Celebrating Craft & Community

Once a year, Rolando welcomes all to one of San Diego’s only neighborhood street fairs.  With live bands, local performances, over 150 vendors, a beer garden and an interactive kids area, this all day event is free to enter and has fun for everyone.   Enjoy live music, grab a bite to eat and enjoy a beer with friends.  Check out up-and-coming talent on the community stage, browse local arts and crafts, or just let the kids run wild through the inflatables and activities of the kids zone.  It all happens on the beautiful tree lined streets, under the vintage acorn lamp posts of Rolando.

Local live music all day from Veronica May and The To Do List, Len Rainey and the Midnight Players, Psydecar, Sister Speak and Funks Most Wanted.  Plus more performances on the community stage!  Click here to see the schedule and find out who is playing when.

Enjoy street fair food classics, along with healthy options, coffee and tea.  NEW this year the BLVD 63 Beer Garden! The Tap Truck will be onsite pouring local brews from Black Market Brewing and Burning Beard Brewing.

This year’s kid zone is all about interactive and $5 gets you unlimited access all day.  Check out the rock wall, obstacle course, bounce house, activities from Living Coast Discovery Center and more!

Over 100 vendors including, local artisans selling their handmade arts & crafts, boutique bath & body products, fashion apparel, home & garden wares and more!

Photo credit: Jolyne Harris

Celebrating 24 Years Under the Acorns

The Rolando Street Fair is the product of a dedicated team of volunteers.  For over 20 years the Rolando Community Council has put together this neighborhood event for all San Diegans to enjoy.  Starting as a small neighborhood block party, the Rolando Street Fair has grown into a legacy event attended by thousands.   Though the times have changed and the fair has expanded its footprint, the purpose remains the same – to celebrate the inclusive comradery of Rolando and enjoy the beautiful neighborhood streets with good food, good people and good fun.

We want to see your pictures of past Rolando Street Fairs!

Share your pictures from past years on social media, tag us and use the #rolandostreetfair  Help us show the rest of San Diego how great the Rolando community is!

Frequently Asked Questions

Where is the Rolando Street Fair?

The fair takes place along Rolando Blvd. between El Cajon Blvd and Solita Ave.

How much does the Rolando Street Fair Cost?

Admission to the Rolando Street Fair is free and you’re welcome to come and go throughout the day.   Admission includes viewing of bands, community stage performances and an unlimited use kid zone wristband is just $5. 

How do I get to the Rolando Street Fair – Is there parking?

On-street parking is available throughout the neighborhood but can be limited.  We suggest walking, biking or taking ride shares like Lyft and Uber or Public Transportation.  Please note the following streets will be closed to through-traffic and parking during the fair: Rolando Blvd. between Solita Ave. and El Cajon Blvd., Solita Ave between Filipo Dr. and Rolando Blvd., and Alamo Dr. between El Cajon Blvd. and Solita Dr., and Shannon Ave.

To reach the fair using public transportation, take bus route “1” between Hillcrest and Grossmont which runs down El Cajon Blvd. Get off at the El Cajon Blvd./Rolando Blvd. stop, and the fair will be in sight. The nearest Trolley stop is SDSU. From the SDSU Trolley stop, take the 856 or 936 bus to the College Ave./El Cajon Blvd. stop and transfer to the “1” bus per the instructions above. Bike racks will be provided at the fair on Shannon Ave.

What can I bring with me?

No outside alcoholic beverages or weapons are allowed at the Rolando Street Fair.  Any bags or persons attending the street fair are subject to search.  By entering the street fair you may be photographed.  Any photographs will be used for future Rolando Street Fair marketing and promotions.

How do I get involved in the Rolando Street Fair?

Interested in being a Vendor or Sponsor of our Fair? Learn more here.

Volunteers are needed on the day of the Street Fair and to distribute advance flyers and posters in the neighborhood. If you can volunteer for either activity, please contact us.