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A fountain with a gorgeous sunset background on Mount Hamilton

Couples Weekend Getaway

Beautiful scenery, incredible attractions and fantastic food and wine — San Jose is the perfect setting for your weekend getaway. Relax and reconnect during your stay in San Jose.

Day 1


When you awake to interiors and rich finishes reminiscent of Old World Spain and everything at your fingertips, you’ll find it hard to leave your room at Hotel Valencia. Luckily, you don’t have to leave the hotel to start your day: you can enjoy an American breakfast al fresco on the Terrace. From there, take a walk along the boutique-lined streets of the European-inspired Santana Row and enjoy shopping under the morning sun or pamper yourself at one of our luxury day spas.     

Hotel Valenica


Pack a picnic and spend an unforgettable afternoon at Byington Vineyard and Winery - less than 30 minutes away - located in the gorgeous Santa Cruz Mountains. Here, you can spend the afternoon tasting wine in their wine cave, playing bocce ball or exploring their 95-acre grounds.

Byington Winery

If you prefer to sample even more wine varietals, plan to take a wine tour or create your own wine trail, with over 150 area wineries to choose from. If you’re feeling adventurous, winery-hop by way of hiking trails and take in some of the most stunning views in the Valley.

couple hiking


After your late-afternoon power nap, head to the Little Portugal Neighborhood for dinner at Adega – one of only two Michelin star-awarded Portuguese restaurants in the nation. If you’ve never experienced Portuguese fare, you’re in for a rare and delicious treat. Continue to treat your palate with Portuguese wine from Adega’s selection, the largest collection of Portuguese wine outside of Portugal. Reservations are recommended.

After dinner, head downtown to catch a Broadway San Jose show (seasonal) or listen to live jazz at the swanky Hedley Club inside the historic De Anza Hotel. If you aren’t ready to call it a night, stay downtown and experience our vibrant San Jose nightlife. Head underground at the Haberdasher where bartenders in 1920’s attire will serve you a specialty cocktail, crafted for your personal taste.


Day 2


Sleep in and enjoy a late start with brunch at Park Station Hashery where you’ll find the classic options as well as an extensive drink menu. Indulge on the patio and be sure to take a selfie in front of the rose mural before you leave. You’ll notice distinctive beautiful murals spread throughout the city, see how many you can find.  

Park Station Hashery Veggie Sandwhich


A stroll through the Municipal Rose Garden – deemed America’s Best Rose Garden - is a must for any couple visiting San Jose. With thousands of roses in bloom nearly year-round, the beautiful sights and sweet smells make it one of the romantic spots in town.

Next, walk over to the Rosicrucian Egyptian Museum to browse the largest collection of Egyptian artifacts on display in western North America – don’t be shy, ask for an expert docent to lead you through the afterlife. Be sure to eat at Zona Rosa before leaving the rose garden district. A great alternative is to head to the artsy SoFA district for a self-guided gallery crawl before finding your way into the SoFA Market for lunch. Here you can refuel with anything from burgers and pizza to poke and ramen.

red roses


For your grand finale, take a scenic drive up Mt. Hamilton to GrandView for a flawless and romantic dinner with breathtaking views overlooking the rolling hills and city lights of Silicon Valley. This classic restaurant features true farm-to-fork cuisine sourced straight from their own GrandView Farms. With patio dining providing a sunset to star-speckled backdrop, delicious food, and an atmosphere so romantic, you’ll never want to leave. Enhance and lengthen your stay in their private and elegant cottage. Call ahead to inquire.

GrandView Patio & drinks