California certainly offers an abundance of picturesque historic towns, each with its unique charm and ability to captivate the hearts of travelers seeking hidden gems.

Beyond the golden coastlines and sun-kissed beaches lies a treasure trove of quaint downtowns and beautifully preserved architecture, providing a glimpse into the state’s rich and storied past.

For a delightful taste of California’s timeless splendor, consider visiting the charming town of Los Gatos.

Nestled at the base of the Sierra Azules and surrounded by the City of San Jose, Campbell, Monte Sereno, Saratoga, and unincorporated Santa Clara County and Santa Cruz County.

Los Gatos, established in 1840, proudly stands as the oldest community in Santa Clara County, with a rich history that reaches back to a time when California was governed by Mexico.

Boasting a rich history that harkens back to the days of Mexican rule, Los Gatos has evolved from a humble rancho to a thriving, self-contained community that seamlessly blends residential, commercial, and light industrial uses.

Today, Los Gatos is an inviting destination that attracts visitors with its vibrant downtown area, which is listed on the National Register of Historic Places and serves as an example of the idyllic small-town charm that many communities aspire to emulate.

With over 3,000 businesses, various shops, restaurants, and hotels, and a pedestrian-friendly atmosphere, downtown Los Gatos is the heart of this inclusive community that caters to people of all ages, family sizes, and income levels.

The diverse terrain of Los Gatos, ranging from flat valley floors to densely wooded hillsides, provides a stunning backdrop for the town’s numerous parks and greenbelt areas.

In addition to its natural beauty, Los Gatos is closely tied to Silicon Valley’s fast-paced economy while still preserving its quaint, small-town image.

Experience the captivating charm and rich history of Los Gatos, California, as you explore its beautiful landscapes, vibrant downtown, and welcoming community by indulging in the 33 Top Things to do and see in Los Gatos, California.

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Explore the Best Outdoor Activities in Los Gatos, California

1. Vasona Lake County Park: A Natural Oasis in the Heart of Los Gatos

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Vasona Lake County Park, Los Gatos

Escape the urban jungle and immerse yourself in the natural beauty of Vasona Lake County Park. Spread over 45 acres, Vasona park boasts a beautiful lake, grassy picnic areas, and miles of walking and biking trails.

Rent a paddleboat or kayak to explore the lake, or simply relax with a picnic while admiring the stunning views of the Santa Cruz Mountains.

If you’re visiting during the summer months, be sure to check out the annual Vasona Vibrations Concert Series, featuring free outdoor performances by local artists.

2. Oak Meadow Park in Los Gatos: A Charming Blend of History, Nature, and Recreation

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Billy Jones Wildcat Railroad , Los Gatos

Also, read Beautiful steam train rides near San Francisco!

Oak Meadow Park, located adjacent to Vasona Lake County Parks, is a 12-acre gem offering various attractions and facilities.

Visitors can enjoy access to Vasona County Park and Los Gatos Creek Trail, BBQ, and picnic areas, the historic Billy Jones Wildcat Railroad, bocce ball court, a large playground with a decommissioned U.S. Air Force T-33 Jet, and the W.E. Bill Mason Carousel.

Picnic tables are available on a first-come, first-served basis, while nine reserved group areas can be booked for larger gatherings.

Established in 1958 after the loss of Memorial Park, Oak Meadow Park has become a popular destination with its unique blend of recreational amenities and historical attractions.

Oak Meadow Park’s history dates back to 1954, when the construction of Highway 17 led to the loss of Memorial Park.

In May 1957, the town purchased a parcel of land owned by Louisa and Pietro Denevi at the corner of University Avenue and Williams Street, now known as Blossom Hill Road.

Previously used as the town’s sewer farm, the park opened in 1958 and has since become a beloved destination.

Over the years, Oak Meadow Park has expanded its offerings with the addition of historical attractions such as an airplane, fire engine, railroad, carousel, and cupola.

Set in a beautiful creekside location, Oak Meadow Park continues to be enjoyed by everyone who visits.

3. Los Gatos Creek Trail: An Outdoor Adventure Awaits

33 Top Things to do and see in Los Gatos, California, Travel Realizations

Los Gatos Creek Trail offers a myriad of reasons to visit. Firstly, the scenery is stunning, with lush greenery and a sparkling creek.

