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Celebrate the Holidays in Willow Glen: 2025 Events & Local Guide
There’s something special about Willow Glen during the holidays.
Twinkling lights, decorated storefronts, local shopping and seasonal events bring plenty of reasons to spend time around Lincoln Avenue throughout November and December.
Whether you’re looking for a festive outing, checking off your holiday shopping list or simply want to enjoy more of what the neighborhood has to offer, here’s your guide to celebrating the 2025 holiday season in Willow Glen.
Willow Glen Farmers’ Market
Every Saturday | 9 AM–1 PM
Willow Glen Elementary School, 1425 Lincoln Avenue
Start your Saturday morning at the Willow Glen Farmers’ Market.
Held year-round on Saturdays, the market brings together local farmers and vendors and is an easy addition to a weekend spent exploring Willow Glen.
During the holiday season, stop by the market in the morning and then head farther down Lincoln Avenue for coffee, lunch or a little holiday shopping.
Visit the Willow Glen Farmers’ Market website
Small Business Saturday in Willow Glen
November 29, 2025
If you’re shopping for holiday gifts, Small Business Saturday is a great excuse to keep some of that shopping local.
Downtown Willow Glen is home to boutiques, restaurants, specialty stores and other independent businesses along and around Lincoln Avenue.
Instead of trying to finish your entire shopping list online, spend part of the day exploring local shops and seeing what you can find right here in Willow Glen.
Learn more about Downtown Willow Glen
Willow Glen Holiday Bubbly Walk
December 6, 2025 | 2–5 PM
One of Willow Glen’s popular seasonal events returns to Lincoln Avenue for the holidays.
During the Willow Glen Holiday Bubbly Walk, participating locations along Lincoln Avenue welcome ticket holders to sip sparkling wine while browsing local shops and enjoying the holiday atmosphere.
It’s a fun way to kick off December, discover local businesses and get some holiday shopping done at the same time.
Get details about the Willow Glen Holiday Bubbly Walk
Willow Glen Holiday Trolley Rides
December 7–18, 2025
The Willow Glen Holiday Trolley is back for 12 nights of rides through the decorated streets of Willow Glen.
The trolley offers several rides each evening, giving passengers a chance to sit back and enjoy some of the area’s holiday displays without having to do the driving.
It’s become a popular Willow Glen holiday tradition, and tickets can sell quickly.
Learn more about Willow Glen Holiday Trolley Rides
Selfies With Santa
December 13–14 & December 20–21 | 10 AM–1 PM
Garden Theater, 1165 Lincoln Avenue
Bring your camera and stop by the Garden Theater for a holiday photo with Santa.
Selfies with Santa offers an easy opportunity to capture a festive photo while you’re spending the day in Downtown Willow Glen.
Make a morning of it by combining your Santa stop with breakfast, shopping or a stroll along Lincoln Avenue.
Pick Up a 2025 Willow Glen Holiday Ornament
Looking for a little piece of Willow Glen to add to your tree?
The 2025 Willow Glen Holiday Ornament features Mann’s Jewelers, one of Downtown Willow Glen’s longtime businesses, and is available for $35 plus tax.
The ornaments are available at participating Willow Glen businesses including Mariette Chocolates, Boutique Dandelion, BellaJames Boutique, Hicklebee’s Bookstore, Whatnots and Dodads and Gal in the Glen/Sprouted Twig, while supplies last.
See the 2025 Willow Glen Holiday Ornament
Shop Local in Downtown Willow Glen
Even if you don’t have a particular event on your calendar, the holiday season is a great time to spend an afternoon or evening in Downtown Willow Glen.
Grab coffee, browse the shops, meet friends for dinner or check a few gifts off your list while supporting local businesses.
The mix of restaurants, boutiques, specialty shops and community events is one of the things that gives Willow Glen its distinctive neighborhood feel.
Experience Willow Glen During the Holidays
Community events are also a fun way for prospective home buyers to experience a neighborhood beyond listing photos and open houses.
If Willow Glen is on your list of places to consider for your next home, spend some time exploring the area, visiting local businesses and getting familiar with the streets and amenities that matter to you.
And when you’re ready to start exploring Willow Glen real estate, I’d be happy to help you understand the current market and find homes that match what you’re looking for.
Thinking about buying a home in Willow Glen? Let’s talk about your home search and what matters most in your next move.
Michelle Elliott | Coldwell Banker Realty | DRE #01777533
408-839-7915 | michelle@michelleelliottrealtor.com
GET YOUR FREE HOME SELLING BOOK
About the Author – Michelle Elliott
With over 20 years of experience navigating the fast-paced Silicon Valley market, I provide a strategic, results-driven approach to residential real estate. My career is built on a foundation of deep local expertise and a relentless commitment to my clients’ success, resulting in over $235 million in lifetime sales volume and a consistent ranking in the top 3% of agents in Santa Clara County and top 2% at Coldwell Banker. My expertise has been featured on KTVU Fox 2, Real Producers and the Willow Glen Resident. She is also the co-host of the San Jose Podcast “Say What You Want About Real Estate”
A Hyper-Local Expert with Global Reach
I specialize in San Jose, in the neighborhoods of Willow Glen (95125 & 95124) Cambrian Park and Almaden, Downtown San Jose/Japantown (95112) markets. As a certified Luxury Property Specialist with Coldwell Banker Realty, I combine high-end marketing strategies with granular neighborhood knowledge to help my clients achieve premium results.
The “Tiger” at the Negotiating Table
My clients have characterized me as a “tiger” at the negotiating table who remains “sweet and patient” with my clients throughout the process. I pride myself on being a fierce advocate for my buyers and sellers, ensuring the best possible terms in every transaction, and I strive to be the best Realtor in 95125! This balance, drive, and tenacity have earned me consistent 5-star ratings across Google, Zillow, Realtor.com, and Yelp.
Michelle Elliott
Michelle@michelleelliottrealtor.com
1712 Meridian Ave, Ste C, San Jose, CA
DRE 01777533
