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Events and Things to do in Santa Rosa in May 2026

Things to Do in Santa Rosa, CA – May 2026 | Santa Rosa Business List

Santa Rosa Business List · Sonoma County

Things to Do in
Santa Rosa — May 2026

Wine country in bloom: farmers markets, live music, Mother’s Day brunches, world-class concerts, community festivals, and more.

May is one of the best months to be in Santa Rosa. The vines are leafing out, the weather turns warm, and the events calendar fills up fast — from outdoor markets and winery celebrations to concerts at Luther Burbank Center and neighborhood gatherings across the city. Here’s everything happening in May 2026, in chronological order.

Every Saturday

Santa Rosa Original Certified Farmers Market

8:30 AM – 1:00 PM · Luther Burbank Center Parking Lot
Sonoma County’s largest farmers market. Fresh produce, meats, flowers, artisan foods.

Every Wednesday

Wednesday Certified Farmers Market

8:30 AM – 1:00 PM · Luther Burbank Center Parking Lot
Midweek edition of the beloved market — great local produce & less hustle than Saturday.

Weds May 13–Aug 12

Wednesday Night Market — Opening Night!

5:00 PM – 9:00 PM · Old Courthouse Square, Downtown
37-year street fair tradition. Free admission, 7,000–9,000 nightly. Food, artisans, live concerts every week through August.

Every Monday Night

Monday Pro Jam — The California Theatre

528 7th St, Downtown Santa Rosa
Resident open jam session at The California Theatre. Drop in for live music with local pros.

Every Sunday

Salsa Sundays — The California Theatre

528 7th St, Downtown Santa Rosa
Resident salsa dancing program at The California. All levels welcome.

May
2
Saturday
Cycling

Wine Country Century — Santa Rosa Cycling Club

📍 Luther Burbank Center for the Arts, 50 Mark West Springs Rd ⏰ 5:00 PM start

A beloved annual cycling event through the vineyards and rolling hills of Sonoma County, organized by the Santa Rosa Cycling Club. Routes range from a metric century to a full 100-mile ride, all finishing near the Luther Burbank Center. Great for cyclists of all fitness levels who want to experience wine country from the saddle.

May
3
Sunday
Performing Arts

Luther Burbank Center — Sunday Performance

📍 Luther Burbank Center for the Arts, 50 Mark West Springs Rd ⏰ 3:30 PM

An afternoon performance at LBC’s Ruth Finley Person Theater. Check lutherburbankcenter.org for full billing and tickets. The 2,011-seat theater hosts world-class performances year-round.

May
8
Friday
Live Music

Bobby Rush & North Mississippi Allstars

📍 Luther Burbank Center for the Arts ⏰ 8:00 PM

Grammy-winning blues legend Bobby Rush joins forces with the hard-driving North Mississippi Allstars for a powerhouse night of Southern blues and soul at Luther Burbank Center. Tickets available at the LBC box office and online.

May
9
Saturday
Performing Arts

Luther Burbank Center — Saturday Night Show

📍 Luther Burbank Center for the Arts ⏰ 8:00 PM

Saturday night performance at LBC. Check lutherburbankcenter.org for full billing and tickets. The LBC box office is open Tuesday–Friday 10 AM–5 PM and Saturday 10 AM–3 PM.

May
10
Sunday
Mother’s Day

Mother’s Day Brunch at Safari West

📍 Safari West, 3115 Porter Creek Road, Santa Rosa ⏰ 11:00 AM & 2:00 PM seatings 💰 Adults $55 · Ages 4–12 $35 · Under 3 free

Treat Mom to an unforgettable Mother’s Day brunch on the “Sonoma Serengeti” at Safari West wildlife sanctuary. Reserve online at safariwest.com.

May
10
Sunday
Mother’s Day

Mother’s Day Paint & Sip — Full Circle Studio

📍 Full Circle Studio, Santa Rosa ⏰ May 10, 2026

A creative Mother’s Day experience — paint together, sip wine, and make a lasting memory. Full Circle Studio offers a relaxed, welcoming environment for all skill levels. Check their website for times and booking.

May
10
Sunday
Mother’s Day Brunch

Mother’s Day Brunch Buffet — Iron & Vine at Bennett Valley Golf Course

📍 3330 Yulupa Ave, Santa Rosa ⏰ Seatings at 9:30 AM & 12:30 PM 💰 Adults $59 · Ages 3–12 $20 · Under 3 free

Enjoy a Mother’s Day brunch buffet in a beautiful golf course setting. Moms golf free on Mother’s Day with another paying golfer. Reserve online at bennettvalleygolf.com.