Secondly, there’s ample shade, perfect for hot days. Lastly, various activities can be enjoyed, from walking to biking.

The trail also offers incredible views of Lexington Reservoir and San Jose. Whether seeking a peaceful nature stroll or an energetic workout, Los Gatos Creek Trail has it all.

Travel Tip: I recommend the western reach of the trail. It extends from Meridian Avenue on the edge of Downtown San Jose and travels through Campbell and Los Gatos to reach Lexington Dam.

4. Castle Rock State Park: A Hiker’s Paradise

33 Top Things to do and see in Los Gatos, California, Travel Realizations

When visiting the charming town of Los Gatos, California, make sure to add Castle Rock State Park to your list of must-see attractions.

This beautiful park is an oasis for nature enthusiasts, adventurers, and anyone seeking to experience the awe-inspiring beauty of the area.

Castle Rock State Park offers a stunning landscape of sculpted sandstone, lush forests, and sweeping vistas from one of the highest ridges in the Santa Cruz Mountains.

The park is an ideal destination for outdoor enthusiasts, providing ample opportunities for hiking, backpacking, and horseback riding.

Rock climbers will find their paradise in the park’s caverns and rock formations, including the iconic Castle Rock itself.

If you’re a plant aficionado, Castle Rock State Park is home to a diverse array of flora, including California black oaks, knobcone pines, and high-elevation coast redwoods.

With 34 miles of rugged trails, the park is a perfect starting point for your exploration of the region’s extensive trail system.

These trails conveniently connect the Santa Clara and San Lorenzo valleys to nearby Big Basin Redwoods State Park, and various open space preserves along the Skyline to the Sea Trail.

So, if you’re planning a trip to Los Gatos, don’t miss out on the wonders of Castle Rock State Park.

Whether you’re an avid hiker, rock climber, or simply a nature lover, this park is a must-visit destination that will leave you with unforgettable memories.

Also read: Pinnacles National Park

5. Belgatos Park, Los Gatos: A Scenic Retreat for Nature Enthusiasts

Tucked away in Los Gatos’ rolling hills, Belgatos Park is a picturesque 17-acre oasis perfect for hikers, cyclists, and nature lovers.

Accessible from Belgatos Road, just off Blossom Hill Road, the park features over 2 miles of trails, a playground, picnic areas, and stunning scenery.

The well-kept trails accommodate various skill levels and link to Heintz, Santa Rosa, and Shannon Valley Open Space areas, allowing for further exploration.

With its family-friendly facilities, easily accessible restrooms, and on-site parking, the park guarantees a comfortable experience.

Belgatos Park showcases stunning panoramas of Los Gatos and its surroundings, presenting unforgettable moments and photo opportunities.

For a tranquil getaway and an opportunity to connect with nature, be sure to visit this hidden treasure in the heart of Los Gatos.

6. Flame of Liberty Memorial, Los Gatos: A Symbol of Remembrance and Gratitude

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Flame of Liberty, Los Gatos

The Flame of Liberty Memorial, located in Los Gatos’ Civic Center Plaza, stands as a powerful tribute to the sacrifices of military personnel.

Located in the charming town of Los Gatos, the Flame of Liberty Memorial serves as a poignant symbol of remembrance and gratitude.

This significant monument pays homage to the brave men and women who have selflessly served and sacrificed for their country, ensuring the freedom and safety of its citizens.

The memorial, situated within the Civic Center Plaza, features an elegant, flame-shaped sculpture rising skyward.

The sculpture’s captivating design embodies the spirit of liberty and the enduring strength of those who defend it.

Surrounding the central sculpture, a series of commemorative plaques adorn the memorial’s base, paying tribute to the various branches of the military.

The Flame of Liberty Memorial serves not only as a place for reflection and remembrance but also as a gathering spot for community events, such as Veterans Day and Memorial Day observances and celebrations.

By honoring the brave individuals who have selflessly served their country, the memorial stands as a reminder of the immense sacrifices made in the name of freedom and democracy.

7. Mount Umunhum

As you explore the myriad of experiences that Los Gatos has to offer, do not miss out on the opportunity to visit the majestic Mount Umunhum.

This awe-inspiring peak, nestled within the Sierra Azul Open Space Preserve, offers an unparalleled hiking experience and the chance to witness a breathtaking sunset from its summit.

