Autumn is here…and that means it’s time for apple picking, fun on the farm, fall festivals and Halloween happenings. Every year The Playful Parent publishes a fall guide to help navigate family fun in the Southern Maryland area. Feel free to print the lists as a reminder or refer to the article list to click on links and learn more about each event. Please ALWAYS check with the host before attending an event for additional information, required reservations or possible changes. I will update this list weekly through out September and October. Happy Fall Y’all!
FALL FESTIVALS & COMMUNITY EVENTS
- August 26-October 22, 2023 (Weekend Only)- Renaissance Festival @Annapolis- $
- Sept 16, 2023- 10AM Pirate Day @Calvert Marine Museum- $
- Sept 21-24, 2023- St. Mary’s County Fair @St. Mary’s Fair Grounds – $
- Sept 23-24, 2023- 9AM-5PM- Corn Maze Grand Opening @ Jake’s Produce- $
- Sept 23, 2023- 11AM-4PM- River Fest @St. Mary’s City- FREE
- Sept 23, 2023- 12PM – Experience Calvert County @ North Beach – FREE
- Sept 27-Oct 1, 2023- Calvert County Fair @Calvert County Fair Grounds- $
- Sept 30, 2023- 9AM-1PM- Community Family Festival @Waldorf Senior Rec Center – $
- Sept 30, 2023- 10AM-4PM- SOMD Comic Con @ Capitol Club House- $
- Oct 4, 2023- 4PM-6PM- Pumpkin Carving @Rolling Acres Farm- $
- Oct 6-7, 2023- 7PM-9PM- Opening @ Pandora’s House of Nightmares in Lexington Park-$
- Oct- 6-31, 2023- All Day- Scarecrow Stroll @ Town of Leonardtown- FREE
- Oct 7, 2023 – 10AM-1PM- Open Barn at Greenwell – FREE
- Oct 7-8, 2023- Southern Maryland Heritage Festival @Historic Sotterley – $
- October 8, 2023- 10AM-2PM- Car Show @ Bowles Farm- $
- Oct 8, 2023- 12PM-1:30PM- Fall Family Festival @ Northeast Community Center- FREE
- Oct 8, 2023- 12PM-3PM- Fall Festival @ La Plata Town Hall- FREE
- Oct 8, 2023- 1PM-4PM- Tractor Parade @Leonardtown- FREE
- Oct 8, 2023- 1PM-4PM- Classic Car Show@ Encounter Christ Center, Charlotte Hall-FREE
- Oct 13, 2023- 6PM-9PM- Dazed in the Maze @ Greenstreet Garden- $
- Oct 14, 2023- Pumpkin Express @ Walkersville Southern Railroad- $
- Oct 14, 2023 Spirits & Steeds @ Freedom Hill Horse Rescue- $
- Oct 14, 2023- 10AM-4PM – Fall Festival @ Zekiah Farms- FREE
- Oct. 14-15, 2023- 10AM-5PM- Harvest Days @ Serenity Farm in Benedict- $
- Oct 21, 2023- 10AM-2PM- Straw Bale Maze @Town Market- $
- Oct 21, 2023- 10AM-1PM- American Indian Festival @Patuxant River Park – FREE
- Oct 21, 2023- 10AM-3PM- Colonial Fair & Fall Festival @ Maxwell House- FREE
- Oct 21-22, 2023- 10AM-5PM- Harvest Days @ Serenity Farm in Benedict- $
- Oct. 21-22, 2023- Fall Festival at George Washington’s Mt. Vernon- $
- Oct. 22, 2023- 1PM-4PM- Harvest Festival @Zekiah Ridge Farm – $15 per car
- Oct. 23, 2023- 10AM- Fall Festival @ Horsmon Farm- $
- Oct. 28, 2023- 9AM-2PM- Fall Festival @La Plata Farmers Market- FREE
- Oct. 28, 2023- 10AM-4PM- Harvest Festival Fly-In @ Shannon Airport in Fredericksburg, VA- $
- Oct. 28, 2023- 12PM-4PM- Touch-A-Truck Heavy Equipment Spooktacular @Suttler Post Farm in Mechanicsville- $
- Oct 28, 2023- 12PM-7PM- BBQ Battle At The Barn @ Sassafras Farm in Dunkirk- $
- Oct 28, 2023- 1PM-4PM- Fall Fest @Smallwood Village Center- FREE
- Oct. 28, 2023- 2PM-5PM- Youth Harvest Festival @ The River Church – FREE
- Oct. 28, 2023- 5PM-8PM- Hallelujah Night @St. Matthew Pentecostal Church- FREE
- Oct 30- Nov. 1, 2023- 9:30AM-12:30PM- Fall Festival @Family Support Center- FREE
HALLOWEEN HAPPENINGS
- Sept 16-October 2023- BOO Fest (Weekends-Day) at Six Flags America in Bowie- $
- Sept 16-October 2023- Fright Fest (Weekends-Night) at Six Flags America in Bowie- $
- Sept 23-October 29, 2023 (Weekend Only-Day) Great Pumpkin Fest – Kings Dominion- $
- Sept 23-October 29, 2023 (Weekend Only-Night) Halloween Haunt – Kings Dominion- $
- September-October 2023- Counts Spooktacular at Busch Gardens Williamsburg, VA- $
- October (Thursday-Saturday & Halloween)- Vampire Manor 7:30 PM – 10PM $10 Kids/$15 12 years old and up.
