🍁 Fall Family Fun in Maryland 2025: PG County, Anne Arundel, Montgomery, Baltimore & Waldorf 🎃
Autumn in Maryland is a magical time for families—especially for retired military families looking to slow down and savor the season. Whether you're chasing pumpkins, sipping cider, or exploring historic trails, there's something for everyone in Prince George’s, Anne Arundel, Montgomery County, Baltimore, and Waldorf. Here's your ultimate guide to fall fun, complete with Amazon affiliate links for gear to make your outings even better!
🍂 Prince George’s County
Top Picks:
🎃 Montpelier Farms Fall Festival: Corn maze, hayrides, scavenger hunts, and pumpkin picking.
Dates: September 13 – November 2, 2025
🐴 Piscataway Trails Horseback Riding: Weekend trail rides through fall foliage.
🐮 Old Maryland Farm: Great for animal encounters and fall photo ops.
Hours: Tue–Sat: 10 AM–5 PM | Sun: 10 AM–4 PM | Closed Mondays
Website: https://www.pgparks.com/parks_trails/old-maryland-farm
🌾 Queen Anne Farm: Pumpkin patch and photo-ready Pumpkin House.
Pumpkin Patch Dates: September 21 – October 31, 2025
Hours: Sun–Fri: 10 AM–5 PM | Sat: 10 AM–6 PM
Website: https://queenannefarm.com
🌿 Clearwater Nature Center: Live animal exhibits and seasonal gardens.
Hours: Tue–Sat: 10 AM–5 PM | Sun: 10 AM–4 PM | Closed Mondays
Website: https://www.pgparks.com/facilities/clearwater-nature-center
Recommended Items to bring:
🍁 Anne Arundel County
Top Picks:
⛵ Annapolis Boat Shows: Powerboat and sailboat shows in October.
Dates:: Powerboat Show: October 2–5, 2025 and Sailboat Show: October 9–12, 2025
Website: https://www.annapolisboatshows.com
🎨 Arts in the Park (Brooklyn Park): Free art activities, food trucks, and performances.
Date: Saturday, October 4, 2025, 10 AM–3 PM
🐶 Maryland Avenue Fall Festival: Halloween Pup Parade, beer garden, and live music.
Date: Sunday, October 19, 2025, 10 AM–5 PM
👻 Historic Hauntings Tour: Spooky strolls through Annapolis.
Dates: Offered nightly throughout October
Website: https://www.annapolisghosts.com
🎃 Jug Bay Halloween Critter Crawl: Lantern-lit trails, hayrides, and s’mores.
Date: Friday, October 25, 2025, 5:30 PM–8:30 PM
Website: https://jugbay.org/inspire_events/jug-bay-halloween-critter-crawl/
Recommended Items to bring:
Dog Halloween Costume 🐕
🍎 Montgomery County
Top Picks:
🍏 Butler’s Orchard Pumpkin Festival: Hayrides, corn maze, cider donuts.
🍂 Brookside Gardens: Stunning fall foliage and walking trails.
🎨 Takoma Park Street Festival: Over 150 vendors, live music on three stages, crafts, face painting, and food trucks.
Date: Sunday, October 5, 2025
Website: https://www.mainstreettakoma.org
🌍 World of Montgomery Festival: Cultural exhibits, international food, music, dance, and hands-on activities for kids.
Date: Sunday, October 12, 2025
Website: https://www.worldofmontgomery.com
Recommended Items to bring:
🎶 Baltimore
Top Picks:
🐻 OktoBEARfest at the Maryland Zoo: Seasonal brews + animal fun.
Dates: October 10 (6–10 PM) & October 11 (1–6 PM), 2025
Website: https://www.marylandzoo.org/special_events/oktobearfest/
🎃 ZooBOOO!: Trick-or-treating, games, and live entertainment.
Dates: Multiple weekends in October 2025 (Oct 3–5, 17–19, 24–26, 31)
Website: https://www.marylandzoo.org/special_events/zoobooo/
🎸 Fell’s Point Fun Festival: Music, food, and Maryland-themed gifts.
Dates: October 10–12, 2025
Website: https://www.fellspointfest.com
🐴 Harbor Harvest Festival: Pony rides, petting zoo, and moon bounce.
Date: Expected late October 2025 (based on past events)
Website: https://baltimore.org/event/15th-annual-harbor-harvest-childrens-fall-festival/
Recommended Items to bring:
Halloween Trick-or-Treat Bags 🛍️
🌻 Waldorf
Top Picks:
🍓 Shlagel Farms: Pick-your-own berries and farm animals.
Website: https://shlagelfarms.com
⚾ Regency Furniture Stadium: Catch a Southern Maryland Blue Crabs game.
Website: https://somdbluecrabs.com
🌌 James E. Richmond Science Center: Planetarium shows and interactive exhibits.
Website: https://sciencecenter.ccboe.com
🎮 Action Jaxx Family Fun Center: Indoor play for rainy days.
Website: https://actionjaxx.com
Recommended Items to bring:
🧡 Final Tips for Fall Outings
Dress in layers! Maryland mornings can be chilly, but afternoons warm up.
Bring a camera or smartphone for those golden-hour family photos.
Don’t forget your travel cooler for snacks and drinks.