The journey to the top of Mount Umunhum is filled with natural beauty, winding trails, and an invigorating sense of adventure.

As you hike through the serene landscape, immerse yourself in the sights and sounds of the California wilderness, soaking in the tranquility that envelops you.

The reward for your efforts is an unforgettable view at the summit: a stunning panorama of the surrounding valleys and mountains, bathed in the golden hues of the setting sun.

So, whether you’re a first-time visitor or a seasoned local, be sure to add Mount Umunhum to your list of things to do in Los Gatos.

It is a truly remarkable destination that captures the essence of California’s natural beauty and provides a perfect backdrop for creating cherished memories that will last a lifetime.

8. Los Gatos Farmers’ Market: Taste the Bounty of California

Discover the flavors of California at the Los Gatos Farmers’ Market, held every Sunday from 9:00 am to 1:00 pm at the Town Park Plaza in Downtown Los Gatos.

With over 40 local farmers and food producers, you’ll find a diverse range of seasonal fruits, vegetables, and culinary delights sourced from Santa Clara County.

The market is more than just a shopping destination; it’s a lively community gathering spot. Enjoy live music, chat with friendly vendors, and savor delicious prepared foods as you browse the vibrant stalls.

Experience the best of local produce and immerse yourself in California’s agricultural heritage at this delightful market, perfect for a Sunday morning outing.

9. Lexington Reservoir County Park: Reconnect with Nature

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Lexington Reservoir County Park

Lexington Reservoir County Park, located just minutes from Los Gatos, offers visitors a tranquil setting to unwind and reconnect with nature.

The 950-acre park boasts 338 acres of man-made reservoir that offers ample opportunity for shoreline fishing and numerous hiking trails that meander through the surrounding woodlands.

The park’s picnic areas, with their stunning views of the water and surrounding hills, provide the perfect backdrop for a relaxing afternoon with friends and family.

10. Forbes Mill Footbridge: A Picturesque Landmark

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Footbridge Murals, Los Gatos

Spanning the Los Gatos Creek, the Forbes Mill Footbridge is a historic landmark that connects old town Los Gatos with Forbes Mill, a former flour mill.

What makes the Forbes Mill Footbridge so unique is that it also serves as an outdoor art gallery for the local youth. The bridge consists of 156 panels of artwork created by young artists from the area.

As time passes, these murals will be exchanged with new artwork from local artists, ensuring that the bridge remains vibrant and full of life.

Stop by this local treasure during your visit to Los Gatos for a picturesque reminder of the town’s rich history.

11. Hakone Estate and Gardens: A Tranquil Japanese Oasis

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Hakone Estate and Gardens

Visit the tranquil Hakone Estate and Gardens, located just a short 15-minute drive away from downtown Los Gatos. It is one of the beautiful gardens in the San Francisco Bay Area.

This enchanting Japanese oasis, nestled in the picturesque Santa Cruz Mountains, is the oldest Japanese-style residential garden in the Western Hemisphere.

Spanning over 18 acres, Hakone features stunning landscapes with traditional Japanese elements, such as koi ponds, bamboo groves, tea houses, and meticulously manicured gardens.

Hakone Estate ad Gardens is recognized as a distinguished site in the National Register of Historic Places.

A visit to Hakone offers a unique opportunity to experience Japanese culture and history while enjoying a serene setting for relaxation, reflection, and rejuvenation.

33 Top Things to do and see in Los Gatos, California, Travel Realizations
My daughter at Hakone Estate and Gardens

12. Discover Downtown Los Gatos: History, Shopping, and Scenic Plazas

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Los Gatos Civic Center

Downtown Los Gatos offers a delightful combination of history, shopping, and picturesque settings for visitors to explore.

The Los Gatos Historic Commercial District, located within downtown, showcases beautifully preserved Victorian-era buildings and serves as a hub for unique shops, galleries, and upscale eateries.

Strolling through this charming area, you’ll find yourself immersed in the town’s rich architectural heritage while enjoying a vibrant mix of shopping, dining, and entertainment options.

Just a short walk away is the Los Gatos Town Plaza, a popular gathering spot at the intersection of West Main Street and Santa Cruz Avenue.

This scenic plaza features a lovely park with benches, a central fountain, and lush landscaping, making it an ideal location for community events, leisurely strolls, or simply relaxing and taking in the ambiance.

