There's something magical about fall in Redlands.
While the rest of Southern California barely notices the season change, we get crisp mornings, golden sunlight filtering through orange groves, and evenings cool enough for a sweater on the patio.
October and November are when Redlands truly shines, and if you're not careful, you'll blink and miss it.
Liz and I have been checking items off our own fall bucket list, and we thought, why not share it with you?
Whether you're a lifelong Redlander or new to the Groves, here are 25 things you absolutely need to do before winter arrives.
đ FAMILY & SEASONAL FUN
1. Pick Pumpkins at Kimberly Crest Harvest Days
Victorian gardens, hayrides, and pumpkin patches through October 26th. It's Instagram-worthy and kid-approved. (kimberlycrest.org)
2. Attend the Redlands Classic Car Show
Downtown State Street transforms into a rolling museum of vintage chrome and horsepower. October 18th, free admission. Bring your camera.
3. Explore Oak Glen (Just 30 Minutes Away)
Apple picking, cider donuts, and mountain air. Los Rios Rancho and Riley's Farm are local favorites. Go on a weekday to avoid crowds.
4. Trick-or-Treat in the Historic Victorian Neighborhoods
Olive Avenue, Cajon Street, and the Smiley Heights area go ALL OUT for Halloween. Grab the kids and take a stroll through history.
5. Visit a Working Citrus Grove
Fall is harvest season. Many local groves offer tours or u-pick opportunities. Ask around at the Farmers Market for recommendations.
â FOOD, DRINKS & LOCAL FLAVORS
6. Try Every Pumpkin Spice Drink in Town
Stell Coffee's pumpkin spice cardamom latte is legendary. Auggie's has seasonal quiches. Make it a caffeinated scavenger hunt.
7. Brunch at Auggie's Coffee House on a Sunday Morning
Cozy vibes, killer avocado toast, and the kind of atmosphere that makes you want to linger. Order the seasonal quiche â trust me.
8. Grab a Seasonal Beer at Hangar 24
Their fall lineup is always solid, and the patio has unbeatable sunset views of the mountains. Friday evenings are the move.
9. Shop the Redlands Farmers Market
Saturday mornings, 8 AMâ12 PM on State Street. Fresh citrus, homemade tamales, local honey, and live music. This is Redlands at its best.
10. Indulge in Fall Comfort Food
Hit up Joe Greensleeves for pizza by the fireplace, or Carolyn's on Orange for cozy French bistro vibes. Fall menus are out â explore them.
đ ARTS, CULTURE & ENTERTAINMENT
11. Catch a Show at Redlands Theatre Festival
From psychological thrillers like "Misery" to classic musicals, local theatre is world-class. Support the arts, get inspired. (redlandstheatrefestival.com)
12. Attend a Free Concert at Redlands Bowl
Even in fall, the Bowl hosts special performances. Bring a blanket, bring wine, bring friends. It's one of Redlands' greatest treasures.
13. Explore the A.K. Smiley Public Library
This isn't just a library â it's a Moorish architectural masterpiece and National Historic Landmark. Spend an afternoon browsing the California history section.
14. Visit the Lincoln Memorial Shrine
Free Thursday lecture series on California history continues through October. This month's topic: "The Citrus Barons of the Inland Empire."
15. Gallery Hop the Redlands Art Association
Check out rotating exhibits featuring local artists. Opening reception for the Winter Gallery Show is November 1st.
đ OUTDOOR ADVENTURES & NATURE
16. Hike the San Bernardino Mountains
Crisp air, fall colors (yes, we get them in the higher elevations), and jaw-dropping views. Grab a trail map and go explore.
17. Watch the Sunset from Prospect Park
Overlooking the valley with the San Gabriels in the distance. Bring a blanket, a thermos of hot cider, and someone you love.
18. Take a Bike Ride Through the Orange Groves
Cooler temps make cycling a joy again. Pedal through the groves on the outskirts of town and breathe in that citrus-scented air.
19. Walk the Zanja Trail
This historic water trail winds through Redlands and tells the story of our agricultural roots. It's shaded, peaceful, and dog-friendly.
20. Stargaze at Redlands Bowl or Sylvan Park
Clear fall nights = incredible stargazing. Pack a blanket and look up. You'll remember why you love small-town life.
đď¸ COMMUNITY & LOCAL PRIDE
21. Support a Local Small Business You've Never Tried
Fall is the perfect time to explore. That bookstore you've walked past? That boutique on State Street? Go in. Say hi. Buy local.
22. Volunteer at a Community Event
Redlands runs on volunteers. Whether it's the Bowl, a school fundraiser, or a nonprofit, give back. It feels good.
23. Take a Walking Tour of Historic Homes
Self-guided or organized, Redlands' Victorian mansions are stunning in the fall light. Morey Mansion, Kimberly Crest, and Edwards Mansion are must-sees.
24. Attend a High School Football Game
Friday Night Lights, Redlands-style. Redlands High vs. a rival under the autumn sky. Grab popcorn, cheer loud, feel the community spirit.
25. Say "Hi" to a Neighbor You Don't Know Yet
This one's simple but powerful. Redlands is special because of its people. Strike up a conversation at the coffee shop, the market, the park. Build connections.
đ FINAL THOUGHTS
Fall in Redlands doesn't last forever. By December, we'll be in holiday mode, and by January, we'll be back to California sunshine and 75 degrees. But right now? Right now is perfect.
So grab your favorite flannel, lace up your walking shoes, and get out there. Check off as many of these as you can. Take photos. Make memories. Fall in love with this town all over again.
Liz and I are working through this list ourselves, if you see us out there (probably at the Farmers Market with too many orange scones), come say hi. Let's make this the best fall Redlands has ever seen.
What's on YOUR fall bucket list? Hit reply and let me know â I'd love to hear what makes autumn special for you.
Stay positive, stay local, and enjoy every moment of this season.
Carlos Samaniego EA
Founder, RedlandsNow.com
