Holidays at Cityline

DATE/TIME

Saturday, Dec 6th, 3pm - 8:30pm

LOCATION

Redwood Square

Holiday Market with Sip Shop Eat & 26th Annual Tree Lighting🎄

Step into the holiday spirit at Cityline! ✨ Join us for a festive day filled with local shopping, live entertainment, and community cheer — all leading up to Downtown Sunnyvale’s beloved 26th Annual Tree Lighting.

Here’s what to expect:

  • 🛍️ Sip Shop Eat Holiday Market with 60+ local vendors

  • 🍸 Seasonal cocktails, snacks & creative DIY stations

  • 🎄 26th Annual Tree Lighting Ceremony

  • 🎶 Live performances by local schools

  • 🎅 Photos & fun with Santa

  • 🎲 Games, crafts & cozy vibes inside the Cityline Social Club

Event Details:

  • 📅 Date: Saturday, December 6th

  • 🕐 Time: 3:00 PM - 8:30 PM

  • 📍 Location: Redwood Square at Cityline

  • 🎟 Entry is free but register for your tickets to enter the Sip Shop Eat holiday market and Cityline Social Club experience below

  • 🅿️ Free parking in the Orange Garage, 221 Taaffe

Meet me at Cityline.

Event Details:


🛍️ Holiday Market with Sip Shop Eat

Discover over 60 local vendors bringing you the best in food, fashion, gifts, and handmade holiday treasures. Sip on seasonal cocktails, snack your way through the market, and get creative at our DIY stations designed to spark holiday magic.

Cost: Free with VIP upgrades available

TICKETS

🎄 26th Annual Tree Lighting with Downtown Sunnyvale Association

The Downtown Sunnyvale Association brings its beloved 26th Annual Tree Lighting Ceremony to Cityline! Enjoy live performances by Columbia Middle School, Homestead High School, Fremont High School, and Sunnyvale Middle School as the community gathers to light up the night.

We’ll also be collecting donations for Sunnyvale Community Services’ Toy Drive — bring an unwrapped toy and help brighten the holidays for local families.

And keep an eye out... Santa will make a special appearance for photos and cheer! 🎅


🎲 Inside the Cityline Social Club

Head into the Cityline Social Club for cozy fun and a chance to win! Play Bingo for special holiday prizes, hang out at our board game stations, snap a pic in the photobooth, or craft friendship bracelets while meeting new friends.