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2026 MARYLAND FALL GUIDE: PUMPKIN PATCHES, FARMS AND FALL FESTIVALS

The Playful Parent

September has arrived, and fall officially begins in just a few short weeks; which means it’s time to start planning those classic autumn adventures! From picking the perfect pumpkin, or wandering through apple orchards to getting lost in a corn maze, there area  a handful of local farms that offer so many fun ways for families to celebrate the season.

Over the past several years, our family has traveled near and far to visit farms, fall festivals, pumpkin patches, orchards, and more. Along the way, we’ve learned what makes each destination unique, what families can expect when they visit, and which experiences are worth adding to your fall bucket list. I’ve taken all of that knowledge and experience and put it together in this guide to help Maryland families and those visiting from beyond plan a memorable fall adventure during the 2026 season.

In addition to this guide, you’ll find links to individual guides for each farm, where I share more details about what to expect, things to know before you go, and tips to help you make the most of your visit. I hope this guide makes planning your family’s fall outings a little easier—and inspires you to discover a new favorite farm along the way! Happy fall, and enjoy!

CALVERT COUNTY

HORSMON FARM

  • Location: 1865 Horsmon Farm Ln. St. Leonard, MD
  • Phone: 443-532-5761
  • Website: www.horsmonfarm.com
  • Information: Horsmon Farm fall festival will celebrate their opening weekend September 19 & 20, 2026, and will run through November 1, 2026 this season. Fall festivities includes: pick your own pumpkin patch, wagon ride, corn maze, farm animals, farm trail, corn pit, sand pit with dirt diggers, tug-o-war and hop balls. Don’t forget to check out their website for special events each weekend including; scarecrow making, tractor weekend and more. If you are looking for a place to pick up beautiful flowers this is the place, their mums are gorgeous and home grown. Purchase your tickets in advanced online. Hours are Fridays 11AM-5PM, Saturdays & Sundays 10AM-5PM and weekday fieldtrips by reservation. Admission is $15 Kids (with small pumpkin) / $12 Adult/FREE Ages 2 and under. 10% discount offered to larger families of four or more, first responders and military.
  • Playful Parent Guide: Horsmon Playful Parent Guide Link 

JACK’S PRODUCE & LINDA’S GREENHOUSE

  • Location: 2925 Yoes Corner Rd. Port Republic, MD
  • Phone: 443- 295-8634
  • Website: www.jakesproducemd.com
  • Information: Jacks Produce is open weekends September – November from 9AM-5PM. In the fall, take a stroll through the pumpkin patch as you stop to pick up your produce. There are pumpkins of all shapes, sizes, and colors; there is something for everyone. Corn maze, corn pit, wagon rides and more available. Admission is $5 per person/2 and under FREE.

ROLLING ACRES FARM

  • Location: 3305 St. Leonard Road Port Republic, MD 20676
  • Phone: 443-532-7891
  • Website: www.myrollingacresfarm.com
  • Information: Rolling Hills Farm opening weekend is September – November 2026. Rolling Acres is open daily Monday-Saturday 10AM-6PM and Sunday’s 10AM-4PM. Activities include: maze, petting zoo, jumbo jump pillow, pumpkin patch, petal cars, tire mountain and corn pit.  Admission is $12 per person/FREE Ages 2 and under/ Families of 4 or more $10 per person.
  • Rolling Acres Playful Parent Guide Link

SPIDER HALL

  • Location: 3915 Hallowing Point Rd, Prince Frederick
  • Phone: 410-610-0094
  • Website: www.facebook.com/SpiderHallFarm
  • Information: Exciting news…Spider Hall is open on weekends the 2026 Fall season through out October. They have not posted a schedule or information yet. Activities include: hayrides, sorghum maze, jump pad, pick your own pumpkins and more! Stay tuned for details coming soon. This farm usually hosts great events such as movie nights, tractor treat and apple day.  Admission $12 per person/ 2 and under FREE.
  • Spider Hall Playful Parent Guide

