Things to Do in Hillsborough California

Explore the Scenic Hillsborough Canals and Waterways

Hillsborough, California, is known for its picturesque canals and waterways that offer a perfect escape from the daily grind. Paddling through these serene waters can be a very tranquil experience.

Rent a kayak or a paddleboard from city rental shops and leisurely explore the area’s hidden gems. The canals are particularly stunning during sunset, when the sky is painted with hues of orange and pink.

For those who enjoy fishing, the waterways are a haven. You might spend a day reeling in local trout, caught fresh from the clear and pristine waters. Don’t forget to check the local fishing regulations before you set out.

Visit the Iconic Carolands Chateau

One of Hillsborough’s most renowned landmarks is the Carolands Chateau, a massive 98-room mansion that showcases exquisite French Chateau-style architecture. This historic estate offers guided tours that delve into its fascinating history and elegance.

Designed by the celebrated architect Ernest Sanson and interior designer Achille Duchêne, the Carolands Chateau boasts opulent halls, luxurious rooms, and beautifully landscaped gardens that transport you back to a bygone era.

Tickets for the guided tours tend to sell out quickly, especially during the peak tourist season. Therefore, it’s a good idea to book your tickets in advance.

Take a Stroll Through Crocker Park

Crocker Park is a hidden gem in Hillsborough that often flies under the radar. This lovely park features sprawling lawns, shaded picnic areas, and well-maintained walking paths, ideal for a relaxed family day out or a leisurely solo walk.

The park is particularly popular among locals for morning jogs and evening strolls. It also offers playgrounds for kids, ensuring they have ample space to run and play.

Crocker Park is an excellent venue to unwind with a good book or just sit and watch the myriad activities happening around you. The park is also pet-friendly, so don’t hesitate to bring your furry friend along.

Attend the Hillsborough Memorial Day Parade

If you find yourself in Hillsborough on Memorial Day, you’re in for a treat. The Hillsborough Memorial Day Parade is a well-loved local event that brings together residents and visitors alike in a grand celebration.

The parade features floats, marching bands, and performances from various community groups. It’s a fantastic way to experience the local culture and sense of camaraderie that Hillsborough is known for.

Keep an eye out for special guest appearances and community awards that are often part of the festivities. Arriving early is advisable to secure a good spot along the parade route.

Explore Lemos Farm

Lemos Farm is a family-friendly attraction offering a range of activities that are perfect for a day out with the kids. From train rides and pony rides to a petting zoo, there’s something to keep children of all ages entertained.

The farm is particularly magical during the fall season when it transforms into a pumpkin patch, complete with hay mazes and haunted houses. During the winter, a Christmas tree farm and holiday-themed activities make it a festive destination.

If you’re planning a visit, it can be helpful to check their event calendar ahead of time. Special events and seasonal activities often draw larger crowds, and tickets can sell out quickly.

Indulge at the Local Wineries

Hillsborough is conveniently located near several top-notch wineries that offer tastings and tours. These wineries are ideal for a laid-back afternoon of wine tasting and enjoying scenic vineyard views.

One such exemplary vineyard is Filoli Estate & Gardens. Known for its beautifully manicured gardens, Filoli also offers a range of events, from garden tours to seasonal festivals, making it a must-visit destination for both wine and nature enthusiasts.

Wineries in the area often offer club memberships that come with perks like exclusive tastings, discounts on bottles, and invitations to members-only events. If you find yourself visiting frequently, it might be worth considering a membership.

Local Dining Spots You Shouldn’t Miss

Hillsborough boasts an impressive array of local dining options that cater to a variety of tastes and preferences. For those who enjoy fine dining, Town is a standout choice, known for its contemporary American cuisine and elegant ambiance.

If you’re in the mood for Italian, make a reservation at A16. Named after the highway in Italy that runs from Naples to Canosa, A16 prides itself on authentic Southern Italian dishes prepared with locally-sourced ingredients.

For a more casual dining experience, head over to Dal Baffo Restaurant. This family-owned Italian eatery offers hearty meals that make you feel right at home. Their friendly service and cozy atmosphere have earned them rave reviews.

If coffee is more your speed, visit one of Rhode Island’s leading coffee houses for some inspiration on where to get your caffeine boost. Whether it’s a quick espresso or a leisurely latte, Hillsborough’s coffee culture won’t disappoint.

Best Time to Visit Hillsborough

The best time to explore Hillsborough largely depends on what activities you have in mind. Spring offers mild weather and blooming landscapes, making it perfect for garden tours and outdoor strolls. Summer sees a flurry of festivals and events, providing endless entertainment options.

Fall is particularly delightful, with its crisp air and changing foliage enhancing the beauty of the parks and open spaces. Winter, while quieter, can be an ideal time for fewer crowds and a more intimate experience with local activities.