May
11
Monday
Live Music

Craig Caffall Blues Night — The California Theatre

📍 The California Theatre, 528 7th St, Santa Rosa ⏰ 6:00 PM – 9:00 PM

Bay Area singer-songwriter and guitarist Craig Caffall brings his special brand of blues to The California. One of the top rockabilly guitarists on the local scene today. Tickets at caltheatre.com.

May
13
Wednesday
Season Opener

Wednesday Night Market — Opening Night 2026

📍 Old Courthouse Square, Downtown Santa Rosa ⏰ 5:00 PM – 9:00 PM · FREE

The first Wednesday Night Market of 2026! Sonoma County’s premier free street fair kicks off its 37th season at beautiful Courthouse Square. Expect 7,000–9,000 neighbors, street food from local restaurants, artisan vendors, wine country produce, and a live concert. Runs every Wednesday through August 12.

May
15
Friday
Live Music

Secret Song Club: Ryan Woodard, Ellie James & Nicco Weisskoff

📍 The Lost Church Santa Rosa ⏰ 7:30 PM

An intimate evening of original songwriting at The Lost Church, Santa Rosa’s beloved listening room. Secret Song Club showcases local and emerging musicians in an up-close, attentive setting. Tickets at thelostchurch.com.

May
15
Friday
Performing Arts

Luther Burbank Center — Friday Night Show

📍 Luther Burbank Center for the Arts ⏰ 7:30 PM

Friday evening performance at LBC’s Ruth Finley Person Theater. Check lutherburbankcenter.org for program details and ticket information.

May
16
Saturday
Tribute Concert

FLEETWOOD MASK — Fleetwood Mac Tribute

📍 Flamingo Resort, 2777 4th St, Santa Rosa ⏰ 8:00 PM

Decades of hits, high energy, and near-album quality sound — Fleetwood Mask delivers the ultimate live Fleetwood Mac tribute experience at the Flamingo Resort’s outdoor stage. A perfect Santa Rosa spring evening.

May
21
Thursday
Theater / Comedy

Napoleon Dynamite Live — Jon Heder, Efren Ramirez & Jon Gries

📍 Luther Burbank Center for the Arts ⏰ 7:30 PM

A hilarious live conversation and Q&A with the cast of the beloved cult classic film — Jon Heder (Napoleon), Efren Ramirez (Pedro), and Jon Gries (Uncle Rico). Tickets at lutherburbankcenter.org.

May
21
Thursday
Schools

SACO Meeting — Santa Rosa Charter School for the Arts

📍 756 Humboldt Street, Santa Rosa · Art Room C101 ⏰ 5:45 PM – 6:45 PM

Monthly School Advisory Committee on Outreach (SACO) meeting at Santa Rosa Charter School for the Arts. Open to parents, guardians, and community members interested in supporting arts education in Santa Rosa.

May
22
Friday
Performing Arts

Paul Anka: A Man and His Music

📍 Luther Burbank Center for the Arts ⏰ 7:00 PM

Legendary singer-songwriter Paul Anka brings his timeless catalog to LBC — spanning decades of pop, swing, and classic American songwriting. Tickets at lutherburbankcenter.org.

May
23
Saturday
Cabaret

Lucy Darling — Simply Darling

📍 Luther Burbank Center for the Arts ⏰ 7:30 PM

A charming and witty cabaret performance by Lucy Darling at Luther Burbank Center. Tickets and details at lutherburbankcenter.org.

May
24
Sunday
Country / Americana

Charley Crockett — Age of the Ram Tour

📍 Luther Burbank Center for the Arts ⏰ 7:30 PM

Texas-born Americana icon Charley Crockett brings his “Age of the Ram” tour to Santa Rosa — a hard country sound rooted in Gulf Coast blues, Western swing, and honky-tonk tradition. Produced by Shooter Jennings, it’s one of the most authentic country shows of 2026. Don’t sleep on this one. Tickets at lutherburbankcenter.org.

