San Diego’s Top Fall Festivals and Entertainment Venues
As the temperatures dip and the golden leaves start to fall, San Diego transforms into a city full of celebration, creativity, and cozy nightlife. From outdoor art festivals to immersive cannabis lounges, there’s something for everyone to enjoy this fall. Whether you’re looking for live music, local food, or chill vibes with friends, here are the top fall festivals and entertainment venues to check out in San Diego.
🎶 1. CRSSD Festival – Waterfront Park
Every fall, CRSSD Festival turns the bayfront into an electronic paradise with world-class DJs, waterfront views, and craft cocktails. The festival’s relaxed yet energetic vibe captures the best of San Diego’s music culture, drawing both locals and travelers for two unforgettable days of beats and dancing.
🍁 2. Adams Avenue Street Fair – Normal Heights
San Diego’s largest free music festival features more than 80 acts across multiple stages, plus food trucks, beer gardens, and artisan markets. The cooler weather makes it the perfect time to wander the neighborhood, sample local eats, and discover your next favorite band.
🌿 3. Sessions by the Bay – Point Loma
For a more laid-back fall experience, Sessions by the Bay is the city’s go-to cannabis lounge and weed restaurant. This waterfront cannabis bar hosts curated experiences throughout the season, including infused mocktail tastings, terpene pairing nights, and live music sessions that blend artistry with relaxation. Whether you’re into THC-infused beverages or prefer a chill smoke session with friends, this weed lounge is redefining fall entertainment in San Diego.
🎭 4. The Rady Shell at Jacobs Park – Embarcadero
Set along the waterfront, The Rady Shell offers a stunning open-air concert experience under the stars. Fall shows range from symphonies and film screenings to pop concerts, making it one of the most scenic venues in the city. Bring a blanket and cozy up for an unforgettable night.
🍂 5. Ocean Beach Oktoberfest – Ocean Beach
A San Diego tradition that mixes beach vibes with Bavarian spirit. Expect local brews, live bands, costume contests, and ocean views. It’s the perfect mix of festive and laid-back, making it one of the most anticipated fall events in the area.
Celebrate the Season in Style
San Diego’s fall calendar is packed with experiences that combine fun, culture, and relaxation. From massive music festivals to intimate evenings at a weed bar or cannabis restaurant like Sessions by the Bay, there’s no shortage of ways to celebrate the season. Grab a drink, light up (where permitted), and enjoy everything the city has to offer this fall.
