Silicon Valley Realtor Nancy Dinshaw

Los Gatos Art & Wine Festival – Fiesta de Artes 2025
2025-09-21 10:00 - 18:30, 2025-09-20 10:00 - 18:30 (America/Los_Angeles) | Los Gatos Civic Center Lawn, 110 E Main St, Los Gatos, CA
Held annually since 1971 (that’s over 50 years of charm), the Los Gatos Art & Wine Festival—also known as Fiesta de Artes—is a free, weekend-long celebration set on the Civic Center Lawn. Expect to explore offerings from over 200 local artists, enjoy live music all weekend, savour fine wines and craft beers, and grab delicious bites from gourmet food trucks.
For more details, click here.

Ukrainian Fashion Show
2025-09-20 17:00 - 21:00 | Fremont Downtown Event Center, 3500 Capitol Ave, Fremont, CA, 94538
This elegant fashion fundraiser—hosted by the Ukrainian Heritage Club of Northern California—showcases a breathtaking blend of traditional Ukrainian design and contemporary style. Attendees will enjoy wine and appetizers, thoughtful conversation, and a rich cultural atmosphere. Highlights include special guests Roksolana Bogutska, a celebrated Ukrainian designer known for her fusion of heritage and modern couture, and Mariya Mulyava, a renowned collector of authentic Ukrainian traditional clothing. Proceeds from the event support humanitarian aid efforts in Ukraine. Black tie attire is requested.
For tickets or more details, click here.

18th Annual Luna Park Chalk Art Festival
2025-09-20 09:00 - 18:00 | Backesto Park, 551 N 13th St, San Jose, CA, 95112
Dive into a vibrant showcase of creativity where artists—regardless of age or experience—transform sidewalks into chalk masterpieces. This free, family-friendly festival features live performances, food vendors, and a welcoming, community-first atmosphere. When you register for a chalk square, chalk is provided, and your participation helps support the Luna Park Arts Foundation’s mission of funding youth arts programs and community engagement. For tickets, registration, or more info, click here.

Concerts on the Plaza
2025-09-19 18:00 - 19:30, 2025-09-12 18:00 - 19:30, 2025-09-05 18:00 - 19:30 | Civic Center Plaza, 500 Castro Street, Mountain View, CA, 94041, United States
Concerts on the Plaza is a free summer music series hosted at Civic Center Plaza (500 Castro Street) in downtown Mountain View. In 2025, the event returns with sixteen live performances held Friday evenings from 6:00–7:30 p.m., running weekly from June through September.
Each week features a different band spanning styles like Pop/R&B/Rock, Classic Rock, Jazz-Funk, Latin tribute, and more—creating a fun, dance-friendly atmosphere for families, friends, and neighbors. The series combines lively music, community spirit, and outdoor enjoyment—perfect for making summer memories together.
Jun 6 — Vybe Society (Pop / R&B / Rock)Jun 13 — Livewire (’70s & ’80s Rock / Dance Hits)Jun 20 — The Real Thang (’60s–’80s Rock / Funk)Jun 27 — Misspent Youth (Classic Rock)
Jul 4 — No Performance (Holiday)Jul 11 — East Side Funk (Original Jazz-Funk)Jul 18 — Daze On the Green (Party Cover Band)Jul 25 — Dolce Musica (R&B / Soul)
Aug 1 — Sounds of Selena (Latin Tribute Dance Band)Aug 8 — RPM Band (Rock ’n’ Roll Dance Music)Aug 15 — The China Cats (Grateful Dead Tribute Band)Aug 22 — The Houserockers (Rock & Soul Band)Aug 29 — False Bottom Band (Bluegrass / Rock / Country)
Sep 5 — The Peelers (Latest Hits Cover / Mashup Band)Sep 12 — Fog City Swampers (CCR / Rock)Sep 19 — The Wanderers (Classic / Modern Dance Rock)Sep 26 — The Drifting Cowboys (Hank Williams Tribute Band)

Blue Öyster Cult at Music in the Park
2025-09-19 17:00 - 22:00 | Plaza de Cesar Chavez, 1 Paseo de San Antonio, San Jose, CA, 95113
Experience an unforgettable evening at Music in the Park with Blue Öyster Cult, one of rock’s most enduring bands. With a career spanning more than five decades, the group is known for iconic hits including “(Don’t Fear) The Reaper,” “Godzilla,” and “Burnin’ for You.” This special outdoor concert in the heart of downtown San José is the perfect way to enjoy great music, community, and the energy of live performance.
For more information and tickets, click here.