The downtown area is home to an eclectic mix of restaurants, cafes, and bars, catering to diverse tastes and preferences.

Visit the iconic Los Gatos Theatre, a beautifully restored Art Deco gem that showcases both classic and contemporary films.

Combining the allure of the historic district and the charm of the Town Plaza, downtown Los Gatos offers a memorable experience for visitors seeking to discover the best of this enchanting town.

Historical and Cultural Attractions

13. Explore Los Gatos’ Historic Districts: A Journey Through Time

Los Gatos, California, boasts several historic districts that showcase the town’s rich history, architectural heritage, and charming atmosphere.

These districts offer a fascinating glimpse into the past, allowing visitors to explore the area’s unique blend of architectural styles, historical landmarks, and picturesque settings.

  • Los Gatos Historic Commercial District
33 Top Things to do and see in Los Gatos, California, Travel Realizations
Los Gatos Theatre

Nestled in the heart of downtown Los Gatos, the Historic Commercial District features a collection of beautifully preserved Victorian-era buildings that date back to the late 19th and early 20th centuries.

As you stroll through the tree-lined streets, you’ll discover a vibrant mix of shops, galleries, restaurants, and historical points of interest, such as the Los Gatos Theatre and the Los Gatos History Museum.

  • Almond Grove Historic District

Located just south of the downtown area, the Almond Grove Historic District is a residential neighborhood known for its stunning Victorian and Craftsman-style homes.

This charming district offers a peaceful setting for leisurely walks, allowing visitors to admire the exquisite architecture, lush landscaping, and picturesque streetscapes.

  • Broadway Historic District

Another residential historic district, the Broadway area showcases a mix of architectural styles, including Queen Anne, Colonial Revival, and Craftsman homes.

With its wide streets and grand, historic homes, this charming neighborhood provides a captivating backdrop for a leisurely stroll through Los Gatos’ history.

  • Hakone Historic District
33 Top Things to do and see in Los Gatos, California, Travel Realizations
The Hakone Estate and Gardens

The Hakone Estate and Gardens, listed in the National Register of Historic Places, is the oldest Japanese-style residential garden in the Western Hemisphere.

Spanning over 18 acres, this tranquil oasis offers visitors a unique opportunity to experience Japanese culture and history while enjoying meticulously manicured gardens, traditional tea houses, and picturesque landscapes.

By exploring these historic districts, visitors to Los Gatos can fully appreciate the town’s rich history, architectural heritage, and enchanting atmosphere.

Each district offers a unique perspective on the past, allowing you to immerse yourself in the charm and beauty of this captivating California town.

14. Old Town Los Gatos: A Step Back in Time

For those who appreciate the allure of history and architectural beauty, Old Town Los Gatos is an absolute must-visit.

Begin your exploration near the intersection of University Avenue and Elm Street, where you’ll be transported to a serene, walkable haven that showcases the town’s rich heritage.

Stroll through the tree-lined streets, marvel at the beautifully preserved Victorian-era buildings, and discover quaint local shops that offer a unique charm.

Prestigious shops like Anthropologie, Sephora, and Warby Parker intermingle with local favorites such as Blue Bottle Coffee.

A visit to Old Town Los Gatos is a delightful step back in time, allowing you to experience the enchanting atmosphere of a bygone era.

15. The New Museum Los Gatos (NUMU): A Hub for Art and History

Situated in the heart of Los Gatos, the New Museum Los Gatos (NUMU) serves as a vibrant hub for art and history enthusiasts.

Established to inspire and engage the community, NUMU offers a diverse range of exhibitions and educational programs, providing a rich cultural experience for visitors of all ages.

Housed in a beautifully restored building, NUMU features rotating exhibits showcasing contemporary art, regional history, and emerging artists.

The museum’s carefully curated collection celebrates both local and global talent, fostering appreciation for the arts and creating meaningful connections with the past.

In addition to its captivating exhibits, NUMU actively promotes lifelong learning through a variety of educational programs and workshops.

Beyond its role as a cultural institution, NUMU also serves as a community gathering space, hosting events such as artist talks, film screenings, and panel discussions.

These events provide opportunities for visitors to engage in thought-provoking conversations and enrich their understanding of the arts and local history.