Avoid visiting during major public holidays if you prefer a quieter experience, as these times can see an influx of tourists.

Explore Local Art and Culture

Hillsborough’s local art scene is vibrant and eclectic. Check out the Hillsborough Art Society’s events calendar to find art shows, exhibitions, and workshops. Local artists often showcase their work here, providing a unique glimpse into the community’s creative pulse.

The Hillsborough Arts and Cultural Commission also hosts various events, from outdoor concerts to community theater productions. These are often free to attend and provide excellent opportunities to engage with the community.

Don’t miss the annual Hillsborough Art & Music Festival. This all-day event features live music, art installations, and booths from local artisans. Early arrival is recommended to snag the best spots.

Continue reading about hidden coastal retreats and other ideal getaways for serene escapes. Hillsborough offers a variety of options for those looking to unwind and enjoy beautiful scenery.

Unwind at Vista Park

Vista Park is another must-visit spot in Hillsborough, offering stunning views and a relaxing atmosphere. It’s an ideal place to enjoy a picnic, walk your dog, or just take in the beautiful surroundings.

The park features well-paved walking trails that are perfect for a leisurely stroll or a brisk jog. There are also several benches where you can sit and admire the panoramic views of the surrounding hills and valleys.

Families will appreciate the park’s playground, where kids can expend some energy while parents relax. It’s a quieter alternative to some of the busier parks in the area.

Early mornings and evenings are the best times to visit Vista Park, as these times offer the most serene experiences with fewer crowds.

Shop at Burlingame Avenue

Burlingame Avenue, located just a short drive from Hillsborough, is a bustling shopping district that offers a mix of high-end boutiques, charming cafes, and unique stores. It’s a great place to indulge in some retail therapy.

You will find popular brands like Athleta and Madewell, alongside unique local shops such as The Cobblery, which specializes in high-quality footwear. Strolling through the avenue is an enjoyable experience on its own.

Make sure to stop by Preston’s Candy & Ice Cream for a sweet treat. This local favorite has been serving homemade sweets and ice cream for decades, and it’s a hit among both kids and adults.

Burlingame Avenue is frequently the site of local events like farmers’ markets and art fairs, so keep an eye on the local event calendar to catch something special during your visit.

Engage in Outdoor Activities on the Faultline Trail

If you’re an outdoor enthusiast, the Faultline Trail is a hiking trail that should be on your list. This well-marked trail offers a moderate hike with rewarding views of the San Andreas Fault and surrounding areas.

The trail is particularly beautiful during the spring and fall when the weather is mild, and the foliage is vibrant. It’s a great way to escape the hustle and bustle and immerse yourself in nature.

For safety, remember to bring plenty of water, wear appropriate footwear, and let someone know your hiking plans. The trail is dog-friendly, so feel free to bring your furry friend along for the adventure.

Catch a Show at Hillsborough’s Community Theater

For those who appreciate the performing arts, Hillsborough’s Community Theater offers a range of shows throughout the year, from classic plays to contemporary performances. It’s a great way to enjoy an evening out.

The intimate setting of the theater provides an engaging experience, where you can truly appreciate the talent of local performers. Schedules and ticket information are usually available on the theater’s website.

Even if you’re not a regular theater-goer, catching a show here can be a delightful surprise. It’s an excellent way to support local arts and enjoy a night of entertainment.

Explore the History at Filoli Historic House and Garden

Filoli Historic House and Garden is a beautifully preserved estate that offers a glimpse into California’s history. The estate features a stunning mansion and meticulously maintained gardens that are open to the public.

Guided tours are available and provide in-depth insights into the estate’s history and architecture. The expansive gardens are perfect for a leisurely walk and offer numerous photo opportunities.

Filoli also hosts seasonal events, including flower shows, workshops, and even holiday celebrations like Christmas at Filoli. Check their event calendar to make the most of your visit.

An annual membership to Filoli provides benefits such as free admission, discounts on events, and special member-only access. It’s a great option if you plan to visit multiple times a year.

Relax at the Bay Area Ridge Trail

Another great outdoor option is the Bay Area Ridge Trail. This extensive trail network offers miles of hiking, biking, and horseback riding paths, providing stunning views of the Bay Area.

The Ridge Trail is perfect for both casual hikers and serious trekkers. There are various access points and trailheads, allowing you to choose a route that suits your ability and interests.

The trail is well-maintained and features informational signs along the way, enhancing your understanding of the local geography and ecology. It’s a fantastic way to experience the natural beauty of the area.

The best times to visit the Ridge Trail are in the spring and fall, as the weather is generally more comfortable. Make sure to pack essentials like water, snacks, and a map to ensure a safe and enjoyable experience.

Visit Hidden Villa

Hidden Villa is a unique educational farm and wilderness preserve that offers an array of activities for all ages. It’s a great place to learn about sustainable farming practices and connect with nature.

