A working apple orchard combined with a 'living history' operation — Revolutionary War and Gold Rush reenactments, dinner theatre, even overnight historical stays — a distinctly different Oak Glen experience, though u-pick hours, pricing, and varieties aren't confirmed, and there are three separate Riley-family properties to keep straight.
Riley’s Farm is a working apple orchard layered with an extensive “living history” program — Revolutionary War, Gold Rush, and Colonial-era themed events, dinner theatre, and even overnight historical stays are all part of the operation, per research notes. That makes it a fundamentally different kind of visit than most Oak Glen orchards, which tend to be straightforward u-pick stands. The tradeoff is that specific apple-picking details — hours, pricing, varieties — aren’t well documented, since most available content is focused on the historical programming rather than the orchard operation itself.
Nearly everything findable about Riley’s Farm centers on its living-history offerings rather than its apple orchard specifically. That doesn’t mean apple picking isn’t a real, substantial part of the operation — u_pick is confirmed true in the record — but it does mean that if you’re comparing Riley’s Farm to a more typical Oak Glen u-pick stand purely on apple-picking logistics, there’s simply less to go on. If Revolutionary War reenactments, Colonial-themed dinner theatre, or an overnight stay steeped in historical programming genuinely interest you, that’s where Riley’s Farm’s documented strength lies.
This is one of the more important practical notes in this entire directory: Oak Glen has three separate properties associated with the Riley family, each at a different address. It would be easy to see a “Riley’s Farm” reference somewhere and assume it points to this specific listing, when it might actually be a different family property entirely. The address that matters for this listing is 12261 S. Oak Glen Road — if you’re cross-referencing information from another source about “Riley’s” in Oak Glen, double-check which of the three properties it’s actually describing.
Compounding the multiple-address issue, the farm’s own contact page includes a specific warning that standard GPS navigation can misroute visitors to this address. That’s a genuinely useful, checkable detail worth taking seriously rather than assuming your phone’s map app will get you there without issue — it may be worth looking up the farm’s own driving directions rather than relying solely on a GPS pin.
The farm’s homepage stated it would be open Saturday, September 5, and Monday, September 7, for Labor Day Weekend. Checking the actual 2026 calendar, Labor Day does fall on September 7, so these specific dates do line up with 2026. However, because the page itself never explicitly printed “2026,” this couldn’t be counted as a fully confirmed year-specific date under this directory’s sourcing standard — it’s very likely accurate, but it’s being flagged honestly as an inference rather than a stated fact.
No hours, pricing, or apple variety list were confirmed for the u-pick side of the operation. No cider mill or cider donut information is available either. For the historical programming — dinner theatre, reenactments, overnight stays — no specific dates, schedules, or costs are in the record; anyone interested in that side of the farm should go directly to rileysfarm.com or call to ask.
The address is 12261 S. Oak Glen Road, Oak Glen, CA 92399 — and again, given the GPS warning and multiple same-family properties nearby, this is one listing where confirming your route in advance is worth the extra few minutes.
Riley’s Farm offers something genuinely different from a standard Oak Glen apple stop: a working orchard wrapped in a substantial living-history operation. If that combination appeals to you, it’s worth a call to 909-797-7534 to sort out apple-picking hours and pricing, and to make sure your GPS is sending you to the right Riley’s property.
Not confirmed with a stated 2026 date. The farm's homepage said it would be open Saturday (9/5) and Monday (9/7) of Labor Day Weekend, which does match the actual 2026 calendar (Labor Day 2026 falls September 7), but the page never stated the year explicitly, so this wasn't counted as a fully confirmed date.
You're looking for a straightforward, no-frills u-pick stand — Riley's leans heavily into historical programming, and specific apple-picking hours and pricing aren't confirmed.
No — it combines a working apple orchard with a 'living history' operation featuring Revolutionary War, Gold Rush, and Colonial-era themed events, dinner theatre, and even overnight historical stays. It's a substantially different visitor experience from Oak Glen's more straightforward u-pick stands.
Yes, and this is an important detail: Oak Glen has three separate Riley-family properties at different addresses. Visitors should navigate specifically to this address — 12261 S. Oak Glen Road — rather than assuming any 'Riley's' listing refers to the same place.
Not necessarily. The farm's own contact page notes that standard GPS can misroute visitors to this address — worth double-checking your route rather than blindly following turn-by-turn directions.
Not confirmed. Most available content from the farm focuses on historical programming rather than the apple-picking side specifically, so no hours, pricing, or variety list could be confirmed for u-pick.
Partially. The homepage stated the farm would be open Saturday (9/5) and Monday (9/7) of Labor Day Weekend, and those dates do match the 2026 calendar (Labor Day 2026 falls on September 7). But the page didn't explicitly state the year, so this wasn't treated as a fully confirmed 2026 date.
2026 dates had not been published when we last checked. Check with the orchard before driving out.
Pricing was not published when we last checked.
Yes — it's a pick-your-own orchard.
12261 S. Oak Glen Road, Oak Glen, CA 92399, in San Bernardino County. It is one of 5 orchards we track in Oak Glen.
We track 5 orchards in Oak Glen, 2 of which let you pick your own apples. The orchard has not published a starting price, so it cannot be compared on cost — call before you budget.
What sets it apart locally: it has cider donuts or a bakery, pick-your-own apples, which most Oak Glen orchards on our list do not.
One caveat worth repeating: this orchard had not published its 2026 dates when we last checked, while 0 of the 5 orchards we track in Oak Glen had. Treat any date you see elsewhere as last year's until the orchard confirms it.
There are 4 other orchards we track in San Bernardino County. All Oak Glen orchards →
rileysfarm.com
Checked September 2026.