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Plan a Family Apple-Picking Day Trip to Oak Glen This Fall

Apple season begins Labor Day weekend with orchards, cider, treats, and fall fun!

By Natalie Sanchez, Publisher For Macaroni KID Upland-Claremont-La Verne and Pomona-Montclair August 27, 2026
A Fall Day Trip for Pomona & Montclair Families
šŸŽ Apple Season Is Returning to Oak Glen
Orchards, fresh cider, mountain scenery, and favorite fall traditions begin Labor Day weekend.

It may still feel like summer in Pomona and Montclair, but fall fun is already beginning in the nearby mountains. Oak Glen’s official apple season festivities begin Labor Day weekend, making it the perfect time to plan a family day trip filled with apple picking, cider, seasonal treats, and a little escape from the heat.

The 2026 festivities begin September 5-7 and continue through Thanksgiving. Different apple varieties and activities become available throughout the season, so every visit can offer something a little different.

Oak Glen at a Glance
šŸŽ U-pick orchards   •   🄧 Fall treats
🚜 Family activities   •   šŸ“ø Mountain scenery
1
 Pick Apples From the Tree 

The highlight of apple season is visiting one of Oak Glen’s U-pick orchards. Kids can walk among the trees, choose their own apples, and help fill a bag to bring home. There is something special about eating an apple your family picked together just hours earlier.

Apple varieties and picking availability change as the season progresses. If U-pick apples are the main reason for your visit, contact the orchard or check its social media before making the drive.

2
 Save Room for the Treats 

Apple picking is only part of the experience. Depending on where you stop, you may find fresh apple pie, warm cider donuts, caramel apples, apple butter, cider slushies, barbecue, and freshly pressed cider.

Natalie’s Pick 🄧
Do not leave without trying at least one apple treat. Honestly, the pie and cider donuts are reason enough to make the drive!
3
 Explore More Than the Orchards 

Many Oak Glen destinations offer more than apple picking. Families may find cider pressing, petting zoos, wagon rides, nature trails, live music, picnic areas, local shops, and other seasonal activities.

The orchards, rustic buildings, changing leaves, and mountain views also create plenty of beautiful spots for fall family photos. You can plan a relaxed orchard visit or turn the trip into a full day of exploring.

šŸ“Œ Before You Head Up the Mountain
Every orchard and business sets its own hours, admission prices, parking policies, and activity schedule. Not every location offers U-pick apples, and some are only open on certain days. Check directly with the places you hope to visit before leaving home.

For Pomona and Montclair families, Oak Glen makes a fun fall day trip when you are ready for mountain scenery, fresh apples, and a full day of seasonal fun. You can choose a particular orchard before leaving home or simply head toward Oak Glen Road and explore the different farms, shops, and attractions along the way.

Helpful Resources
Plan Your Oak Glen Adventure
Check current hours, orchard information, activities, and seasonal updates before your visit.
 šŸŽ Oak Glen Website   Facebook   Instagram 
šŸ“ Getting to Oak Glen
Oak Glen’s orchards and attractions are spread throughout the area, so there is not one central destination. Use this map for general directions, then explore along Oak Glen Road or enter the address of a specific orchard or business you want to visit.
 Get Directions to Oak Glen 
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