- October 5-22, 2023- Scarecrow Stroll All Day Downtown La Plata- FREE
- Oct 20, 2023 5PM-7PM- Costume Party @ Imaginarium- $
- Oct 7, 2023- 9AM-2PM- Monster Market @ Annmarie Gardens- FREE
- Oct 8, 2023- 12PM- Sunday Funday Pumpkin Decorating & Movie @MWR Indian Head- FREE
- Oct 13, 2023- 7PM-9PM- Monster Mash @ Southern Community Center in Lusby – FREE
- Oct 14, 2023- 1PM-3PM- Trunk or Treat @College of Southern MD Calvert Campus-FREE
- Oct. 15, 2023- 4PM-5:30PM- Trunk or Treat- Capital Club House, Waldorf- FREE
- Oct. 15, 2023-1PM-3PM- Trunk or Treat @Waldorf Market Place- FREE
- Oct 16, 2023- 2PM-3PM- Tots Boo Bash @ Southern Community Center in Lusby – $
- Oct 20, 2023- 6PM- Trunk or Treat @ Higdon Elementary- FREE
- Oct. 20, 2023- 6PM-8PM @ Matula Elementary School- $1 Per Child
- Oct 21, 2023- 3PM- Trunk or Treat@ Bowie Baysox Stadium in Crofton- FREE
- Oct 21, 2023- 10AM-4PM- Annual Halloween in the Garden @ Annmarie Gardens-$
- Oct. 21, 2023- 4PM-8:30PM- Halloween Movie Fest @Leonardtown Wharf- FREE
- Oct 21, 2023- 5PM-8PM- Halloween Movie Festival @ Leonardtown Wharf – FREE
- Oct 21, 2023- 6PM-9PM- Halloween Party @ Elite Gym – $
- October 21, 2023- Spooktacular Costume Party at My Gym in Waldorf- $
- Oct 21, 2023- 6PM-10PM- Spooktacular Halloween Party @Smallwood Pool- $
- Oct 21, 2023- 7PM- Haunted Trailed @ Linden Farm- $
- Oct 22, 2023- 12PM- Spooky Fall Festival @ Shops at Waldorf Center- FREE
- Oct 22, 2023- 12PM-3PM – Trunk or Treat @ Bowles Farms- $
- Oct 24, 2023- 9:45AM-10:30- Halloween Party @Brown Com Center in Prince Frederick-$
- Oct. 24, 2023- 5:30PM-7:30PM- Hallo-Spartan-Ween @St. Charles High School- FREE
- Oct. 24, 2023- 6PM-8PM- Trunk or Treat @ Silver Diner, Waldorf- FREE
- Oct. 25, 2023- 6PM-7:30PM – Trunk or Treat @Morningside House, Waldorf- FREE
- Oct 25, 2023- 11AM- 1PM- Halloween Bash @Northeast Com Center- $
- Oct. 25, 2023- 5PM-7PM- Trunk or Treat @ North Point High School- FREE
- Oct. 25, 2023- 5PM- Trunk or Treat @ Hughesville Harley-Davidson – FREE
- Oct. 25, 2023, 6PM- Trunk or Treat @ Home Towne Real Estate, Charlotte Hall -FREE
- Oct 26, 2023, 5:30PM-7:30PM -Trunk or Treat @ Little Protégés Early Learning Centre in California, MD- FREE
- Oct 26, 2023- 6PM-8PM- Trunk or Treat @Charles County Sheriff Dept- FREE
- Oct. 26, 2023- 6:30PM- Trunk or Treat @ Mattawoman Middle School in Waldorf – FREE
- Oct. 27, 5PM-8PM – Trunk or Treat @ Prince Frederick Chrysler Jeep Dodge- FREE
- Oct. 27, 2023- 6PM-8PM- Trunk or Treat @ Matula Elementary School- FREE
- Oct 27, 2023- 6PM-8PM – Fall Fest @New Life- FREE
- Oct. 27, 2023- 6-8PM-Trunk or Treat @ Connect Church – FREE
- Oct 27 ,2023- 6:30PM- Halloween Drive Thru @ Hallowing Point Park- FREE
- October 27, 2023- Spooktacular Costume Party at My Gym in Waldorf- $
- Oct 28, 2023- 11AM-4PM- Annual Haunted Town @ Imaginarium – $
- Oct 28, 2023- 11AM- Halloween Comic Fest @ Third Eye Comic- FREE
- Oct. 28, 2023- 11:30AM- Trunk or Treat @ Guardian Termite in Leonardtown- FREE
- Oct 28, 2023- 12PM-3PM- Trick or Treat Trail@ Town of La Plata- FREE