Visitors can take guided farm tours, participate in workshops, or simply explore the scenic trails winding through the property. It’s an enriching experience that combines education and recreation.

Hidden Villa also hosts summer camps for kids, which are highly popular and known for their immersive educational experiences. Early registration is recommended as spots fill up quickly.

Experience the Hillsborough Harvest Festival

The Hillsborough Harvest Festival is a beloved annual event that showcases local produce, crafts, and entertainment. It’s an excellent way to experience the community spirit and enjoy a fun-filled day.

The festival features live music, food booths, artisan vendors, and a range of activities for kids, making it a family-friendly event. It’s held in September, marking the transition from summer to fall.

Arriving early is advisable to find good parking and make the most of the activities. Don’t forget to bring reusable bags for your purchases, as there are many unique items to discover.

If you’re interested in similar community events, you might want to explore some of the family-friendly attractions that offer a similar vibe.

Practice Yoga at Hillsborough’s Outdoor Yoga Sessions

For those who seek a blend of fitness and mindfulness, Hillsborough offers outdoor yoga sessions in various parks throughout the town. It’s a wonderful way to stay active while enjoying the beauty of nature.

These sessions are often led by certified instructors and cater to all skill levels, from beginners to seasoned practitioners. The serene environment adds an extra layer of relaxation to the practice.

Check the local community board or social media groups for schedules and locations. Bringing your own yoga mat and water bottle is recommended, as these sessions are usually well-attended.

Integrating yoga into your routine can offer numerous health benefits, similar to what you might find in leading yoga retreats designed for holistic health.

Enjoy a Round of Golf at Crystal Springs Golf Course

Golf enthusiasts will find Crystal Springs Golf Course to be a top-notch destination. This course offers challenging holes with panoramic views of the Crystal Springs Reservoir and surrounding hills.

The course is well-maintained, and its natural beauty provides a relaxing backdrop for a day of golf. The layout is suitable for both novices and experienced golfers, making it a versatile option for everyone.

Tee times can be booked in advance online, which is advisable during peak seasons. The onsite pro shop and restaurant add convenience, allowing you to make a full day out of your visit.

Explore the Artisans’ Faire

Taking place several times a year, the Artisans’ Faire in Hillsborough is a vibrant marketplace where local artists and craftsmen showcase their creations. It’s a fantastic opportunity to purchase unique, handmade items.

The faire features a variety of goods, from pottery and jewelry to homemade jams and textiles. It’s a wonderful place to find one-of-a-kind gifts or souvenirs.

Many booths offer live demonstrations, providing insight into the creative process behind the products. It’s an engaging and educational experience for all ages.

If you enjoy exploring local culture and craftsmanship, don’t miss this event. It’s a great place to find treasures and support the local artisan community.

For additional inspiration, take a look at some of the ultimate shopping hotspots that offer similar experiences.

Discover the Enchanting Hillsborough Vineyards

Hillsborough, California, has some delightful vineyards that are perfect for a relaxed weekend getaway. These scenic vineyards offer more than just wine—they provide an experience that will rejuvenate your senses.

One standout vineyard is Pulgas Ridge Vineyard. Known for its sophisticated wine-tasting sessions, Pulgas Ridge is a place where you can savor some of the finest wines produced in the region. The friendly sommeliers are more than happy to guide you through their extensive wine list.

The vineyard also hosts events and guided tours that delve into the winemaking process. It’s not uncommon to find live music performances, which add to the overall experience. It’s a charming way to spend a lazy afternoon.

Take a Historical Walking Tour

If history intrigues you, a guided walking tour of Hillsborough’s historic sites is a must. The town is rich in history, with many landmarks that tell the story of its past.

The Hillsborough Historical Society offers expertly guided tours that cover key sites like the Sugar Pine House and the Old Stage Coach Road. These tours provide fascinating insights into the town’s heritage.

The walking tours are quite popular, especially during the spring and fall. It’s advisable to book in advance to secure a spot. Wear comfortable walking shoes and bring a water bottle, as the tours can cover a considerable distance.

Visit Central County Farmers’ Market

For those who love fresh produce and artisanal goods, the Central County Farmers’ Market is a destination you shouldn’t miss. Located in the heart of Hillsborough, this market is a colorful array of stalls offering everything from organic vegetables to handcrafted soaps.

The market is open every Saturday, making it a perfect weekend activity. Arrive early to catch the freshest produce and unique artisanal items.

It’s a lively spot where you can meet local farmers and artisans. Many visitors enjoy the community vibe and the chance to support local businesses.

Shop at the Hillsborough Antique Mall

Hillsborough Antique Mall is a treasure trove for those who love antiques and vintage items. This charming store offers an extensive collection of antique furniture, vintage jewelry, and rare collectibles.