The New Museum Los Gatos (NUMU) stands as a thriving center for art and history, fostering a creative and intellectually stimulating environment for the community

16. Gallery 24: A Unique Artistic Experience

Located in downtown Los Gatos, Gallery 24 is a cooperative art gallery showcasing the works of talented local artists.

The gallery features an eclectic mix of paintings, sculptures, ceramics, and other art forms, offering visitors an opportunity to immerse themselves in the vibrant local arts scene.

Gallery 24 regularly hosts artist receptions, workshops, and other special events, making it a dynamic and engaging space for art enthusiasts.

17. Whitney Modern: A Premier Destination for Contemporary Fine Art

Located in the heart of downtown Los Gatos, Whitney Modern is a contemporary fine art gallery showcasing the works of emerging and established artists from around the world.

With a focus on abstract and conceptual art, the gallery features a diverse range of thought-provoking and visually stunning pieces, including paintings, sculptures, mixed media, and photography.

Visitors to Whitney Modern can expect to find an ever-changing collection of innovative and cutting-edge art, reflecting the gallery’s commitment to promoting creative expression and fostering dialogue around contemporary issues.

This premier destination for contemporary fine art provides art enthusiasts with a unique opportunity to explore and discover the latest trends and talents in the world of modern art, right in the heart of charming Los Gatos.

18. Montalvo Arts Center

33 Top Things to do and see in Los Gatos, California, Travel Realizations

Montalvo, an oasis of arts and nature, is located in the picturesque hills of Saratoga, California. It is a thriving cultural destination that offers a diverse range of artistic and educational experiences.

Housed in a historic Mediterranean-style villa, this 175-acre estate features beautiful gardens, scenic hiking trails, and captivating architecture.

The center hosts various events, including art exhibitions, concerts, and theater performances, and offers numerous art classes, workshops, and outreach programs for all ages.

Montalvo Arts Center provides visitors with a rich and engaging experience with its unique blend of creativity, culture, and nature.

19. Kotani-En Japanese Garden: A Serene Sanctuary in Los Gatos

Kotani-En is a hidden gem in Los Gatos, California, offering visitors a tranquil retreat in the form of a traditional Japanese garden.

Tucked away from the hustle and bustle of the city, this private garden is a beautifully designed sanctuary that embodies the harmony and elegance of Japanese landscape design.

Kotani-En is considered one of the most authentic Japanese Gardens in America by the United States Department of the Interior.

It is listed in the National Register of Historic Places at the national level of significance and registered as a historical landmark of the State of California.

Constructed between 1918 and 1924 by master artisan Takashima and a team of eleven skilled craftsmen from Japan, this formal Japanese Garden Estate emulates the design of a 13th-century Samurai residence.

The serene landscape features tile-roofed walls, a tea house, a shrine, meticulously maintained gardens, and a tranquil pond, all harmoniously blending art and nature in a rustic setting.

Despite its close proximity to downtown Los Gatos, less than 2 miles away, Kotani-En remains a hidden gem due to its private ownership since its creation.

Wine tasting Experiences

20. Testarossa Winery: Indulge in Fine Wine in a Historic Setting

Located in the historic Novitiate building in downtown Los Gatos, Testarossa Winery offers visitors a unique wine-tasting experience.

Sample award-winning Chardonnay and Pinot Noir wines in their atmospheric tasting room, or take a guided tour to learn about the winery’s history and winemaking process.

Don’t forget to step outside onto the patio, where you can enjoy stunning views of the surrounding vineyards and mountains.

21. Byington Vineyard and Winery: Savor the Flavors of the Santa Cruz Mountains in Santa Cruz Wine Country

Nestled in the heart of the Santa Cruz Mountains, Byington Vineyard, and Winery is an idyllic setting for wine tasting and appreciation and one of the 16 Top Wine Country Getaways Near the San Francisco Bay Area.

Enjoy guided tours of the vineyards and production facilities, or unwind on the outdoor patio while sipping on a selection of Byington’s award-winning wines.

The winery’s picturesque location, complete with panoramic views of the mountains and Monterey Bay, makes it a must-visit destination for wine enthusiasts and nature lovers in Santa Cruz Wine Country.

22. Loma Prieta Winery: Taste Award-Winning Wines with Panoramic Views

Perched atop the picturesque Santa Cruz Mountains, Loma Prieta Winery offers an unparalleled wine-tasting experience with breathtaking views.

