Summer in Oak Glen: 2026 Guide

If you think Oak Glen is only a fall destination, summer might surprise you. Nestled in the mountains above Yucaipa, Oak Glen comes alive during the warmer months with berry picking, western festivals, colonial reenactments, outdoor movies, mountain dining, and cool weather that feels far removed from the Inland Empire heat.

Whether you’re planning a family day trip, a weekend escape, or simply looking for fresh mountain air and cider donuts, summer is one of the best times to experience Oak Glen before the busy apple season arrives.


Why Visit Oak Glen in the Summer?

Summer in Oak Glen offers a quieter and more relaxed experience compared to the fall crowds.

Visitors can enjoy:

  • Cooler mountain temperatures
  • Berry picking and seasonal produce
  • Historic festivals and reenactments
  • Outdoor dining and ranch experiences (including some amazing picnic spots!)
  • Hiking and scenic views
  • Fresh baked pies and cider donuts
  • Family-friendly activities

Movies in the Mountains at Oak Tree Mountain

Nothing beats an outdoor movie in the crisp mountain air! Oak Tree Mountain is hosting a FREE Summer Movie Series this summer. From family favorites to action-packed adventures, there’s something for everyone to enjoy on the mountain this season.

Event Details

  • When: Every Friday night from May 8 through July 31
  • Time: Movies begin at sunset
  • Seating: First-come, first-served. Bring your own chairs or blankets.
    • Tip: If you bring a tall chair, please sit toward the back so everyone can enjoy the screen.
  • Food: Outside food is not permitted, but themed snacks and drinks will be available for purchase.

Learn More

For the latest movie lineup and event updates, check out their Facebook post.

In addition to the movie nights, Oak Tree Mountain is also open for many of the attractions visitors love during apple season, including:

  • Petting zoo
  • Axe throwing
  • Mountain slide
  • Fresh apple pie
  • Family activities and games

Visit their website to learn more about current attractions and summer hours.


Put on Your Boots for the Boot Scoot Bash in Oak Glen

Saturday, June 27th from 6-11 pm

Check out the Facebook post here

If you’re a country fan and looking for a fun summer evening in Oak Glen, the Boot Scoot Bash at Oak Glen Steakhouse is for you! This western-themed celebration combines country music, line dancing, family-friendly games, food, and mountain charm into one unforgettable night.

Hosted at The Gardens at Oak Glen Steakhouse, the event invites guests to grab their cowboy boots, round up their crew, and enjoy an evening of entertainment under the stars.

What to Expect

The Boot Scoot Bash offers something for every age group, making it a great choice for families, couples, and groups of friends visiting Oak Glen.

Highlights include:

  • Live DJ entertainment
  • Line dancing lessons and open dancing
  • Yard games throughout the venue
  • Cornhole tournaments
  • Ladder toss
  • Ring toss
  • Spikeball
  • Beer pong
  • Raffles and prizes
  • Western-themed photo opportunities
  • Best-dressed western themed contest

Event Location

The Gardens at Oak Glen Steakhouse
38490 Oak Glen Road
Oak Glen, California 92399


Raspberry Picking at Snow-Line Orchard

This is one you’ll have to wait a bit for, but you should absolutely add it to your calendar: raspberry picking at Snow-Line Orchards.

Their raspberry fields are expected to open Wednesday through Sunday beginning in mid-August, giving visitors a chance to pick fresh berries straight from the vine while enjoying the cool mountain air. Keep an eye on their Facebook page for updates.

What Makes Snow-Line So Popular?

  • Fresh u-pick raspberries
  • Relaxed outdoor seating
  • Mountain orchard atmosphere
  • Fresh cider and slushies
  • Family-friendly setting

But many visitors come for one thing above all else – the famous mini cider donuts.

Even before raspberry season officially opens, Snow-Line remains a weekend favorite for:

  • Hot fresh mini cider donuts
  • Apple cider slushies
  • Orchard treats
  • Outdoor seating with mountain views

If you’re heading to Oak Glen during the summer, Snow-Line is still one of the best weekend stops for a quick treat and relaxing afternoon. Here’s a few pictures so you know what to expect:

Raspberry fields getting ready for the picking:

A lovely shaded picnic area, perfect for staying cool in:

 


Colonial Faire at Riley’s Farm

2026 Colonial Faire Dates

  • July 2–4, 2026
  • Historical activities continue on select Saturdays throughout July

This immersive family-friendly event recreates life in the American colonies during the late 1700s.