- Oct 28, 2023- 12PM-3PM – Walk Thru Trunk or Treat @ Charles County Fair Grounds- FREE
- Oct 28, 2023- 1PM-3PM- Trunk or Treat @Pax River Naval Air Museum-$
- Oct. 28, 2023- 12PM-4PM- Trunk or Treat @ Town Market LLC – FREE
- Oct. 28, 2023, 1PM-4PM- Trunk or Treat @ RCA – Billingsley Road, Waldorf- FREE
- Oct. 28, 2023- 1PM-5:00PM- Trunk or Treat @Bryans Road VFD- FREE
- Oct. 28, 2023- 1PM-3PM- Trunk or Treat @St. Paul UMC Lusby- FREE
- Oct. 28, 2023- 2PM-5PM- Trunk or Treat @ St. Mary’s Fairgrounds- $2
- Oct. 28, 2023- 2PM-5PM @ Building Bridges in Lexington Park – FREE
- Oct 28, 2023- 3PM-5PM- Trunk or Treat @Pisgah United Methodist Church- FREE
- Oct 28, 2023- 3PM-9PM – Halloween Spooktacular @Dentsville VDF- FREE
- Oct. 28, 2023- 4PM-7PM- Trunk or Treat @Faith Temple Baptist Church La Plata- FREE
- Oct. 28, 2023- 4PM-8PM- Trunk or Treat @ Christ Church in Nanjemoy- FREE
- Oct. 28, 2023- 5PM- Trunk or Treat @ Church of the Nazarene in Waldorf- FREE
- Oct 28, 2023- 5PM-7PM- Halloween Party @Sparkle & Sass- FREE
- Oct. 28, 2023- 5-7 PM- Trunk or Treat @ Lexington Park Baptist Church- FREE
- Oct 28, 2023- 5PM-8PM- Fall Festival @ Hughesville Baptist Church- FREE
- Oct 28, 2023- 5:30PM-8PM- Trunk or Treat @ Newburg VFD- FREE
- Oct. 28, 2023- 5:30PM= -8 PM – Trunk or Treat @ Mechanicsville VRS- FREE
- Oct 28, 203- 6PM- Harvest Festival @River Church of SOMD- FREE
- Oct. 28, 2023- 7PM- Halloween Movie Night @SMYO Fields- FREE
- Oct 28 & 29, 2023- 10AM-4PM – ZOO BOO @Baltimore Zoo- $
- Oct 29, 2023- 8AM-11AM @ SOMD Cars & Coffee at Laurel Glen Shopping Center- FREE
- Oct 29, 2023- 10AM-3PM – Halloween Kids BIGNO @ Bay District VFD- $
- Oct 29, 2023- 12PM-5PM- Trunk or Treat @ Hughesville Bargain Barn- FREE
- Oct. 29, 2023- 1PM-3PM- Trunk or Treat @ Good Shepherd UMC- FREE
- Oct 29, 2023- 3:30PM- 5PM- Trunk or Treat @ First Baptist Waldorf- FREE
- Oct. 29, 2023- 5PM-6:30PM- Trunk or Treat @ St. Joseph’s, Pomfret- FREE
- October 29, 2023 6PM- Trunk or Treat/8PM Haunted House @Action Jaxx Waldorf- $5
- Oct 29, 2023- 6PM-8PM- Trunk or Treat @ Real Life Church – FREE
- Oct. 30, 2023- 5:30PM- Trunk or Treat@ Tower Self Storage, Waldorf- FREE
- Oct 30, 2023- 6PM-7:30PM- Annual Trunk or Treat @Stethem- FREE
- October 31, 2023- 9:30AM- Halloween Party & Costume Parade @Family Support Center- FREE
- Oct 31, 2023- 10AM-11AM- Not So Creepy Creatures @Flags Pond Nature Park- $
- Oct 31, 2023- 10AM-11AM- Halloween Pup Parade @ Dunkirk District Park- FREE
- Oct. 31, 2023- 4PM-8PM- Trunk or Treat @ Sky Zone Waldorf- FREE
- Oct. 31, 2023- 5PM-7PM- Mall Trick or Treat@ St. Charles Towne Center- FREE
- Oct. 31, 2023- 5PM-7PM- Trunk or Treat @ Neibauer Dental Care in Waldorf- FREE
- Oct. 31, 2023- 5PM-7PM- Trunk or Treat @ Ridge Hardware in Ridge, MD – FREE
- Oct 31, 2023- 5PM-8PM- Fall Festival @Emmanuel Church in Huntingtown- FREE
- Oct. 31, 2023- 6PM- Trunk or Treat @ First Baptist in Welcome- FREE
- Oct 31, 2023- 6PM–8PM- Trunk or Treat @ Accokeek Vol. Fire Dept. – FREE
- October 31, 6 PM-8 PM- Trunk or Treat @ Southern Calvert Baptist Church- FREE