Known for producing exceptional Pinotage, a unique South African grape variety, as well as Pinot Noir and Chardonnay wines, Loma Prieta has garnered numerous awards for its distinctive and high-quality offerings.

Visitors to the winery can indulge in tastings while taking in the sweeping views of the surrounding mountains and the Monterey Bay.

The serene and beautiful setting of Loma Prieta Winery, combined with its exceptional wines, makes it a popular destination for both wine enthusiasts and those seeking a tranquil escape in the heart of California’s wine country.

In addition to wine tastings, Loma Prieta Winery hosts various events throughout the year, offering a chance for visitors to immerse themselves in the vibrant wine culture of the Santa Cruz Mountains region.

23. Regale Winery & Vineyards: A Tuscan-Inspired Wine Retreat in Los Gatos

Immerse yourself in the charming ambiance of Regale Winery & Vineyards, a Tuscan-inspired winery nestled in the picturesque Santa Cruz Mountains.

Offering an elegant and intimate wine tasting experience, Regale Winery & Vineyards is a must-visit destination for wine enthusiasts and lovers of beautiful scenery alike.

Visitors can sample a diverse selection of premium wines, including Pinot Noir, Chardonnay, and Cabernet Sauvignon, while enjoying the stunning surroundings of the estate.

The winery’s exquisite Italian-inspired architecture, lush gardens, and serene koi pond provide a captivating backdrop for a memorable day of wine appreciation and relaxation.

Unique Experiences

24. YogaSource Los Gatos: Rejuvenate Your Body and Mind

After a day of exploring Los Gatos, treat yourself to a rejuvenating yoga class at YogaSource Los Gatos, the largest and most award-winning yoga studio in the South Bay.

Offering a wide variety of classes, including hot yoga, vinyasa flow, and yin yoga, this welcoming studio caters to practitioners of all levels.

Unwind and restore your mind and body with a calming practice that will leave you feeling refreshed and ready for another day of adventure.

25. La Rinconada Country Club: Golfing with a View

A visit to La Rinconada Country Club is a must for the golf enthusiast.

This private 18-hole golf course, nestled in the Santa Cruz Mountains, offers a challenging yet enjoyable experience for golfers of all skill levels.

With its immaculate greens, tree-lined fairways, and stunning mountain views, La Rinconada provides a truly picturesque setting for a round of golf.

Although the club is private, it occasionally hosts charity events and tournaments that are open to the public, offering a unique opportunity to experience this beautiful course.

26. The Spa, Los Gatos: A Relaxing Oasis

Indulge in some well-deserved pampering at The Spa, Los Gatos, a luxurious haven offering a range of services, including massages, facials, and body treatments.

This tranquil spa is the perfect place to unwind after a day of sightseeing. Treat yourself to a rejuvenating spa experience that will leave you feeling refreshed and ready to continue your exploration of Los Gatos.

Dining

27. Dio Deka: A Taste of Mediterranean Cuisine

Address: 210 E Main St, Los Gatos, CA 95030

When hunger strikes, head to Dio Deka, a renowned Mediterranean restaurant located in the heart of Los Gatos.

Offering an exquisite menu of Greek and Mediterranean-inspired dishes, this upscale dining destination is the perfect spot to enjoy a memorable meal with friends and family.

Savor the flavors of fresh seafood, succulent meats, and delectable desserts, all expertly crafted using locally-sourced ingredients.

28. Cafe Dio: A Cozy Coffee Shop with Character

Address: 151 E Main St, Los Gatos, CA 95030

For a casual and cozy coffee experience, visit Cafe Dio, a charming local coffee shop nestled in the heart of Los Gatos.

With its friendly staff, inviting atmosphere, and delicious selection of coffee, teas, and pastries, Cafe Dio is the perfect spot to relax with a good book or catch up with friends.

29. Wine Cellar Restaurant: A Culinary Gem

Address: 50 University Ave, Los Gatos, CA 95030

33 Top Things to do and see in Los Gatos, California, Travel Realizations
Wine Cellar Restaurant

Experience a delightful blend of fine dining and a cozy atmosphere at Wine Cellar Restaurant, a local culinary gem tucked away in Old Town Los Gatos.

This intimate restaurant offers a delectable menu of contemporary American cuisine, complemented by an extensive wine list featuring selections from California and beyond.

