Events and Things to Do in Redwood City-Woodside, CA

Friday, October 2

Featured

Salty Licks Live at Auto Vino Friday Happy Hour

OCT

2

4:30 PM

380 Industrial Rd, San Carlos, CA

Start your weekend in the Auto Vino Wine Garden with live music, wood-fired food, and Woodside Vineyards wines. Catch up with...

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Saturday, October 3

Featured

Up and Away Botb Annual Fundraiser

OCT

3

6:30 PM

Domenico Winery, 1697 Industrial Rd, San Carlos, CA

Join Broadway on the Bay for an extraordinary evening celebrating Bay Area theatre culture at their annual fundraiser....

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Wednesday, October 7

Featured

Redwood City Library Foundation's 5th Annual Upscale Pub Crawl

OCT

7

5:00 PM

Redwood City Public Library, 1044 Middlefield Rd, Redwood City, CA

Join us at RCLF’s 5th Annual Upscale Pub Crawl Fundraiser, benefiting Redwood City Public Library and recognizing Banned Books...

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Saturday, October 10

Featured

Peninsula and South Bay Green@Home Tour 2026

OCT

10

11:00 AM

Palo Alto, CA

A showcase of environmentally-friendly homes in San Mateo and Santa Clara County renovated with sustainability in...

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Thursday, October 1

• College, Career, & Community Fair 6:15 pm

  Sequoia High School Gym 3, 1201 Brewster Ave, Redwood City, CA, 94062

  
  

Friday, October 2

• Salty Licks Live at Auto Vino Friday Happy Hour 4:30 pm

  380 Industrial Rd, San Carlos

  
  
• Highlands Community Club - Bingo Dinner 6:00 pm

  1665 Fernside St, Redwood City

  
  
• Lee Shupp live music 7:00 pm

  Alhambra Irish House, 831 Main St, Redwood City

  
  

Saturday, October 3

• Up and Away Botb Annual Fundraiser 6:30 pm

  Domenico Winery, 1697 Industrial Rd, San Carlos

  
  
• SOMETHING ROTTEN! presented by Woodside Musical Theatre 9:00 am

  199 Churchill Ave, Woodside

  
  
• Walk for Mental Health with NAMIWalks 2026 San Mateo County 9:00 am

  Coyote Point Park, Duck Pond, San Mateo

  
  

Sunday, October 4

• Flower & Pumpkins Workshop 12:00 pm

  Alhambra Irish House, 831 Main St, Redwood City

  
  

Wednesday, October 7

• Redwood City Library Foundation's 5th Annual Upscale Pub Crawl 5:00 pm

  Redwood City Public Library, 1044 Middlefield Rd, Redwood City

  
  

Saturday, October 10

• Peninsula and South Bay Green@Home Tour 2026 11:00 am

  San Mateo & Santa Clara Counties

  
  
• Woodside Day of the Horse - 'Year of the Fire Horse' 11:00 am

  Woodside Town Hall, 2955 Woodside Rd, Woodside, CA 94062

  
  
• The American Spirit - Redwood Symphony 7:30 pm

  Theater | Cañada College, 4200 Farm Hill Blvd, Redwood City

  
  
• The American Spirit - Opening Night 7:30 pm
  
  

Friday, October 16

• League Cycling Instructor Seminar Oct 16-18 3:00 pm

  Stanford University | Redwood City, 505 Broadway, Redwood City

  
  

Friday, October 23

• Bay Area Connect Conference 10:00 am

  San Mateo Elks Lodge, 229 W 20th Ave, San Mateo

  
  

Saturday, October 24

• San Mateo County History Museum Volunteer Orientation 10:00 am

  San Mateo County History Museum, 2200 Broadway, Redwood City

  
  
• Free First Friday at the San Mateo County History Museum 10:00 am

  San Mateo County History Museum, 2200 Broadway, Redwood City

  
  
• Devil's Slide: A Road Shaped by the Land 1:00 pm

  San Mateo County History Museum, 2200 Broadway, Redwood City

  
  

Saturday, November 7

• HISTORY IN MOTION, a FREE Grand Opening Celebration 10:00 am

  San Mateo County History Museum, 2200 Broadway, Redwood City

  
  

Sunday, November 8

• Chic Boutique Call for Vendors 10:00 am

  149 Clinton St, Redwood City