- Oct. 31, 2023- 6PM – 9PM- Trunk or Treat @ Hollywood Church of the Nazarene – FREE
- Oct. 31, 2023- 6:30PM- Trunk or Treat @The Church at St. Charles – FREE
- Oct 31, 2023- 7PM-9PM- Boo Thru @ Mechanicsville VFD- FREE
- Oct, 31,2023- 7PM – Trunk or Treat @Skyzone- FREE
- Nov. 3, 2023- 2PM-5PM- Ghost Busters Bowling @MWR Indian Head (Base Access) – $
STORY TIMES & CRAFTS
- Sept 17, 2023- 2PM-3PM- Make Break Water Color Leaf Art @Michaels Craft Store-FREE
- Sept 24, 2023- 2PM-3PM- Make Break Pumpkin Fest @Michaels Craft Store-FREE
- Oct 1, 2023- 2PM-3PM- Make Break Pumpkin Paint@Michaels Craft Store-FREE
- Oct 7, 2023- 10AM-12PM- Leaf Garland @SMPL- Leonardtown Branch- FREE
- Oct 8 2023- 2PM-$PM- Make Break Friendship Bracelet @Michaels Craft Store-FREE
- Oct 10, 2023- 10AM-11AM- Time Traveling Kids Storytime @Jefferson Patterson- FREE
- Oct, 11, 2023- 10AM- Spooky Story Time- MWR Indian Head Base Library- FREE
- Oct 15, 2023- 5PM-7PM – Paint Your Own Pumpkin @Skyzone – $
- Oct 19, 2023- 6PM-7PM- STEAM Creature Feature @Calvert Library Southern Branch-FREE
- Oct 20, 2023- 3PM-4PM- STEM Fun: Pumpkin Palooza @ SMPL- Charlotte Hall- FREE
- Oct 20, 2023- 3PM-4PM- Crazy Stem Science @SMPL- Lexington Park – FREE
- Oct 21, 2023- 10AM- Tiny Pumpkin Painting @SMPL – Lexington Park -FREE
- Oct 21, 2023- 11:30AM – Scarecrow Building & Pumpkin Carving @ Henson Com Center- $
- Oct 21, 2023- 2PM-3PM- Crazy Stem Science @SMPL- Charlotte Hall- FREE
- Oct 22, 2023- 2PM-$PM- Make Break Witch Silhouette @Michaels Craft Store-FREE
- October 25, 2023- 6PM – Halloween Bash @SMPL Lexington Park- FREE
- Oct 26, 2023- 3:30PM – Dr. Frankenstein Library @SMPL Lexington Park -FREE
- Oct 27, 2023, 4:30 PM - 6:30 PM- Bad Art Night- Great Pumpkin @Annmarie Garden
- Oct 28, 2023- 11AM- Sock Monster @SMPL Lexington Park- FREE
- Oct 28, 2023- 11:30AM – Scarecrow Building & Pumpkin Carving @ Gilbert Run- $
- Oct 28, 2023- 2PM-3PM- Spooky Science @CCPL- Potomac Library Branch- FREE
- Oct 29, 2023- 11AM- Pumpkin Decorating Contest @ Patuxent Presbyterian-FREE
- Oct 29, 2023- 2PM-$PM- Make Break Mandala Pumpkin @ Michaels Craft Store-FREE
- October 30, 2023- 6PM – Halloween Bash @SMPL Leonardtown- FREE
- October 30, 2023- 6PM – Halloween Bash @SMPL Charlotte Hall- FREE
HALLOWEEN AT HOME
- Go all out and decorate the house from the inside out!
- Host a glow in the dark Halloween Hunt
- Have a Halloween Scavenger Hunt
- Play a Halloween Game
- Sit back a relax with a Halloween Movie Marathon
- Host a neighborhood costume Bicycle Parade
- Create a creepy craft
- Experiment with eerie science
- Bake some spooky sweets
***This annual Halloween Happenings Guide was created to help families plan their fall fun! This article took a lot of time and dedication to create. All information is intellectual property of The Playful Parent. Be sure to share this article with friends and follow The Playful Parent on social media, if you like what you see consider donating to the Non-Profit on Patreon.***
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