Silicon Valley & Beyond: A Week in San Jose

From Tech Innovation to Natural Wonders

Trip Overview

Discover the heart of Silicon Valley with this comprehensive week-long adventure through San Jose and its surrounding treasures. This itinerary balances cutting-edge technology museums with Victorian mysteries, serene gardens with thrilling theme parks, and urban culture with stunning natural preserves. You'll explore world-class attractions like the Winchester Mystery House and The Tech Interactive, relax in beautiful parks and gardens, and venture into nearby hills for hiking and scenic vistas. The pace allows for thorough exploration without feeling rushed, with built-in flexibility for personal interests. From family-friendly museums to quirky attractions and outdoor adventures, this journey showcases the diverse character of California's third-largest city.

Pace
Moderate
Daily Budget
$120-180 per day
Best Seasons
March-May and September-November for mild weather; year-round destination with Mediterranean climate
Ideal For
First-time visitors, Families with children, Tech enthusiasts, Nature lovers, History buffs

Day-by-Day Itinerary

1

Arrival & Downtown Discovery

Downtown San Jose
Settle into Silicon Valley's capital with a relaxed exploration of downtown's cultural attractions and urban parks.
Morning
Start your San Jose adventure at this world-renowned science and technology center. Engage with interactive exhibits covering robotics, virtual reality, bioengineering, and space exploration. Don't miss the hands-on design challenges and the immersive IMAX dome theater. This museum perfectly introduces you to Silicon Valley's innovative spirit and is fascinating for all ages.
3 hours $35-45
Purchase tickets online in advance to skip lines, especially on weekends
Lunch
A casual eatery near Plaza de Cesar Chavez with outdoor seating
California fresh or international fusion Mid-range
Afternoon
Plaza de Cesar Chavez & San Jose Museum of Art
Stroll through downtown's central plaza, a vibrant gathering space with seasonal events and public art. Then explore the San Jose Museum of Art, featuring contemporary and modern works with a focus on West Coast artists. The museum's rotating exhibitions showcase cutting-edge creativity alongside its permanent collection in a beautifully renovated historic building.
2-3 hours $10-15
Evening
Dinner and evening walk along Guadalupe River Park
Dine at a restaurant in the downtown area, then take a sunset stroll along the river trail to stretch your legs after traveling

Where to Stay Tonight

Downtown San Jose (Mid-range hotel near Plaza de Cesar Chavez)

Central location provides walkable access to restaurants, nightlife, and tomorrow's attractions

Free admission to San Jose Museum of Art on the first Friday of each month after 5pm
Day 1 Budget: $140-200
2

Victorian Mysteries & Family Fun

West San Jose
Explore San Jose's most famous attraction and enjoy a charming zoo and park designed for families.
Morning
Tour this architectural marvel built by Sarah Winchester over 38 years. The mansion features 160 rooms, staircases leading to nowhere, doors opening to walls, and countless oddities. Choose from several tour options including the Mansion Tour, Behind the Scenes Tour, or seasonal flashlight tours. The mysterious history and bizarre construction make this one of California's most unique attractions.
2-3 hours $45-65
Book tours online at least a few days ahead, especially for weekend visits and specialty tours
Lunch
A family-friendly restaurant near the Winchester Mystery House with American classics
American comfort food Mid-range
Afternoon
Happy Hollow Park & Zoo
Spend the afternoon at this delightful combination zoo and amusement park designed for younger children. Meet animals from around the world, ride the vintage carousel and mini roller coaster, explore the puppet theater, and let kids burn energy at creative play structures. The intimate scale makes it perfect for families, and the focus on conservation education adds meaningful value.
3-4 hours $18-25
Evening
Casual dinner and early evening relaxation
Choose a relaxed dining spot near your hotel; consider exploring Santana Row for upscale outdoor shopping and dining atmosphere

Where to Stay Tonight

Downtown or West San Jose (Same hotel or similar mid-range accommodation)

Staying in the same area minimizes packing and unpacking while maintaining access to city attractions

Happy Hollow offers significantly lower prices than major theme parks while still providing excellent entertainment for kids under 10
Day 2 Budget: $130-180
3

Gardens, History & Culture

Central San Jose & Woodside
Immerse yourself in beautiful gardens, ancient Egyptian artifacts, and peaceful park settings.
Morning
Visit one of the finest rose gardens in America, featuring over 3,500 rose shrubs representing 189 varieties. Peak blooming season runs April through October, but the garden offers beauty year-round. Wander the paths, photograph stunning displays, and enjoy the fragrant atmosphere. The garden's historic design and meticulous maintenance make it a peaceful urban oasis perfect for a morning stroll.
1-2 hours Free
Lunch
A cafe or bistro in the Rose Garden neighborhood
Light lunch, salads, sandwiches Budget
Afternoon
Rosicrucian Egyptian Museum
Explore the largest collection of ancient Egyptian artifacts in western North America. Walk through authentic tomb replicas, view mummies, examine hieroglyphics, and discover daily life in ancient Egypt. The museum's beautiful Egyptian Revival architecture and peaceful planetarium add to the experience. The well-curated exhibits provide fascinating insights into one of history's greatest civilizations.
2-3 hours $12-15
Evening
Visit this serene garden in Kelley Park before dinner, then enjoy Asian cuisine at a nearby restaurant

