Home » **Annual Event**, *Top Pick*, Christmas, Community, Fairs & Festivals, Holiday Festivities, In Person, Tree + Holiday Lightings

San Leandro’s 29th Annual Tree Lighting, Holiday Market, Train Rides & Performances

Friday, December 4, 2026 - 5:00 pm to 9:00 pm | Cost: FREE
Estudillo Plaza | 1301 E. 14th St., San Leandro, CA
East Bay

Event Details

Downtown San Leandro invites you to the 29th Annual “It’s a Wonderful Night” holiday celebration! Ring in the holidays with the annual tree lighting, holiday performances, free photos with Santa, holiday train rides, kids zone, holiday market, holiday drinks, and more! 🎄

This family-friendly event will take place on Friday, December 4th, from 5:00-9:00 PM. The holiday tree lighting will be at 5:30 PM in Estudillo Plaza at Estudillo Ave at E. 14th Street, and the main event will be centered around W. Juana Avenue in the Butterfly Plaza. We can’t wait to celebrate and ring in the holiday season with you all! ❄️

Original Event Description:
We’re counting down the days for our 29th Annual It’s A Wonderful Night celebration. 🎄 Ready to be a part of the magic? ❄️Applications for vendors and community performances/resources are open! Link is in our bio. We can’t wait to have a joly time with you! ✨ Downtown San Leandro invites you to the 29th Annual “It’s a Wonderful Night” holiday celebration! Ring in the holidays with the annual tree lighting, holiday performances, free photos with Santa, holiday train rides, kids zone, holiday market, holiday drinks, and more! 🎄 This family-friendly event will take place on Friday, December 4th, from 5:00-9:00 PM. The holiday tree lighting will be at 5:30 PM in Estudillo Plaza at Estudillo Ave at E. 14th Street, and the main event will be centered around W. Juana Avenue in the Butterfly Plaza. We can’t wait to celebrate and ring in the holiday season with you all! ❄️

Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE
Categories: **Annual Event**, *Top Pick*, Christmas, Community, Fairs & Festivals, Holiday Festivities, In Person, Tree + Holiday Lightings
Address: 1301 E. 14th St., San Leandro, CA

Other Events on This Day

Friday, December 4, 2026

9:00 am   Japanese Tea Garden’s Free Admission Hour (Golden Gate Park)  FREE*
*Free from 9-10am on Monday, Wednesday and Friday; otherwise non-resident admission is $12 - $16 depending on the season. San Francisco residents are always free with valid ID
All Day   Free Admission Day at Santa Cruz Museum of Natural History  FREE
All Day   History Museum: Free First Fridays (Redwood City)  FREE
11:00 am   “Pay-What-You-Can” Taco Day at SF’s Tato (Every Friday)  FREE*
*Every Friday pay anywhere from $0 up to $10. When a customer pays the full price of $10, TATO will give a free meal to someone in need in The City. Please note promotion might end at any time
2:30 pm   Union Square’s 2026 Chanukah Festival: 25-Foot-Tall Menorah (Dec 4-11)  FREE
3:00 pm   Local Maker Holiday Bazaar (Berkeley)  FREE
3:00 pm   “Block Fest” Tenderloin Arts Festival & Free Art Making | SF  FREE*
*Free, but an RSVP is required.
5:00 pm   Hayes Valley’s 36th Annual Holiday Stroll (2026)  FREE
5:00 pm   Free 2026 Hayes Vally Holiday Stroll w/ Snowfall + Tap Dancing Trees (SF)  FREE
5:00 pm   $1 Drink Fridays: “Battle of the Decades” DJ Party (North Beach)  FREE*
*Free admission with RSVP on Eventbrite
5:00 pm   “Oakland First Fridays” Street Festival  FREE
5:00 pm   Baukunst First Fridays: Art, Music + Food (Bernal Heights)  FREE
5:00 pm   South First Fridays Art Walk (San Jose)  FREE
5:00 pm   North Beach First Fridays Art Crawl (SF)  FREE
6:00 pm   Oakland Art Murmur (First Fridays Art Walk)  FREE
6:00 pm   “Let’s Glow SF” 2026: SF’s Huge Holiday Projection Arts Fest (Opening Night Celebration)  FREE
6:30 pm   SF State’s Free Public Rooftop Stargazing Nights w/ Huge Telescope (Final Night of 2026)  FREE*
*Events are weather-dependent. Check the observatory's stories or follow its updates for confirmation each night.
7:00 pm   “HellaSecret” Speakeasy Comedy Show & Cocktail Night (Oakland)  FREE*
*Limited free tickets with code FUNCHEAP (donations appreciated). Otherwise use code FUNCHEAP5 for $5 off early bird and general admission tickets
7:00 pm   “Golden Gate Comedy Night” SF’s Most Intimate Comedy Club  FREE*
*Free with RSVP. 21+
7:00 pm   SF’s HellaSecret “Crazy Funny Asians” Friday Night Comedy Showcase (7p + 9p)  FREE*
*Free tickets, but RSVP Required. Donations ($5-$10) greatly appreciated. Otherwise, $15 adv / $20 door tickets also available
7:00 pm   “Rush Hour Comedy Night” w/ SFs Best Black & Asian Comedians (The Function)  FREE*
*RSVP Required
7:00 pm   2026 Twisted Holiday Festival: 24 New Theater Performances in SF (Dec 4-20)  FREE*
*Tickets are free with donation encouraged, both online and in person. $10 or more donation required to reserve in person tickets before the day of the performance.
8:00 pm   Oakland Critical Mass | First Friday  FREE
8:00 pm   “The Stoner Comedy Jam” Friday Nights (SF)  FREE*
*Free with RSVP (21+ with Valid ID) - One item minimum purchase per person required
8:00 pm   San Francisco Bike Party (First Fridays)  FREE
9:00 pm   $5 Off: “Your Fucked Up Relationship” Live in SF (Every Friday & Saturday)  $16.37*
*$5 off with secret code FUNCHEAP (normally $21.49) No added ticketing fees. No Drink Minimum
9:00 pm   SF Neo-Futurists “The Infinite Wrench” (30 Plays in 60 Minutes, every Fri & Sat)  $18.60*
*$13 + roll of a die at the door, OR $16 online. Group discounts—bring friends!
9:00 pm   Grasshopper: Three In Love  $113*
*Open to all ages.
10:15 pm   $5 Off: “The Ritual” Comedy Show in The Mission (SF)  $12.16*
*FUNCHEAP discount code for $5 off
< Thursday, December 3 Saturday, December 5 >