CHARLES COUNTY

POP POP’S GREENHOUSE

***Update: Fall Festivities Closed this year***

SERENITY FARM 

  • Location: 6932 Serenity Farm Rd. Benedict, MD
  • Phone: (301) 399-1634
  • Website: https://serenityfarmatbenedict.com
  • Information: Every fall, Serenity Farm hosts for their annual Harvest Day weekend, a chance to come and pick a pumpkin, take a hayride, and interact with adorable animals in the Petting Farm! Please check their 2026 calendar for updates, they haven’t announced their schedule yet. Last years prices were $15 per person, 4 and under are admitted for FREE. Ticket price includes: pumpkin, petting pen, and hayride. Harvest House is open with apples, pumpkins, apple cider, mulling spices, and apple butter and many fall items. Weather dependent.

SHLAGEL FARMS

  • Location: 12850 Shlagel Rd. Waldorf MD 20601
  • Phone: (301) 645-4554
  • Website: www.shlagelfarms.com
  • Information: Shlagel Farms is open for general admission on the weekends through out the month of October during the hours 10 AM – 5 PM. Call to schedule field trips and private groups with availability Monday through Friday by appointment.  Admission was listed last year and not updated yet at $11 per person, children ages 2 and under are free. Shlagel farm is quaint, and more of a educational farm for fieldtrips or spot to simply pick a pumpkin; offerings are limited to wagon rides, petting zoo, and pumpkin patch.

ZEKIAH FARMS

  • Location: 5235 Bryantown Rd, Waldorf, MD
  • Phone: (240) 216-4065
  • Website: ww.zekiahfarms3.com
  • Information: Zekiah Farms is well known for their market that sells organic meat, fresh produce and local honey. This year they will be hosting a Fall Festival on October 3, 2026 10AM-4PM with live music, food trucks and lots of fun activities. Admission is FREE to all.
  • Event Link

ST MARY’S COUNTY

BOWLES FARM

  • Location: 22880 Budd’s Creek Rd. Clements, MD
  • Phone: 301-475-2139
  • Website: www.bowlesfarms.com
  • Information: Bowles Farm annual fall festivities will be open on weekends starting September 26, 2026 thru October 321, 2026. Hours of operation are Saturdays 10AM-6PM and Sundays 10AM-5PM. Friday’s are available for fieldtrips by appointment, group rate applies. Admission is $15 per person, free for children ages 3 and younger, $13 for groups of 15 or more. Kids of all age will enjoy the amazing corn maze, pumpkin patch, straw jumping pit, children’s play area, wagon rides and more. Be sure to check out their calendar for amazing events such as tractor races and more.
  • Bowles Playful Parent Guide

FORREST HALL FARM AND ORCHARD

T AND A FARM 

  • Location: 18281 St. Jerome’s Neck Rd, Dameron
  • Phone: 301-872-5003
  • Website: T and A Farm
  • Information: No new information posted yet. Last year activities included: pumpkin patch, hay maze, wagon rides, farm animals, play area and more. Be sure to check their page for family fun events.

PRINCE GEORGE’S COUNTY

MONTPELIER FARMS

MILLER FARM

BEYOND

The following farms are beyond Southern Maryland; however, are hands down the BEST farms that we have visited! You won’t want to miss traveling beyond to celebrate fall at any of these farms, I promise!

CHERRY CREST FARM

BELVEDERE PLANTATION

COX FARM  

GREENSTREET GARDEN

SUMMER FARM

CARNIVALS & FAIRS

MARYLAND RENAISSANCE FESTIVAL

CHARLES COUNTY FAIR

ST MARY’S COUNTY FAIR

CALVERT COUNTY FAIR

FOR MORE FALL FUN SEE THE FALL FESTIVITIES AND HALLOWEEN HAPPENINGS GUIDE- LINK!

***The Playful Parent is 501(c)(3) non-profit dedicated to providing free resources to the community that advocate learning through play, and promote family bonding. All information and photographs provided are intellectual property of TPP.***

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