Where to Stay Tonight

Downtown San Jose (Same or similar accommodation)

Central location continues to provide convenient access to varied attractions

Combine your visit to the Japanese Friendship Garden with exploring other areas of Kelley Park, including the historic homes and Emma Prusch Farm Park
Day 3 Budget: $100-140
4

Family Discovery & Interactive Adventures

Downtown San Jose
Dedicate the day to hands-on learning and interactive entertainment perfect for all ages.
Morning
Children's Discovery Museum of San Jose
Explore one of the largest children's museums in the nation, housed in a distinctive purple building. With over 150 interactive exhibits spread across 52,000 square feet, kids can climb through a multi-story maze, create art projects, explore water play areas, learn about bubbles, and engage with science concepts through play. Adults enjoy it too! The museum emphasizes learning through creative exploration.
3-4 hours $18-22
Arrive right at opening for the least crowded experience
Lunch
A family-friendly spot near Guadalupe River Park
Pizza, burgers, or casual dining Budget
Afternoon
The Escape Game San Jose or Immersive Gamebox - San Jose, Santa Clara
Challenge your group with an immersive escape room experience. Work together to solve puzzles, find clues, and complete your mission within 60 minutes. Choose from various themed rooms that test teamwork, creativity, and problem-solving skills. These high-tech experiences offer a fun break from traditional sightseeing and create memorable bonding moments for families or friends.
1.5-2 hours $35-45 per person
Book your preferred time slot at least a week in advance, especially for weekend visits
Evening
Relaxed dinner and downtown exploration
Enjoy dinner at a restaurant with patio seating, then explore downtown's evening atmosphere or catch live music

Where to Stay Tonight

Downtown San Jose (Same accommodation)

Maintaining your base allows for a relaxed evening without travel logistics

Many downtown restaurants offer happy hour specials between 4-6pm with discounted appetizers and drinks
Day 4 Budget: $140-180
5

Outdoor Adventures & Natural Beauty

East San Jose & Surrounding Hills
Escape the urban environment for hiking, scenic vistas, and natural California landscapes.
Morning
Alum Rock Park
Hike through California's first municipal park, established in 1872. Choose from 13 miles of trails ranging from easy creek-side walks to challenging ridge hikes with panoramic views. The park features mineral springs, diverse wildlife, beautiful rock formations, and shaded canyons. Spring brings wildflower blooms, while year-round you'll enjoy the peaceful natural setting just minutes from downtown.
3-4 hours $6 parking
Lunch
Pack a picnic to enjoy at the park or grab lunch at a casual spot on your return
Picnic or casual takeout Budget
Afternoon
Sierra Vista Open Space Preserve or Castle Rock State Park
Continue your outdoor adventure at one of these stunning natural areas. Sierra Vista offers easier trails with spectacular valley views, perfect if you're tired from morning hiking. Castle Rock provides more challenging terrain with unique rock formations, waterfalls (seasonal), and dramatic vistas. Both showcase the beautiful Santa Cruz Mountains and offer chances to spot local wildlife.
2-3 hours $6-10 parking
Evening
Early dinner and rest
After an active day, enjoy a hearty meal at a comfortable restaurant and relax at your accommodation

Where to Stay Tonight

Downtown San Jose (Same accommodation)

Return to your familiar base to rest after an active outdoor day

Bring layers for hiking as temperatures can vary significantly between valley and mountain areas; start hikes early to avoid afternoon heat
Day 5 Budget: $90-120
6

Lakeside Leisure & Historic Estates

Los Gatos & Woodside
Enjoy a more relaxed pace with scenic lakes, beautiful gardens, and a magnificent historic estate.
Morning
Vasona Lake County Park
Start with a peaceful morning at this popular recreation area. Rent a paddleboat or kayak to explore the lake, walk or bike the scenic trails, or simply relax by the water. The park features picnic areas, playgrounds, and connections to the Los Gatos Creek Trail. Watch for wildlife including turtles, ducks, and herons. The oak-shaded grounds provide a perfect setting for a leisurely morning.
2-3 hours $6 parking plus $10-15 for boat rentals
Lunch
A cafe or restaurant in charming downtown Los Gatos
California casual or Mediterranean Mid-range
Afternoon
Filoli Historic House & World-Class Garden
Tour this magnificent 54,000-square-foot Georgian Revival mansion and explore 16 acres of exquisite formal gardens. Built in 1917, the estate showcases period furnishings, architectural details, and stunning garden rooms including rose gardens, sunken gardens, and woodland areas. The changing seasonal displays ensure beauty year-round. This National Trust Historic Site offers a glimpse into early 20th-century elegance.
3-4 hours $25-30
Reserve timed entry tickets online in advance; very popular during spring bloom season
Evening
Dinner in Los Gatos or return to San Jose
Enjoy upscale dining in Los Gatos' charming downtown or return to San Jose for familiar dining options

