horses, sheep, rabbits, fancy chickens, ducks, peacocks, goats, and chickens.

Spookly the Square’s pumpkin patch opens September 9, as the entire farm celebrates the beginning of the fall season with a fun festival. Enjoy live local bluegrass, delicious food, tasty baked goods, moon bounce, children’s activities, and more. Visit their website for fees and to make a reservation to experience the hayride to the barnyard, animal interactions, small corn maze, play areas, and pumpkin patches. 

Editor’s note: While we tried to make this list of activities as inclusive as possible, we may have unintentionally omitted some locations. If you wish to be included on the website, please email a description of your location to kate@wiynn.com.

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