Spend Your 2025 in Downtown Pleasanton

Downtown Pleasanton Events Calendar 2025

March 15, 2025 - St. Patricks Day Brew Crawl

April 19, 2025 - Bunny Hop Hunt

May 10, 2025 - Summer Wine Stroll

June 7, 2025 - 1st Weekends on Main (BMX Show & Hot Rod Row)

July 11 – August 29, 2025 - Concerts in the Park (Every Friday)

August 2, 2025 - 1st Weekends on Main (Porsche Show)

September 13, 2025 - Forkful Culinary Crawl

October 25, 2025 - Halloween Brew Crawl

October 11–26, 2025 - Pumpkins on Main

November 29, 2025 - Small Business Saturday

December 5–6, 2025 - Magical Holiday Evening, Holiday Parade & Tree Lighting

December 13, 2025 - Spirit & Sweater Stroll

The Pleasanton Downtown Association's 2025 event schedule features a 1st Weekends on Main series, a two-month lineup brimming with Friday Concerts in the Park, and the much-anticipated return of showcase special event nights.

Get ready for an electrifying lineup of events, starting off with a bang at the St. Patrick’s Day Brew Crawl on March 15! Months of intense planning by the PDA and its Board of Directors have led to this moment, where Downtown Pleasanton is bringing the perfect blend of excitement and entertainment. Executive Director Laura Brooks emphasizes that this lineup is finely tuned to match the desires of downtown businesses and residents, ensuring an unforgettable experience for everyone involved!

“Downtown Pleasanton is the living room of our city … it’s where we gather, where we connect and where we celebrate. We are vibrant because of the amazing people who choose to love local and support small.” -Laura Brooks (Executive Director of Pleasanton Downtown Association)

First Weekends on Main

Mark your calendars for an epic lineup during the 1st Weekends on Main! June 7th kicks off with the heart-pounding BMX Show & Hot Rod Row, followed by luxury and speed on Aug 2nd with a Porsche Show.

Concerts in the Park

The beloved Concerts in the Park, held at Delucchi and Lions Wayside parks during the summer months, are scheduled to take place every Friday evening from 7:00 PM to 8:30 PM between July 11th and August 29th. The complete lineup of concert acts is expected to be announced in the coming weeks, as stated by the Pleasanton Downtown Association.

Holiday Events

In addition to the St. Patrick’s Day weekend celebration, there will also be a Bunny Hop kids’ scavenger hunt on April 19th. Another scavenger hunt for youth, Pumpkins on Main, is scheduled for the fall, running from October 11th to October 26th.

The schedule also includes other events such as the Halloween Brew Crawl on October 25th, the Magical Holiday Evening and Hometown Holiday Parade from December 5th-6th, and the Spirit & Sweater Stroll on December 13th.

Summer Wine Stroll

This year’s Summer Wine Stroll in Downtown Pleasanton is on May 10th. Sip, shop and stroll during Pleasanton’s annual Summer Wine Stroll where downtown locations become tasting rooms. Listen to live music and taste local wines and small bites with each guest receiving a commemorative wine glass and event map. 

Forkful Culinary Crawl

This year's Forkful Culinary Crawl will take place on September 13th. During Forkful, each participating restaurant will serve you the "perfect forkful" of food. This is a perfect bite, not a full serving. You will receive a commemorative fork to use throughout the evening and a program with a list of locations and food served.

Shop Small Saturday

Shop Small Saturday, falling on November 29th, is an annual event celebrated in Downtown Pleasanton, highlighting the vibrant community of local businesses. On this day, residents and visitors alike are encouraged to show their support for the unique and diverse array of small businesses that contribute to the charm and character of the area. 

From boutique shops to cozy cafes and artisanal galleries, Downtown Pleasanton boasts a plethora of establishments waiting to be explored. Visitors can wander along Main Street and discover hidden gems such as Towne Center Books, a beloved independent bookstore offering a curated selection of literature, or they can indulge in handcrafted treats at Gourmet Works, a local favorite for gourmet chocolate. Additionally, patrons can explore the distinctive fashion finds at Primm Boutique, a chic clothing boutique known for its trendy yet affordable apparel. Click here to view a complete list of shopping locations in Downtown Pleasanton.

Small Business Saturday not only provides an opportunity for shoppers to find one-of-a-kind treasures but also allows them to foster a sense of community and connection with the passionate entrepreneurs behind these businesses.

Stay in the loop!

Stay in the loop with all the exciting happenings in Downtown Pleasanton by visiting their event calendar. In addition, you can subscribe to our newsletter to receive monthly updates featuring the latest news and upcoming events not only in Downtown Pleasanton but also throughout the Tri-Valley region. 

Don't miss out on the opportunity to experience the vibrant culture and community spirit of our area—we hope to see you in Downtown Pleasanton this year for unforgettable experiences and memorable moments.