Where to Stay Tonight

Downtown San Jose (Same accommodation)

Final night in your established base before departure preparations

Filoli's gardens are spectacular in spring for blooms and fall for colors; visit on weekdays for smaller crowds
Day 6 Budget: $120-160
7

Final Discoveries & Departure

South San Jose
Spend your final day exploring remaining attractions before departure, with flexibility for shopping or revisiting favorites.
Morning
Emma Prusch Farm Park
Experience a working farm and agricultural heritage site within the city. This 47-acre park features farm animals, historic barns, orchards, community gardens, and a rare breeds preservation program. Kids love meeting the animals while adults appreciate the agricultural history and peaceful rural atmosphere. The park offers a unique glimpse into Santa Clara Valley's farming past when it was known as the Valley of Heart's Delight.
2 hours Free
Lunch
A favorite spot from earlier in the week or try somewhere new near your afternoon destination
Your choice based on cravings Mid-range
Afternoon
Hellyer County Park or Alviso Marina County Park
Choose based on your interests: Hellyer offers lake activities, velodrome cycling, and extensive trails perfect for a final nature fix. Alviso Marina provides unique baylands scenery, birdwatching opportunities, and views of salt marshes and sloughs. Both offer peaceful settings to reflect on your trip. Leave time for any last-minute shopping or revisiting a favorite spot before departure.
2-3 hours $6 parking
Evening
Departure preparations
Enjoy a farewell dinner at a memorable restaurant, pack, and prepare for departure

Where to Stay Tonight

Downtown San Jose or near airport if departing early (Same hotel or airport hotel)

Choose based on departure time; airport hotels offer convenience for early flights

San Jose airport is small and efficient; arriving 90 minutes before domestic flights is typically sufficient
Day 7 Budget: $100-130

Practical Information

Getting Around

Renting a car is highly recommended for this itinerary as San Jose is spread out and many attractions are not easily accessible by public transit. The city does have VTA light rail and buses serving downtown and some attractions, but having a car provides flexibility for visiting parks, gardens, and surrounding areas. Ride-sharing services are readily available throughout the area. Parking is generally easy and affordable, with most attractions offering on-site parking. Downtown parking garages charge $10-20 daily. Traffic can be heavy during rush hours (7-9am, 4-7pm) on major highways.

Book Ahead

Book Winchester Mystery House tours, Filoli estate tickets, and escape room experiences at least 3-7 days ahead. Purchase The Tech Interactive tickets online to save time. Reserve accommodations early if visiting during peak season or major events.

Packing Essentials

Comfortable walking shoes, layered clothing for variable temperatures, sun protection (hat, sunscreen, sunglasses), reusable water bottle, light rain jacket for winter visits, camera, daypack for hiking days, casual dining attire

Total Budget

$850-1,200 for the week (excluding flights and accommodation)

Customize Your Trip

Budget Version

Stay at budget hotels or hostels outside downtown, pack picnic lunches, focus on free attractions like Municipal Rose Garden, Guadalupe River Park, and various county parks. Skip the escape rooms and choose only one paid museum. Use public transportation where possible and visit during off-peak seasons. Cook some meals if your accommodation has kitchen facilities. Total budget can be reduced to $70-100 per day.

Luxury Upgrade

Stay at upscale hotels in Santana Row or downtown, book private tours at Winchester Mystery House and Filoli, dine at high-end restaurants in Los Gatos and Santana Row, hire a private guide for hiking expeditions, upgrade to VIP experiences at The Tech Interactive, add wine tasting in nearby Santa Cruz Mountains, book spa treatments, and arrange private transportation. Consider adding a day trip to Monterey or Napa Valley. Budget $300-500 per day.

Family-Friendly

This itinerary is already quite family-friendly, but optimize by spending more time at Happy Hollow Park & Zoo and Children's Discovery Museum. Add extra visits to Vasona Lake for paddleboating and playground time. Skip Filoli in favor of more time at Emma Prusch Farm Park. Choose accommodations with pools and family suites. Build in more downtime between activities and select restaurants with kids' menus. Consider shorter hiking options at Alum Rock Park focusing on the creek trail.

Book Activities for Your Trip

Tours, tickets, and experiences in San Jose

Plan Your Perfect Trip

Get insider tips and travel guides delivered to your inbox

We respect your privacy. Unsubscribe anytime.