6 Best Places to Shop Near Hillsborough

Sternsmith Group

Nestled amidst the serene landscapes of the Bay Area, Hillsborough, CA, stands as a peaceful residential community celebrated for its stately homes, tree-lined streets, and an unmistakable air of tranquility. Contrary to the notion of bustling shopping centers synonymous with retail havens, Hillsborough weaves a different narrative. This charming Californian town, with no commercial zoning allowed, is devoid of its own shopping centers. However, the area surrounding Hillsborough still surprises and delights with a shopping scene that's as diverse as it is enchanting. Read on for all the best shopping spots near Hillsborough.

Hillsdale Shopping Center

60 31st Ave, San Mateo, CA 94403

Kick off your shopping extravaganza at the crown jewel of retail near Hillsborough – the Hillsdale Shopping Center. Located just a stone's throw away in San Mateo, this shopping mecca is a testament to sophistication and style.

Hillsdale boasts an exciting array of shops, from luxury brands to everyday essentials. Explore the fashion-forward offerings at Nordstrom and Ethan Allen, discover timeless elegance at Barcelino, and indulge your senses at Sephora for the latest beauty trends. The on-site dining options make it a one-stop destination for a full day of shopping, dining, and relaxation. The retail center also hosts fun events, like photos with Santa, gingerbread house workshops, and musical performances.

Burlingame Avenue

For those who prefer the charm of boutique shopping, look no further than Burlingame Avenue in downtown Burlingame, just over two miles from Hillsborough. As a picturesque street lined with trees and boutique storefronts, Burlingame Avenue is a shopping paradise just a short drive from Hillsborough. Here, you can wander through independent boutiques like Morning Glory, offering unique apparel and accessories that reflect the latest trends. Pop into Margaret O'Leary Boutique for cozy knitwear that combines comfort and style. Don't miss the curated selection of shoes and accessories at Sam Malouf, where every step is a fashion statement.

Downtown San Mateo

Just a short drive from Hillsborough, the five blocks of downtown San Mateo are a treasure trove of eclectic shops and culinary delights. This vibrant district combines the charm of local boutiques with an incredible culinary scene, offering a shopping experience that engages all the senses. Unearth unique home goods, browse chic apparel at local storefronts, and find one-of-a-kind gifts. The pedestrian-friendly streets make it a joy to explore the area, and the variety of dining options ensures you can refuel between shopping sprees.

Stanford Shopping Center

660 Stanford Shopping Center, Palo Alto, CA 94304

Luxury aficionados, prepare to be dazzled at the open-air Stanford Shopping Center in Palo Alto. While a bit farther from Hillsborough, this high-end shopping destination is well worth the 20-mile journey for those seeking the crème de la crème of fashion and lifestyle.

From iconic brands like Louis Vuitton, Amour Vert, Coach, and Gucci to cutting-edge designs at Apple and Tesla, Stanford Shopping Center is a showcase of sophistication.  Explore the stylish selections at Free People, David Yurman, Cartier, Kate Spade, Burberry, Neiman Marcus, and much more. With its upscale ambiance and a mix of international and local brands, this bustling shopping center offers an unparalleled luxury shopping experience.

The Shops at Tanforan

1150 El Camino Real, San Bruno, CA 94066

Located in nearby San Bruno, just seven miles from Hillsborough, The Shops at Tanforan present a unique blend of tradition and trendiness. This shopping destination combines popular chains with local favorites, making it a lively retail experience.

Explore the latest fashion choices, stock up on beauty essentials, and discover eclectic finds at the locally-owned boutiques. The warm atmosphere, complete with a movie theater, adds to the appeal of The Shops at Tanforan as a go-to destination for a day of retail and leisure. Don’t miss fun events like photos with Santa and more to round out your shopping trip.

San Francisco’s Union Square

For a shopping experience that truly captures the essence of San Francisco, head to the iconic Union Square. While it may be a bit of a trek from Hillsborough, this world-renowned destination is a shopper's paradise, offering a mix of high-end retailers, flagship stores, and luxury boutiques.

Indulge in a shopping spree at Saks Off Fifth Avenue, Tiffany & Co., and Macy's flagship store. The surrounding streets are dotted with designer boutiques, making Union Square a haven for those seeking the crème de la crème of fashion and unique accessories. The bustling energy of the city, combined with street performances, festivities, and nearby dining options, makes Union Square a must-visit for a day of retail excursions in San Francisco.

Hillsborough, with its affluent charm, is surrounded by a plethora of shopping havens that cater to every taste and preference. From luxury indulgences at Stanford Shopping Center to eclectic finds in downtown San Mateo, this curated list of the best places to shop near Hillsborough is your passport to retail bliss. Team up with the Sternsmith Group when you’re ready to begin your real estate journey in this incredible area.


Insightful local knowledge and extensive expertise. We looks forward to earning your family’s trust and leveraging our success for your benefit for generations to come. We looks forward to earning your family’s trust and leveraging our success for your benefit for generations to come.

Contact Us

Follow Us on Instagram