Santa Clara Art & Wine Festival
2025-09-14 10:00 - 17:00, 2025-09-13 10:00 - 18:00 | Central Park, 969 Kiely Blvd, Santa Clara, CA, 95051
This beloved community festival brings together over 150–160 artists and craft vendors, a whimsical “Kids Kingdom,” delicious food stalls, live entertainment on two stages, and tastings of premium wine and microbrewed beer—all free to the public.
New for 2025: Explore the Maker’s Meadow, a curated area spotlighting local handcrafted goods and hands-on DIY activities from creative Bay Area makers.
Hosted by the City of Santa Clara Parks & Recreation, this festival raises funds for local nonprofits and community groups while offering a vibrant, family-friendly experience. For more information, click here.

SJMADE x Cityline: Little Shops Village 2025
2025-09-13 14:00 - 21:00, 2025-09-12 16:00 - 21:00 | Cityline Sunnyvale, 241 South Taaffe St, Sunnyvale, CA, 94086
Head to Cityline Sunnyvale for two days of shopping, food, and community vibes at the SJMADE x Cityline Little Shops Village. This outdoor pop-up features over 150 local makers—artists, crafters, designers, and food vendors—set up along McKinley, Taaffe, and Murphy Avenues. With creative activations, food trucks, and cozy hangout spots, it’s the perfect way to shop small and support Bay Area creators. For more info, click here.

4th Annual Oktoberfest Los Gatos 2025
2025-09-13 12:00 - 20:00 | Los Gatos Civic Center Lawn, 110 E Main St, Los Gatos, CA
Oktoberfest Los Gatos returns for its 4th year with a full day of Bavarian-inspired fun. Enjoy live music, traditional German food and beer, dancing, games, and family-friendly activities on the Civic Center Lawn. Admission is free, making it the perfect way to celebrate fall with the whole community. For more information, click here.

Silicon Valley Fall Fest
2025-09-13 10:00 - 19:00 | Cupertino Memorial Park, 21121 Stevens Creek Boulevard, Cupertino, CA, 95014
Family-friendly extravaganza with a fine arts show, food trucks, craft beer tastings, kids zone with pony rides and train rides, bike rodeo, cultural parade, live music, and 100+ local vendors. Free admission and parking. For more information, click here.

Mountain View Art & Wine Festival
2025-09-07 10:00 - 18:00, 2025-09-06 11:00 - 19:00 | MV Art and Wine, 490 Bryant St, Mountain View, CA, 94041
A beloved Bay Area tradition since the early 1970s, this festival brings together 350+ artists and craft makers, live music, curated food and drink, and an interactive Kids Zone—all with free admission. For more information, click here.

Los Gatos – Autumn at NUMU
2025-09-07 10:00 - 16:00 | New Museum Los Gatos (NUMU), 106 E Main St, Los Gatos, CA, 95030
Free First Sunday & 60th Anniversary Community Day at NUMU
Enjoy free museum admission, guided tours, and special activities as NUMU opens its doors for Free First Sunday and celebrates its 60th Anniversary with a community day full of art, history, and family-friendly fun. For more information, click here.

TREBA Night Market 2025
2025-09-06 14:00 - 21:00, 2025-09-05 16:00 - 21:00 | Eastridge Center, 2200 Eastridge Loop, San Jose, CA, 95122
Kick off the late-summer vibe at the inaugural TREBA Night Market, a collaborative opening between the Tully Road Eastridge Business Association, San José Made, and Moveable Feast. Expect a flavorful carnival of street food booths, specialty drinks, desserts, and artisan makers, all set to live entertainment and community performances curated by the Vietnamese American Roundtable. A total feast for the senses without costing a cent. For more information, click here.

Taste of Los Gatos
2025-09-06 11:30 - 17:00 | Downtown Los Gatos, N. Santa Cruz Avenue, Main Street & Old Town, Los Gatos, CA, 95030
Taste of Los Gatos transforms downtown Los Gatos into a lively street festival with live music, family-friendly activities, local shopping, and a vibrant community vibe. Food and wine tasting wristbands give access to bites from 25+ restaurants and pours from 20 wineries, while admission to the festival itself is free. For more information, click here.