Browsing through the aisles, you might find unique pieces that add character and charm to your home. The friendly staff are knowledgeable and can provide insights into the history of various items.

It’s a delightful way to spend a few hours, and you never know what hidden gems you might uncover. The mall also occasionally hosts antique fairs and appraisal events.

Experience Fine Dining at Il Fornaio

For an upscale dining experience, Il Fornaio in Hillsborough is a top choice. This elegant Italian restaurant offers a menu that focuses on authentic Northern Italian cuisine.

Their handmade pastas, freshly baked bread, and exquisite desserts have earned them high praise. The ambiance is perfect for a romantic dinner or a special celebration.

The restaurant also offers cooking classes, where you can learn to make some of their signature dishes. It’s a fun and educational experience that brings the flavors of Italy to your kitchen.

Explore Pulgas Ridge Open Space Preserve

Pulgas Ridge Open Space Preserve is a beautiful natural area that offers various outdoor activities, from hiking and biking to bird watching. The preserve features several well-marked trails suitable for all fitness levels.

The Blue Oak Trail is particularly popular, offering stunning views and the chance to see a variety of flora and fauna. It’s a great way to spend a day immersing yourself in nature.

The preserve also has picnic areas where you can relax and enjoy a meal amidst the scenic surroundings. Make sure to bring enough water and snacks for your adventure.

Relax at Hillsborough Spa

For some well-deserved pampering, Hillsborough Spa offers an array of treatments designed to rejuvenate your body and mind. From luxurious massages to custom facials, there’s something for everyone.

Many locals swear by their hot stone massages and holistic wellness treatments. The spa provides a tranquil environment that helps you unwind and recharge.

Booking an appointment in advance is recommended, especially during weekends and holidays. Don’t miss their seasonal specials and packages, which offer great value for a day of relaxation.

Attend a Workshop at the Hillsborough Art Studio

The Hillsborough Art Studio is a haven for creativity, offering workshops and classes in various art forms. Whether you’re interested in painting, ceramics, or photography, there’s a class that caters to your interests.

The experienced instructors provide personalized guidance, making it a fulfilling experience for both beginners and advanced artists. It’s an excellent way to explore your artistic side and meet like-minded individuals.

Keep an eye on their event calendar for special guest workshops and exhibits. Participating in these sessions can be both inspiring and educational.

Visit The Reading Bug

The Reading Bug in nearby San Carlos is a delightful independent bookstore that offers a curated collection of books for all ages. It’s a wonderful spot for book lovers to discover new reads and attend author events.

The store frequently hosts storytime sessions for children, making it a family-friendly outing. They also offer gift wrapping services, making it easy to find the perfect present.

While you’re in the area, pop into one of the charming cafes nearby for a coffee break and enjoy a relaxing day out.

Embark on a Scenic Drive Along Skyline Boulevard

For a relaxing and picturesque drive, head to Skyline Boulevard. This scenic route offers breathtaking views of the San Francisco Bay and the Pacific Ocean.

The drive is particularly beautiful during sunset, when the sky is painted in vibrant hues. There are several lookout points along the way where you can stop and take in the stunning views.

Pack a picnic and make stops at some of the parks and open spaces along the route. It’s a wonderful way to explore the natural beauty of the area.

Enjoy a Day at Hillsborough’s Local Library

The Hillsborough Library is a community hub that offers more than just books. They host a variety of events, including book clubs, lectures, and children’s programs.

The library provides a quiet and comfortable setting for reading and studying. It’s a great place to discover new books or simply enjoy some peaceful time.

Check their website for upcoming events and workshops. Membership is free and provides access to a wealth of resources.

Take a Day Trip to Nearby Exploratorium

Although not located in Hillsborough itself, the Exploratorium in San Francisco is a fascinating science and art museum that’s worth the short drive. It’s a fantastic destination for curious minds of all ages.

The museum features interactive exhibits that cover a wide range of scientific disciplines. It’s an educational and fun outing for families and individuals alike.

Plan to spend a few hours exploring the exhibits. The onsite café offers a variety of food options, making it easy to spend the whole day here.

If you’re interested in discovering more unique spots, check out some of the unique and unexplored spots that offer a similar vibe.

Unwind at the Hillsborough Bed and Breakfasts

For a cozy and personalized lodging experience, consider staying at one of Hillsborough’s charming bed and breakfast establishments. These accommodations offer a more intimate and homely atmosphere compared to traditional hotels.

Their attention to detail, homemade breakfasts, and warm hospitality make for a memorable stay. Many of these B&Bs are located within walking distance of popular attractions.

Booking in advance is recommended, especially during peak travel seasons. Look for special packages that include tours and dining experiences.

If you’re considering options, you might find it helpful to explore a list of some of the highly rated bed and breakfast establishments for comparisons.