Fall is fully underway, and this weekend brings art, wine, live music, family festivals, adventure films, and seasonal celebrations to communities throughout Santa Cruz County and the greater Bay Area.
Whether you want to stay close to home in Aptos or Santa Cruz, plan a family day in Felton or San Jose, or make an evening of it in Carmel or Saratoga, here are seven local events happening Saturday, October 10 and Sunday, October 11, 2026.
Seacliff Village Street Fair
Saturday, October 10 | 11:30 am–4:00 pm
Broadway between Center Avenue and Santa Cruz Avenue | 4 Broadway, Aptos
Admission: Free
The 6th Annual Seacliff Village Street Fair brings an afternoon of community fun to Aptos. The Doggie Parade begins at 11:30 am, followed by local vendor stalls, food trucks, crafts, ice cream, and a Kids’ Corner filled with activities.
The Strock Team will be there hosting the Kids Booth, complete with a fun Sea Quest, activities, and freebies for children. Be sure to stop by and say hello. We are creating a must-visit spot for families to play, explore, and take home a little something from the fair.
Live music from the Steven Graves Band and The Joint Chiefs adds to the atmosphere. For Aptos locals and anyone looking to spend a relaxed afternoon in Seacliff, this is an easy addition to the weekend calendar.
View the Seacliff Village Street Fair details
Thomas & Percy’s Halloween Party
Saturday, October 10 and Sunday, October 11 | 9:00 am–5:00 pm
Roaring Camp Railroads | 5401 Graham Hill Road, Felton
Tickets: $25 off-peak or $27 peak | Onsite parking: $10
Thomas and Percy return to Roaring Camp for a Halloween celebration designed for young train fans and their families. Each ticket includes a 25-minute train ride and access to seasonal activities throughout the grounds.
Children can meet Thomas, Percy, and Sir Topham Hatt, choose a pumpkin, enter the costume contest, decorate pumpkins, explore train play tables, enjoy live music, and visit the bounce houses, bubble station, and activity areas. Tickets are timed, and advance reservations are recommended.
The event continues October 17–18 and October 24–25 if this weekend fills up.
View Thomas & Percy’s Halloween Party details
Pumpkins in the Park
Saturday, October 10 | 10:00 am–4:00 pm
Discovery Meadow | 180 Woz Way, San Jose
Pumpkins in the Park celebrates its 30th anniversary with a family-focused harvest festival in Downtown San Jose. The day includes live entertainment, inflatable activities, food trucks, environmental education, and a free pumpkin patch while supplies last.
Hosted in Guadalupe River Park, the event combines classic fall activities with opportunities to learn more about one of the region’s distinctive natural resources.
View Pumpkins in the Park details
Mountain View Oktoberfest
Saturday, October 10 and Sunday, October 11 | 11:00 am–7:00 pm
Castro Street between Mercy Street and Yosemite Avenue, Mountain View
Admission: Free
Downtown Mountain View transforms for two days of Bavarian-inspired food, drinks, music, and entertainment. Guests can enjoy German beer and wine, bratwurst, pretzels, live performances, dancing, and a full schedule of lighthearted competitions.
Stein-holding, yodeling, costume, pretzel-eating, and chicken-dancing contests take place beneath a 200-foot festival tent. Admission is free, and guests must be 21 or older with valid identification to purchase or consume alcohol.
View the Mountain View Oktoberfest details
Meet the Makers Art & Wine Walk
Saturday, October 10 | 4:00 pm–7:00 pm
Devendorf Park and Downtown Carmel-by-the-Sea galleries
Ocean Avenue and Junipero Street, Carmel-by-the-Sea | Tickets: $50
The 7th Annual Meet the Makers Art & Wine Walk begins at Devendorf Park before leading guests through artist-owned galleries around Downtown Carmel-by-the-Sea.
Follow the blue lanterns to meet local artists, explore their work, sample Monterey County wines, and enjoy food from local culinary makers. Touring the participating galleries is free, while a ticket is required for the wine and food tastings.
Banff Centre Mountain Film Festival World Tour
Saturday, October 10 | 7:00 pm–9:00 pm
Rio Theatre | 1205 Soquel Avenue, Santa Cruz
Doors open at 6:00 pm | Tickets required
The Banff Centre Mountain Film Festival World Tour brings an evening of outdoor storytelling to the Rio Theatre in Santa Cruz. The program features adventure films centered on mountain landscapes, climbing, skiing, exploration, and remarkable achievements in the outdoors.
This special Adventure Night supports Santa Cruz Mountains Trail Stewardship, making it a fitting choice for film lovers and anyone inspired by time outside.
View the Banff Centre Mountain Film Festival details
Air Supply: A Matter of Time Tour
Sunday, October 11 | 7:30 pm
The Mountain Winery | 14831 Pierce Road, Saratoga
Doors open at 5:30 pm | Tickets required
Close out the weekend with Air Supply at The Mountain Winery’s outdoor amphitheater. Graham Russell and Russell Hitchcock bring their signature harmonies and soft rock catalog to Saratoga as part of the A Matter of Time Tour.
The concert is open to all ages, with guests required to be 21 or older to purchase alcohol. The venue notes that performances take place rain or shine.
View Air Supply concert details
Make the Most of the Weekend
One of the best parts of living in Santa Cruz County is the variety within reach. You can spend Saturday afternoon at a neighborhood street fair in Aptos, catch an adventure film in Santa Cruz that evening, and still plan a Sunday concert, train ride, or festival elsewhere in the Bay Area.
At the Strock Team, we believe real estate is about more than the home itself. It is also about finding the communities, traditions, and everyday experiences that make a place feel like yours.
If you are thinking about buying or selling in Aptos, Santa Cruz, Capitola, or elsewhere around Monterey Bay, connect with a local Aptos Realtor or Santa Cruz Realtor who understands the area. Let’s start the conversation.
Strock Team | eXp Luxury
Where Remarkable Real Estate Lives in California
Santa Cruz County · Monterey Bay · Silicon Valley
831-688-9800
strockteam.com
Event information is current as of October 9, 2026. Dates, times, prices, and availability may change. Confirm details with the event organizer before attending.