With its romantic ambiance, attentive service, and exquisite dishes, Wine Cellar Restaurant is the perfect place to celebrate a special occasion or enjoy a memorable evening.

30. Los Gatos Roasting Company: A Local Coffee Institution

Address: 101 W Main St, Los Gatos, CA 95030

For a truly local coffee experience, visit Los Gatos Roasting Company, a beloved institution that has been serving the community since 1982.

This inviting coffee shop, located just steps from downtown, offers a wide variety of house-roasted coffee blends, specialty drinks, freshly baked pastries, and live music.

With its friendly staff, comfortable seating, and commitment to quality, Los Gatos Roasting Company is a must-visit destination

Events and Festivals

31. Jazz on the Plazz: A Summer Music Tradition

If you’re visiting Los Gatos during the summer, don’t miss Jazz on the Plazz, a free outdoor concert series held at the Los Gatos Town Plaza on Wednesday Nights, 6:30-8:30 pm. 

Featuring renowned jazz artists and local talent, these weekly free concerts are a favorite among locals and visitors alike.

Bring a blanket, pack a picnic, and enjoy a warm summer evening filled with the smooth sounds of jazz in the heart of Los Gatos.

32. The Los Gatos Art & Wine Festival, Fiesta de Artes

The Los Gatos Art & Wine Festival, Fiesta de Artes, is an annual celebration that has been a cornerstone event in the Town of Los Gatos since 1971, proudly boasting over 50 years of fun and artistic expression.

Each year, usually held over a weekend in September, this spectacular event transforms the picturesque Civic Center lawn in downtown Los Gatos at 110 E. Main St. into a vibrant cultural hub.

This bustling festival brings together over 200 artists, live music performances, and the finest local wines and craft beers.

Festival-goers can expect to shop, dance, eat, drink, and be merry as they explore an array of talented artists, live music, local wines, and craft beers.

And best of all, admission is free.

33. Los Gatos Holiday Tree Lighting Ceremony: A Festive Tradition

Celebrate the holiday season in Los Gatos with the annual Holiday Tree Lighting Ceremony, a festive tradition that brings the community together each December.

Held at the Los Gatos Town Plaza, this enchanting event features live entertainment, delicious treats, and a visit from Santa Claus himself.

Gather with locals and visitors alike to witness the magic of the holiday season as the town’s towering tree is illuminated with thousands of twinkling lights.

Where to stay in Los Gatos

Los Gatos Lodge: A Charming Place to Rest Your Head

Located just 15 minutes from San Jose International Airport, this pet-friendly lodge offers an on-site restaurant and outdoor pool and is conveniently situated near downtown Los Gatos for easy access to shopping and dining. Book your stay now.

Toll House Hotel Los Gatos : Comfort and Convenience in Los Gatos

Located just a short drive from Vasona Lake Park in downtown Los Gatos and offering an on-site Italian restaurant, it’s a convenient and delightful choice. Book your stay now.

Hotel Los Gatos: Modern Comfort and Style

Enjoy a luxurious stay at Hotel Los Gatos, featuring the top-rated on-site restaurant, Dio Deka, and a Mediterranean-inspired outdoor pool.

Located near Santa Cruz Mountain wineries and just 15 miles from San Jose International Airport, it’s the perfect choice for an elegant retreat. Book your stay now.

Similar Articles from Travel Realizations

Travel Realizations

Los Gatos, California, is a true gem nestled in the heart of Silicon Valley, offering an enchanting mix of natural beauty, cultural experiences, and vibrant dining and shopping options.

With this curated list of 33 top things to do and see, you’ll find plenty of opportunities to create unforgettable memories while exploring this charming town.

Los Gatos has something for everyone, from serene parks and stunning mountain vistas to world-class wineries, exceptional eateries, and bustling annual events like the Fiesta de Artes.

Embark on your own Los Gatos adventure and discover the countless wonders that await in this idyllic Californian haven.

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Chirasree Banerjee

Hello. My name is Chirasree. I have been traveling for almost 11 years to places all over the world. I enter into a separate reality during my travels and enjoy the allure of escape from the mundane. I seek beauty through nature and human-made creations. Because beauty is powerful. I seek knowledge. I observe, absorb, and write about the places I visit and the profound realizations and inspirations that each place has to offer.