Luxury Hotels & Resorts in San Mateo from AU$182

The best area to stay in San Mateo for luxury hotels is downtown, particularly around the main thoroughfare of B Street and its surrounding blocks.


This area is the heart of San Mateo, known for its concentration of upscale accommodation, fine dining, and boutique shopping. You'll find a pedestrian-friendly environment with tree-lined streets, plenty of outdoor seating at cafes and restaurants, and easy access to Central Park. The San Mateo Caltrain station is also conveniently located downtown, offering direct connections to San Francisco and Silicon Valley.


Couples looking for a sophisticated getaway will find downtown San Mateo an excellent choice. They can enjoy evenings at high-end restaurants, browse local art galleries, or take a leisurely stroll through Central Park, which often hosts events and features a Japanese Garden. The convenience of having everything within walking distance makes for a relaxing and enjoyable trip.


Business travellers will also appreciate the downtown area. Its central location provides quick access to corporate offices in San Mateo and nearby tech hubs via Caltrain.

The best luxury activities and experiences in San Mateo typically revolve around fine dining, bespoke shopping, and exclusive leisure pursuits.


For couples looking for a sophisticated evening, a private cooking class or a tasting menu experience at one of San Mateo's acclaimed restaurants would be an excellent choice. Many establishments offer private dining rooms or chef's table experiences for a more intimate setting. You could also arrange a private wine tasting at a nearby vineyard in the Santa Cruz Mountains, often including chauffeured transport for a completely relaxed experience.


Shoppers seeking high-end goods will find bespoke options in the boutique stores along Third Avenue and B Street in downtown San Mateo. These areas feature unique fashion, jewellery, and homeware shops, often with personal shopping services available. For those interested in art, private viewings at local galleries can be arranged, sometimes coupled with an opportunity to meet the artists.


For solo travellers or small groups desiring a unique outdoor experience, a private yacht charter on San Francisco Bay departing from a nearby marina offers stunning views of the coastline, the Golden Gate Bridge, and Alcatraz. Alternatively, a guided private hiking tour in the nearby hills, such as those in the Crystal Springs Uplands School area, can provide a tranquil escape with breathtaking vistas, often culminating in a gourmet picnic.

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in San Mateo for you.

There are plenty of ways to save on a luxury hotel in San Mateo. Join One Key™, our free travel rewards program, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.

Luxury hotel prices in San Mateo vary, but you can find a great deal from AU$182 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.