best time to visit oak glen

By George White
7 min read
December 29, 2025

Nestled in the San Bernardino Mountains of Southern California, Oak Glen is a charming, family-friendly destination renowned for its historic apple orchards, u-pick farms, and rustic, small-town charm. Determining the best time to visit Oak Glen largely depends on what you hope to experience, as each season paints the valley with a different palette of activities and natural beauty. While the iconic apple harvest in fall draws the biggest crowds, spring, summer, and winter each offer unique reasons to explore this scenic escape. This guide breaks down the seasonal highlights, crowd levels, and weather to help you plan your perfect trip.

Oak Glen apple orchard in autumn

Seasonal Breakdown: What to Expect in Oak Glen

Oak Glen's identity is deeply tied to the rhythms of nature and agriculture. Here’s a detailed look at what each season offers.

🍎 Fall (Late September through November): The Premier Season

Fall is undoubtedly the most famous and busiest time in Oak Glen, centered around the apple harvest.

  • Weather: Days are pleasantly warm (60-75°F) and sunny, while nights become crisp and cool. It's ideal for outdoor exploration.
  • Highlights:
    • Apple Picking: This is the core activity. Orchards like Riley's Farm, Los Rios Rancho, and Snow-Line Orchard open for u-pick experiences with varieties like Fuji, Gala, and Granny Smith.
    • Apple Festival Weekends: Typically from late September through November, weekends feature special events with cider pressing, live music, pioneer demonstrations, and craft fairs.
    • Stunning Foliage: The oak and apple trees transform into vibrant shades of gold, red, and orange, creating a picturesque New England-like setting.
  • Considerations: Weekends, especially in October, are extremely crowded. Arrive early (before 10 AM) to secure parking and a more relaxed experience. Mid-week visits are significantly quieter.

Family picking apples at Riley's Farm

🌸 Spring (March through May): A Blooming Paradise

Spring offers a quieter, colorful alternative with a focus on blossoms and new growth.

  • Weather: Unpredictable but generally mild. Days range from 50-70°F with a chance of late-season rain showers. Layers are essential.
  • Highlights:
    • Blossom Season: The apple orchards are covered in beautiful pink and white blossoms, perfect for photography.
    • Wildflowers: The surrounding hillsides burst with native wildflowers.
    • Strawberry Picking: By late spring, some farms begin offering u-pick strawberries.
    • Fewer Crowds: Enjoy the farm stands and nature trails without the fall hustle.
  • Considerations: Some activities and specific u-pick orchards may not be fully operational until closer to summer. Always check individual farm websites before visiting.

☀️ Summer (June through August): A Sunny Mountain Retreat

Summer provides a cool mountain escape from the inland heat, with a focus on berries and outdoor fun.

  • Weather: Warm, sunny days (70-85°F) and cool nights. It's typically 10-15 degrees cooler than nearby Yucaipa or Redlands.
  • Highlights:
    • Berry Picking: This is the season for u-pick raspberries, blackberries, and boysenberries.
    • Cherry Season: Early summer often brings a short but sweet cherry harvest.
    • Outdoor Activities: Ideal for hiking the nearby trails in the San Bernardino National Forest or enjoying picnic lunches at the farms.
    • Summer Events: Some farms host summer music nights or pioneer camps.
  • Considerations: While less crowded than fall, summer weekends can still be busy. Sun protection is a must.

❄️ Winter (December through February): A Festive & Quiet Getaway

Winter transforms Oak Glen into a serene, frosty wonderland, often with a dusting of snow.

  • Weather: Cold, with daytime highs of 40-55°F and nighttime temperatures often dipping below freezing. Snow is possible but not guaranteed.
  • Highlights:
    • Holiday Charm: Many farms decorate beautifully for Christmas. Riley's Farm hosts a popular "Dickens' Christmas" event.
    • Tranquility: Experience Oak Glen at its most peaceful. It's a wonderful time for a cozy getaway.
    • Winter Activities: If snow falls, it's great for simple sledding or building a snowman.
    • Apple Cider & Fires: Enjoy warm apple cider doughnuts and mulled cider by a fireplace.
  • Considerations: Many farms and stores have reduced hours or close for periods in January and February. Always verify opening times in advance. Road conditions should be checked if snow is forecast.

Cozy winter scene at Oak Glen cider mill

Practical Tips for Planning Your Visit

No matter when you go, these tips will enhance your Oak Glen experience.

  1. Check Farm Schedules: This is the most important step. Harvest times and operating hours change annually based on crop yields and weather. Always visit the official websites or social media pages of specific farms (like Riley's, Los Rios, Snow-Line, or Parrish) for the latest hours and u-pick availability.
  2. Embrace the Weekday: For a more intimate experience, especially during fall, visit on a Tuesday through Thursday.
  3. Dress in Layers: Mountain weather can shift quickly. Wear comfortable shoes for walking on uneven farm terrain.
  4. Bring Cash: While many vendors now accept cards, some smaller stands or activities may be cash-only.
  5. Plan for Parking: During fall weekends, official farm lots fill quickly. Use designated overflow parking and shuttle services where offered.
  6. Explore Beyond Apples: Visit the Oak Glen Schoolhouse Museum, hike the Wildlands Conservancy's Preserve, or enjoy a meal at a historic restaurant like Apple Dumplin' or Law's Coffee Shop.

Frequently Asked Questions (FAQ)

Q: What is the absolute best month to visit Oak Glen for apple picking? A: Mid-October is typically the peak for apple variety and harvest festivals. However, the season stretches from late September through early November, with different varieties ripening at different times.

Q: Is Oak Glen crowded on weekdays in the fall? A: It is noticeably less crowded than on weekends, but you won't have the place to yourself. Mid-week mornings are your best bet for a calm visit during the high season.

Q: Can I visit Oak Glen in January? A: Yes, but with planning. While the landscape is beautiful and quiet, many businesses are closed or have very limited hours. Call ahead to confirm what will be open during your visit.

Q: Are pets allowed at the Oak Glen farms? A: Policies vary greatly by farm. Most do not allow pets in u-pick areas or food establishments due to health codes and livestock. Service animals are typically permitted. Always check the specific farm's policy before bringing a pet.

Q: What should I bring for a day of apple picking? A: Sunscreen, a hat, water, cash, reusable bags (some farms provide bags for a fee), and wear closed-toe shoes. Don't forget a cooler for transporting your fruit home!

Conclusion

The best time to visit Oak Glen is truly a matter of personal preference. For the quintessential, lively harvest festival atmosphere with apple picking at its peak, aim for a weekday in October. For stunning natural beauty and smaller crowds, spring during the blossom season is magical. For a sweet summer berry adventure or a cozy, festive winter retreat, the "off-seasons" offer their own unique and memorable charm. By aligning your visit with the seasonal highlights that appeal to you most and planning ahead with our practical tips, you're guaranteed a wonderful experience in this timeless slice of Southern California.

Panoramic view of Oak Glen valley