Chicano Soul Fest 2025
2025-09-06 11:00 - 19:00 | History Park San Jose, 635 Phelan Ave, San Jose, CA, 95112
Chicano Soul Fest returns for its 4th annual celebration of Chicano culture, hosted at the scenic History Park in San José. Expect a vibrant lineup featuring live music, cultural art, soulful performances, a lowrider showcase, and food that hits all the nostalgic feels. It’s a full-day, all-ages festival—and yes, it turns History Park into the ultimate community groove zone.
For tickets or more info, head over to the Eventbrite page.

Labor Day Cookout
2025-09-01 14:00 - 20:00 | Treehouse Hotel Silicon Valley, 1100 N Mathilda Ave, Sunnyvale, CA, 94089
Raise a glass at this ultimate Labor Day cookout—four food or drink tickets (per person) included, plus mouthwatering specials and local brews in an inviting Beer Garden setting. Mix, match, eat, and sip under the California sky. For more information, click here.

California’s Great America Labor Day Weekend Celebration
2025-09-01 10:00 - 22:00, 2025-08-31 10:00 - 22:00 | California's Great America, 4701 Great America Pkwy, Santa Clara, CA, 95054
Celebrate the end of summer at California’s Great America with a three-day Labor Day Weekend Celebration, packed with thrilling rides, entertainment, and festive fun—plus one final splash at the waterpark, South Bay Shores. On Monday, September 1, the event also features the Labor Day Car Show, showcasing vintage and classic cars throughout the park.

Kings Mountain Art Fair
2025-09-01 08:00 - 17:00, 2025-08-31 08:00 - 17:00 | Kings Mountain Art Fair, 13889 Skyline Blvd. (Highway 35), Woodside, CA, 94062
Since 1963, this Labor Day weekend gem has brought fine arts and crafts into the redwoods. Featuring jury-selected artists, kids activities, food, and volunteer-run vibes, all proceeds support the local fire brigade and elementary school. For more information, click here.

Jane Austen’s Emma
2025-08-31 19:00 - 21:30 | Sanborn County Park, 16055 Sanborn Rd, Saratoga, CA
Experience a fresh take on Jane Austen’s Emma—outdoors and under the redwoods! Presented by Silicon Valley Shakespeare, this clever adaptation balances romance and wit in a serene natural amphitheater. Perfect for a date night or family outing, the show runs on select evenings throughout August. Bring jackets, snacks, and your sense of adventure.

BonPOP 2025
2025-08-31 14:00 - 18:00 | Celebration Garden, Golden Gate Park, San Francisco, 94122
Step into a vibrant celebration that lovingly blends tradition with inclusivity. BonPOP, hosted by KOHO and the Gardens of Golden Gate Park, invites visitors of all backgrounds to honor ancestors through joyful dance, taiko rhythms, songs, and rituals rooted in Japanese heritage. The event features vendor booths, yukata dressing experiences, lantern dedications, and community-led Bon Odori dances. For tickets, RSVP, or more info, click here.

Silicon Valley Pride Parade & Festival
2025-08-31 10:30 - 12:00 | Plaza de Cesar Chavez, 1 Paseo de San Antonio, San Jose, CA, 95113
Celebrate diversity, love, and community at Silicon Valley Pride! This two-day celebration kicks off with a night festival on Saturday and continues Sunday with the colorful downtown parade and full-day festival. Expect live music, dance performances, food trucks, family zones, drag shows, and community booths—plus plenty of joy and glitter.

Night Festival: Saturday, August 30, 2025 | 6 PM to 11 PM | Featuring Snow Tha Product
Parade: Sunday, August 31, 2025 | 10:30 AM to 12:00 PM (Downtown San Jose – Julian Street & Market Street, to Plaza de César Chávez Park)
Day Festival: Sunday, August 31, 2025 | 12 PM to 6 PM | Featuring Onya Nurve (RuPaul’s Drag Race Season 17 Winner)

Millbrae Art & Wine Festival
2025-08-31 08:00 - 17:00 | Downtown Millbrae, Broadway Ave (between Victoria Ave & Meadow Glen Ave, Millbrae, CA
A lively end‑of‑summer street fair, the Millbrae Art & Wine Festival transforms downtown Broadway into a vibrant hub of live music, local art and crafts, food, wine, beer, and family-friendly activities. Admission is free, making it a beloved Labor Day Weekend tradition in the Bay Area.
For more details—including exhibitor or sponsorship info—visit the official page Millbrae Art & Wine Festival 2025.
