Rolando Street Fair
The Rolando Street Fair is our community’s favorite annual event and the best intimate street fair in San Diego County. Organized and run by a team of selfless volunteers, this major attraction draws crowds of many thousands. The Fair boasts a great musical line-up every year and offers tons of food, arts and crafts, and service booths for the entire family. Located on pretty Rolando Blvd. between towering Silk Oaks (planted over 75 years ago) you can spend the day enjoying our neighborhood, meeting old friends, and making new ones!
2017 Music Line-up
- Len Rainey and the Midnight Players
- Trey Tosh & The Band Called Life
- The Routine
- Paul Cannon IRON SAGE WOOD
- Cassidy and The Music
Transportation and Parking
On-street parking is available throughout the neighborhood but can be very limited. 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.
Important Links for Vendors
The Rolando Street Fair has a wide assortment of carnival rides and games, face-painting and balloon artists, and plenty of youth-friendly booths too. Something for everyone in the family!
Sponsors and Sponsorship Opportunities
Interested in being a Sponsor of our Fair? Download our Sponsorship Packet 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 . You can also contact our Fair Volunteer Coordinator Doug Lister here. For additional information please go here.
Fun times at the 2016 Rolando Street Fair!
This ambitious event depends upon support from the City of San Diego Commission for Arts and Culture, the office of Councilmember Marti Emerald, the College Area Business District, the Rolando Community Council, generous local business Sponsors and, without fail, our wonderful volunteers who make it happen.
Thank you to our 2017 Fair Sponsors!
Photo credits: Jolyne L. Harris Photography - PhotOptions