ONGOING EVENT

Sep 30

8:00 am - 5:00 pm

Gizdich Ranch: U Pick Apples

 Watsonville

ONGOING EVENT

Sep 30

10:00 am - 4:00 pm

Clearview Orchards: U Pick Apples and Pumpkins

 Watsonville

Sep 30

12:00 pm - 9:00 pm

Steel Bonnet: 8-Year Anniversary

 Scotts Valley

Sep 30

12:00 pm - 10:00 pm

Fruition Brewing: Oktoberfest

 Watsonville

ONGOING EVENT

Sep 30

5:00 pm - 8:00 pm

El Vaquero Winery: Live Music

 Watsonville

Sep 30

5:00 pm - 11:00 pm

Downtown Santa Cruz: Oktoberfest Pub Crawl

 Santa Cruz

Sep 30

6:00 pm - 10:00 pm

Roaring Camp Railroads: Moonlight Train Dinner Party

 Felton

Pet Friendly

Oct 1

12:00 pm - 4:00 pm

Roaring Camp Railroads: Rail and Trail Festival

 Santa Cruz

ONGOING EVENT

Oct 1

5:00 pm - 8:30 pm

Chaminade Resort & Spa: Live Music at The View

 Santa Cruz

ONGOING EVENT

Oct 4

8:00 pm - 10:30 pm

Santa Cruz Mountain Brewing: Westside Comedy

 Santa Cruz

Oct 6

5:30 pm - 9:00 pm

Seymour Marine Discovery Center: Block Party on the Bluff

 Santa Cruz

Oct 7

October 7 - October 8

All County: Open Farm Tours

 Santa Cruz County

Oct 7

11:00 am - 8:30 pm

Roaring Camp Railroads: 4th Annual Brewgrass Festival

 Felton

Pet Friendly

Oct 7

12:00 pm - 4:00 pm

Aptos Village Park: Gourmet Grazing on the Green

 Aptos

Oct 7

12:00 pm - 4:00 pm

Watsonville: Organic Harvest Festival

 Watsonville

Oct 9

4:00 pm - 7:30 pm

Mariquita Farm: Harvesting Culture Dinner

 Watsonville

Oct 13

8:00 pm - 10:00 pm

Chaminade Resort and Spa: Vampire Ball

 Santa Cruz

ONGOING EVENT

Oct 14

10:30 am - 2:30 pm

Roaring Camp Railroads: Thomas and Percy’s Halloween Party

 Felton

Oct 14

11:00 am - 3:00 pm

Wilder Ranch State Park: Heritage Harvest Festival

 Santa Cruz

Oct 14

11:00 am - 3:30 pm

UCSC: Harvest Festival

 Santa Cruz

Oct 14

October 14 @ 3:00 pm - October 15 @ 3:00 pm PDT

Scotts Valley: Haunted Hoedown Campout

 Scotts Valley

Oct 14

3:30 pm - 7:30 pm

Chaminade Resort & Spa: Fall Festival

 Santa Cruz

Oct 14

4:30 pm - 8:00 pm

Henry Cowell Redwoods State Park: Lobster Feed

 Felton

Oct 19

October 19 @ 8:00 am - October 31 @ 8:00 pm PDT

Santa Cruz Wharf: 13 Days of Halloween

 Santa Cruz

ONGOING EVENT

Oct 19

4:00 pm - 8:00 pm

Santa Cruz Beach Boardwalk: Bites and Brews “Take It To The Streets”

 Santa Cruz

ONGOING EVENT

Oct 19

5:00 pm - 9:00 pm

Seacliff Inn: Sip and Stroll

 Aptos

Oct 20

5:00 pm - 9:00 pm

Ben Lomond: Mountain Affair

 Ben Lomond

Oct 20

6:00 pm - 9:00 pm

CHAMINADE RESORT & SPA: Vine to View Dinner Series “Calerrain Wines”

 Santa Cruz

Oct 21

10:00 am - 5:00 pm

Wines of the Santa Cruz Mountains: Passport Celebration Day

 

Pet Friendly

Oct 21

11:30 am - 4:30 pm

Bonny Doon: Art Wine and Beer Festival

 Santa Cruz

Oct 21

12:00 pm - 5:00 pm

Pleasure Point Sip & Stroll

 Santa Cruz

Oct 22

10:00 am - 4:00 pm

Downtown Felton: Scarecrow Sip and Stroll

 Felton

Oct 26

6:00 pm - 9:00 pm

Fruition Brewing: Spooky Paint and Sip

 Watsonville

Oct 26

6:00 pm - 9:00 pm

Jack O’Niel Restaurant: Jack O’Lanterns Vines Bites and Brews

 Santa Cruz

ONGOING EVENT

Oct 27

4:30 pm - 7:30 pm

Food Truck Friday

 Scotts Valley

Pet Friendly

Oct 28

10:00 am - 4:00 pm

Santa Cruz Beach Boardwalk: Chili Cook-Off

 Santa Cruz

Oct 28

5:00 pm - 11:00 pm

Downtown Santa Cruz: Halloween Bar Crawl

 Santa cruz

Oct 28

6:00 pm - 9:00 pm

Natural History Museum: Macabre Halloween Party

 Santa Cruz

Oct 30

October 30 - November 5

Capitola: Plein Air Festival

 Capitola

Nov 11

12:00 pm - 3:00 pm

Watsonville: Apple-Palooza

 Watsonville

Nov 11

12:00 pm - 5:00 pm

Capitola Village: Sip & Stroll

 Capitola

Nov 12

2:00 pm - 5:00 pm

Downtown Santa Cruz: Fall Wine Walk

 Santa Cruz

Dec 9

10:30 am - 3:30 pm

Castro Adobe State Historic Park: ‘Tis the Season

 Watsonville

Jan 27

5:00 pm - 11:00 pm

Cocoanut Grove: Mardi Gras Party

 Santa Cruz

Feb 24

February 24, 2024 @ 10:00 am - February 25, 2024 @ 5:00 pm PST

43rd Annual Clam Chowder Cook-Off

 Santa Cruz

May 12

9:00 am - 4:00 pm

Roaring Camp Railroads: Mother’s Day Brunch

 Felton

Pet Friendly

Jun 16

11:00 am - 3:30 pm

Roaring Camp Railroads: Father’s Day Steam Train & BBQ

 Felton

Jun 16

11:00 am - 3:30 pm

Roaring Camp Railroads: Father’s Day Brew Train

 Santa Cruz