Looking for the best things to do in Redlands, California? Whether you’re a local, new resident, or planning a visit, Redlands is full of charm year-round. From outdoor adventures and historic landmarks to lively festivals and community traditions, there’s always something happening in this Inland Empire gem.
To help you plan, here’s a calendar-style guide to Redlands events and activities throughout the year.
January – March: Fresh Starts & Local Traditions
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Redlands Bicycle Classic (March) – One of the longest-running professional stage races in the U.S., drawing cyclists and fans from around the world.
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Downtown Farmers Market (Year-Round, Saturdays) – Fresh produce, artisan goods, and local flavors right in Historic Downtown Redlands.
Things to Do:
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Hike San Timoteo Canyon or Zanja Peak for crisp winter views.
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Tour Kimberly Crest House & Gardens to soak up history and architecture.
April – June: Spring Blooms & Festivals
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Redlands Bowl Young Artists Auditions (Spring) – Celebrating up-and-coming musical talent.
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Redlands Run Through Redlands (April) – A community favorite 5K/10K/half marathon through scenic neighborhoods.
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Historic Home Tour (May) – Peek inside Redlands’ beautiful Victorian and Craftsman homes.
Things to Do:
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Stroll Prospect Park while the rose gardens are in full bloom.
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Enjoy wine tasting at local spots like State Street Winery.
July – September: Summer Nights in Redlands
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Redlands Bowl Summer Music Festival (July–August) – Free outdoor concerts since 1924, ranging from classical to contemporary.
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Fourth of July Celebration – Parades, fireworks, and patriotic fun at Sylvan Park.
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Summer Movies in the Park – Family-friendly nights under the stars.
Things to Do:
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Grab a coffee downtown and shop boutiques on State Street.
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Take a day trip to nearby Oak Glen for apple season starting in September.
October – December: Fall Colors & Holiday Magic
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Live Oak Canyon Pumpkin Patch & Corn Maze (October) – One of Southern California’s best fall attractions.
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Redlands Downtown Art Walk (October) – Local artists, live music, and food vendors.
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Christmas Parade & Holiday Stroll (December) – Kick off the season with lights, music, and small-town cheer.
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New Year’s Eve Orange Drop (December 31) – Redlands’ quirky, fun twist on Times Square.
Things to Do:
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Visit Smiley Library & Lincoln Shrine for history buffs.
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Explore fall trails at San Bernardino National Forest just minutes away.
Why Redlands is Worth Exploring Year-Round
No matter the season, Redlands offers a unique blend of outdoor adventure, cultural events, and small-town charm. With its historic architecture, vibrant downtown, and lively community calendar, there’s always something to look forward to.
If you’re considering making Redlands your home—or just want to experience it like a local—this event calendar is your go-to guide for things to do.
Let’s Connect
Thinking of moving to or within Redlands? I’d love to help you discover not just homes, but the lifestyle this city has to offer. Contact me today to learn more about Redlands real estate, neighborhoods, and community highlights.