May
23–25
Mem. Weekend
Winery Weekend

Memorial Day Weekend Wine Country

📍 Wineries throughout Santa Rosa & Sonoma County ⏰ All weekend

Memorial Day weekend is one of the most popular times to visit Sonoma County’s wineries. Many Santa Rosa-area wineries including Paradise Ridge Winery, Kendall-Jackson Wine Estate & Gardens, and Matanzas Creek Winery offer special tastings and events. Book ahead — it fills up fast.

May
28
Thursday
Cultural Celebration

Voces y Pasos: A Cultural Celebration — LBC Mariachi & Ballet Folklórico

📍 Luther Burbank Center for the Arts ⏰ 7:00 PM

The 2nd Annual “Voces y Pasos” presented by LBC’s Afterschool Mariachi and Ballet Folklórico programs — a joyful showcase of young talent celebrating Latin music and dance heritage. A meaningful community event, free or low-cost for families. Details at lutherburbankcenter.org.

Park

Spring Lake Regional Park

Open daily · 393 Violetti Rd · Swimming lagoon opens Memorial Day. Hiking, fishing, kayak rentals, and lakeside picnics all month long.

Park

Annadel State Park

Open daily · Channel Drive · 5,000 acres of trails through oak woodlands and wildflower meadows. Peak spring hiking season in May.

Garden

Luther Burbank Home & Gardens

204 Santa Rosa Ave · Gardens open daily. The historic home and grounds of Santa Rosa’s legendary botanist are in full bloom in May. Free garden admission.

Park

Howarth Park

630 Summerfield Rd · Amusement rides, pony rides, playground, paddle boats, and picnic areas. Perfect family destination all through May.

Museum

Charles M. Schulz Museum

2301 Hardies Lane · Open daily 11 AM–5 PM · The world’s only museum dedicated to Peanuts and Snoopy’s creator. Rotating exhibits, Snoopy’s Home Ice skating rink next door.

Visual Art

LBC Sculpture Garden & Art Walk

50 Mark West Springs Rd · Free to visit · Explore the contemporary sculpture garden and outdoor art walk at Luther Burbank Center. Self-guided maps available.

Wildlife

Safari West

3115 Porter Creek Rd · Open daily · Open-vehicle safaris through 400 acres with giraffes, cheetahs, zebras, and 900+ animals. Book tours at safariwest.com.

Winery

Kendall-Jackson Wine Estate & Gardens

5007 Fulton Rd, Fulton · World-famous estate with culinary gardens, sensory garden, and daily tastings. One of Sonoma County’s top destinations.

Winery

Paradise Ridge Winery

4545 Thomas Lake Harris Dr · Sweeping valley views, sculpture garden, and estate wines. Open for tastings Thursday–Monday. A Santa Rosa hillside gem.

Winery

Matanzas Creek Winery

6097 Bennett Valley Rd · Stunning lavender fields in bloom by late May. Tasting room open daily. Known for Sauvignon Blanc and Merlot.

Winery

Old World Winery

13189 Cloverdale Rd, Healdsburg · Russian River appellation wines in a relaxed, intimate setting. Small-production wines worth seeking out.

Restaurant

John Ash & Co. — Vinarosa Resort & Spa

4330 Barnes Rd · Iconic wine country cuisine in a luxurious garden setting. Mother’s Day brunch a local tradition. Reservations recommended.

Restaurant

Sally Tomatoes

1100 Valley House Dr, Rohnert Park · Family-friendly Italian-American. Annual Mother’s Day Champagne brunch starting at 10 AM — $32 adults, bottomless mimosas available. RSVP at 707-665-9472.

Bar & Dining

Russian River Brewing Company

725 4th St, Santa Rosa · Home of Pliny the Elder and Pliny the Younger. Iconic craft beer in Downtown Santa Rosa. Expect a wait — always worth it.

Live Music Bar

The California Theatre

528 7th St · Full bar and kitchen with live music, comedy, theatre and dance throughout May. Home of Monday Pro Jam and Salsa Sundays.

Episcopal

St. John’s Episcopal Church

97 Arroyo Rd, Santa Rosa · Active congregation with regular Sunday services and community events. Hosts the Sonoma Guitar Series in partnership with area music organizations.

Catholic

Diocese of Santa Rosa

Diocese of Santa Rosa · Parishes throughout the city offer May devotions and community events throughout the month. Find your local parish at dioceseofsantarosa.org.

Community

Unity of Santa Rosa

3391 Guerneville Rd · Inclusive spiritual community with Sunday services and regular workshops. Check their calendar for May events and gatherings.

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