Highlights Include:

  • Revolutionary War reenactments
  • Sword fighting demonstrations
  • Colonial games and crafts
  • Tomahawk throwing and archery
  • Live music and theatrical performances
  • Historic food and bakery treats

Riley’s Farm is one of the most unique summer destinations in Southern California because it combines history, food, outdoor activities, and mountain scenery into one experience.

Learn more here:

Riley’s Farm Colonial Faire

Additionally, Riley’s offers berry (blackberry, raspberry) picking, stargazing nights, a Father’s Day event, and more. Click on the calendar links to see what the summer offerings entail:

June Events

July Events

August Events


Old West Days at Riley’s At Los Rios Rancho

2026 Old West Days Dates

  • July 31 – August 2, 2026

This family-friendly western festival transforms the ranch into an Old West frontier town experience.

Visitors Can Enjoy:

  • Western-themed activities
  • Cowboy demonstrations
  • Historic frontier living displays
  • Ranch BBQ and bakery treats
  • Family games and outdoor entertainment
  • Scenic ranch atmosphere

The event runs across three days and is designed to feel like stepping back into the American frontier era.

Learn more here:

Old West Days at Los Rios Rancho

Additionally, you can enjoy a lovely shaded picnic lunch (and their delicious Farm Kitchen) all summer long!


More Summer Events at Riley’s At Los Rios Rancho

Upcoming Summer Highlights Include:

Movies on the Green

  • July 25, 2026
  • Outdoor movie night under the stars
  • Free family event
  • Lawn games and trivia before the movie begins

Chuck Wagon Supper Show

  • August 1, 2026
  • Dinner entertainment experience with western themes

Gospel Sing

  • August 16, 2026
  • Community hymn singing and bluegrass music
  • Cookies and coffee provided
  • Free family-friendly event

You can browse the full event calendar here:

Los Rios Rancho Event Calendar


Don’t Forget the Hiking & Mountain Views

Beyond the farms and festivals, Oak Glen is also a beautiful place to slow down and enjoy nature.

Summer visitors can enjoy:

  • Scenic mountain drives
  • Forest trails and preserves
  • Picnic areas
  • Wildlife viewing
  • Cooler temperatures than surrounding valleys

The peaceful setting is one of the reasons so many Southern California families return year after year. Check out my post on area hiking trails here.


Visit the Oak Glen Farmers Market This Summer

Another fun summer activity in Oak Glen is the Oak Glen Farmers Market – a fun weekend gathering filled with local vendors, fresh food, handmade goods, mountain views, and family-friendly atmosphere.

The market has quickly become a favorite stop for both locals and visitors looking to enjoy the slower pace and small-town charm that makes Oak Glen special.

What You’ll Find at the Market

Visitors can enjoy:

  • Fresh local produce
  • Handmade artisan goods
  • Boutique vendors
  • Food and snacks
  • Family-friendly atmosphere
  • Seasonal treats and gifts
  • Beautiful mountain scenery

The market is a great addition to a full Oak Glen day trip – especially when paired with stops at places like Oak Tree Mountain, Snow-Line Orchard, Riley’s Farm, Rileys At Los Rios Rancho, or Moms Country Orchards.


2026 Oak Glen Farmers Market Dates

The Spring Market runs every other weekend from April through July from 11:00 AM – 4:00 PM.

Market Dates

  • April 18–19
  • May 2–3
  • May 16–17
  • May 30–31
  • June 13–14
  • June 27–28
  • July 11–12
  • July 25–26

Location

38955 Oak Glen Rd
Oak Glen, CA 92399

The market is designed to highlight local businesses, makers, food vendors, and community events in the heart of Oak Glen.

Learn More

You can find more information about the market, vendors, and upcoming events here:

Oak Glen Farmers Market

Planning Your Summer Trip to Oak Glen

Helpful Tips

  • Arrive early on weekends for easier parking
  • Bring sunscreen and comfortable walking shoes
  • Check farm social media pages for updated hours
  • Berry availability can vary depending on weather
  • Summer afternoons are cooler than the valley, but still warm

Final Thoughts

Oak Glen in the summer offers something increasingly rare in Southern California  – a slower pace, cool mountain air, family traditions, and memorable outdoor experiences.

From raspberry picking and mini cider donuts to western festivals and Revolutionary War reenactments, there is far more happening in Oak Glen during the summer than many people realize.

If you’ve only visited during apple season, summer may become your new favorite time to explore the mountain orchards and ranches of Oak Glen.

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