Why Winter's Better In Gilroy: Beat The Blues With These Local Picks

Winter may be here, but the fun doesn’t slow down in Gilroy. From family outings to seasonal events and easy day trips, there’s plenty around town to keep your calendar full. Just remember to double-check hours, weather updates and ticket details before heading out. And if you want even more local winter ideas, keep scrolling — you’ll find a way to get personalized suggestions based on what you love to do.

Sharks Ice at San Jose

Address: 500 S 10th St, San Jose, CA 95112
Phone: (408) 279-6000
Details: One of the Bay Area’s largest ice facilities, Sharks Ice offers daily public skating sessions, lessons for all ages and the chance to watch NHL practices up close. With rental skates available and multiple rinks under one roof, it’s an easy winter outing for families or casual skaters. View the current schedule and reserve a spot through Sharks Ice’s online registration system.

Harvey Bear Ranch County Park

Address: 4558 Gilroy Hot Springs, Gilroy, CA 95020
Phone: (408) 842-7800
Details: This expansive county park east of Gilroy offers rolling hills, wide-open views and access to Coyote Lake, a popular spot for fishing and boating. Winter visitors can enjoy peaceful hikes, wildlife spotting and shoreline fishing, which is permitted around the clock. Day-use hours run from 8 a.m. to sunset; vehicle entry fees apply. See current fees and park details on the county’s visitor information page.

Kirigin Cellars

Address: 1550 Watsonville Rd, Gilroy, CA 95020
Phone: (408) 847-8827
Details: Established in 1916, Kirigin Cellars is a longtime Gilroy favorite known for its vineyard views, manicured lawns and relaxed tasting experience. Open daily from 10 a.m. to 5 p.m., the winery offers a welcoming place to sample local wines or enjoy a leisurely afternoon surrounded by historic charm. Learn more on the winery’s website.

Paint’n With Friends

Address: 7560 Monterey Rd, Gilroy, CA 95020
Phone: (408) 710-2327
Details: This local art studio hosts a rotating lineup of paint nights, workshops and private painting parties for all ages. Whether you’re joining a scheduled class or booking a mobile painting event for your home or group, Paint’n With Friends makes creativity approachable and fun. Browse upcoming sessions on their events calendar.

Gilroy Museum

Address: 195 5th St, Gilroy, CA 95020
Phone: (408) 846-0446
Details: Housed in a historic library building, the Gilroy Museum showcases artifacts, photographs and stories that trace the city’s past. The museum is open select weekdays and weekends and also hosts free guided walking tours of Gilroy’s historic districts on the first Saturday of each month. Call ahead for tour details or research appointments.

Sky Zone Trampoline Park

Address: 8787 San Ysidro Ave, Gilroy, CA 95020
Phone: (408) 713-5925
Details: Burn off winter energy at this indoor trampoline park featuring open jump areas, dodgeball, fitness programs and more. Sky Zone is open daily, with hours varying by day. Tickets and jump times can be reserved through Sky Zone’s online ticketing page.

Gilroy Bowl

Address: 7554 Monterey Rd, Gilroy, CA 95020
Phone: (669) 600-6471
Details: This modern bowling alley features HyperBowling technology, LED-lit lanes and bumpers that turn every game into a dynamic experience for all skill levels. Beyond bowling, Gilroy Bowl offers a full bar, craft beers on tap and a menu that ranges from classic comfort food to lighter options. Lane reservations are available via online booking.

Happy Hollow Park & Zoo

Address: 748 Story Rd, San Jose, CA 95112
Phone: (408) 794-6400
Details: A compact zoo and amusement park designed with younger visitors in mind, Happy Hollow combines animal exhibits with gentle rides and play areas. It’s an engaging winter day trip for families looking to mix education and fun. Tickets can be purchased in advance through the zoo’s online ticket portal.

Want ideas that fit your family and your budget? Enter your ZIP code and preferences — kid-friendly, outdoor, educational and more — for winter getaway recommendations made for you.

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