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2025 MARYLAND FALL GUIDE: PUMPKIN PATCHES, FARMS AND FALL FESTIVALS

September is already here, and fall officially starts in a few weeks, which means it’s time to plan a trip to the farm to pick the perfect pumpkins, wander through an orchard, or get lost in a corn maze. Over the past few years, our family has been venturing near and far to visit many different farms and festivals. I’ve taken our years of knowledge and experience to offer insight about local farms hosting fall festivities. I hope this guide is helpful to Maryland families and beyond during the 2025 fall season. In addition to this guide, you will find links to individual guides for each farm, so that you know what to expect when you go. 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 run September 20- November 21 this 2025 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 $12 Kids (with small pumpkin/ $10 Adult/FREE Ages 2 and under. 10% discount offered to larger families of four or more, first responders and military.
  • 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 5, 2025. Rolling Acres is open daily Monday-Sunday 10AM-6PM through November 2, 2025. 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 back and open every weekend in October for the 2025 Fall season. Activities will 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

  • Location: 13340 Rock Point Rd Newburg, MD 20664
  • Website: www.poppopsgreenhouse.com
  • Information: Open weekends Saturday & Sunday throughout October. Opening Day is Saturday October 4th!!! Saturday hours are 10am-6pm. Open Sunday at 10am and close at 5pm. Admission is $12 per person, 2 years and under are FREE.
  • Pop Pop’s Greenhouse Playful Parent Guide

SERENITY FARM 

  • Location: 6932 Serenity Farm Rd. Benedict, MD
  • Phone: (301) 399-1634
  • Website: https://serenityfarmatbenedict.com
  • Information: Every fall, Serenity Farm hosts annual Harvest Day weekends, a chance to come and pick a pumpkin, take a hayride, and interact with adorable animals in the Petting Farm! Please check their 2025 calendar for updates, they are scheduled October 11, 12, 18 & 19. Ticket price $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 September 28th- the month of October during the hours set 10 AM – 5 PM, and field trips and private groups Monday through Friday during the month of October by appointment.  Admission is $11 per person, children ages 2 and under are free. Shlagel farm is quaint, more of a educational farm for fieldtrips or spot to pick a pumpkin. They offer a wagon ride, petting zoo, and pumpkin patch. For fieldtrips and groups email Info@ShlagelFarms.com for more information.

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 11, 2025 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 on weekends September 27 – October 26, 2025. 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: T&A Farm is new to the list last year. Activities include: pumpkin patch, hay maze, wagon rides, farm animals, play area and more. Be sure to check their page for family fun events. Hours and pricing information coming soon. Last years hours Thursday-Friday 4PM-6PM/ Saturday & Sunday 10AM-6PM.

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  

GAVER 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!

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