Select the month that you will be traveling from the table below to view the packing list:
What Woodside is like to visit throughout the year:
January
When visiting Woodside in January, it’s important to dress in layers to prepare for the chilly weather. Start with a base layer of thermal undergarments, topped with a warm sweater or fleece. A waterproof and windproof jacket is a must, as well as a hat, scarf, and gloves to protect against the cold. Don’t forget to wear comfortable and sturdy shoes, as you’ll likely be doing a lot of walking. It’s also a good idea to bring an umbrella or rain jacket, as January in Woodside can bring occasional rain showers. In addition to dressing appropriately, be sure to bring along a few key items to enhance your experience in Woodside. A camera is essential to capture the stunning winter landscapes and charming town center. Don’t forget to pack a reusable water bottle to stay hydrated while exploring. And for those wanting to take a break from the cold, a good book or journal to curl up with in a cozy cafe is a must. Lastly, be sure to pack a sense of adventure and an open mind to fully embrace all that Woodside has to offer in January.
January is a magical time to visit the charming town of Woodside. Located in the heart of California’s redwood country, this small town offers a peaceful and picturesque escape from the hustle and bustle of city life. While the weather may be cooler, there is still plenty to see and do in this hidden gem. Start your day with a brisk hike through the towering redwood trees at Huddart Park. The crisp air and lush greenery make for a serene and invigorating experience. After working up an appetite, head to the charming downtown area for a delicious farm-to-table brunch at Buck’s of Woodside. This local favorite is known for its mouthwatering dishes and quirky decor. In the afternoon, take a scenic drive along Skyline Boulevard and enjoy stunning views of the San Francisco Bay. To cap off your day, cozy up by the fire at the historic Woodside Store and treat yourself to a hot cup of cocoa. January may be chilly, but Woodside’s charm and beauty are sure to warm your heart.
February
When visiting Woodside in February, it’s important to dress in layers to prepare for the unpredictable weather. The mornings can be chilly, but as the day goes on, the temperature can rise significantly. Pack a light jacket, a couple of sweaters, and a scarf to easily adjust to the changing weather. Comfortable walking shoes are a must, as Woodside is a town best explored on foot. Don’t forget to bring a rain jacket or umbrella, as February can bring unexpected showers. As for what to wear in Woodside, opt for casual and comfortable clothing. This charming town is known for its laid-back atmosphere, so leave the fancy outfits at home. A pair of jeans and a cozy sweater will fit right in. However, if you plan on visiting any upscale restaurants or attending a special event, a nice dress or slacks will be appropriate. Lastly, don’t forget to bring a camera to capture the stunning natural beauty of Woodside and its surrounding areas. Happy travels!
Welcome to Woodside, a charming town nestled in the heart of California’s stunning Redwood forests. While many travelers may flock here in the summer months to escape the heat, February is the perfect time to visit for a peaceful and authentic experience. The winter months bring a tranquil beauty to Woodside, with misty mornings and crisp, cool air. So bundle up and let’s explore some of the best things to do in Woodside this February. One of the must-see attractions in Woodside during February is the Filoli Historic House and Garden. This sprawling estate is a true oasis, with over 16 acres of meticulously manicured gardens and a grand Georgian-style mansion. The gardens may not be in full bloom during this time, but the stark beauty of the winter landscape is just as breathtaking. Take a tour of the mansion to learn about the history of the wealthy families who once called this place home, and then take a leisurely stroll through the gardens, admiring the intricate details and peaceful atmosphere. And don’t forget to stop by the gift shop to pick up some unique souvenirs to remember your time in Woodside.
March
When planning a trip to Woodside in March, it’s important to pack for variable weather conditions. While the days may be warm and sunny, the evenings can be cool and damp. I recommend bringing versatile layers that can easily be added or removed as needed. A light jacket, a raincoat, and a few long-sleeved shirts are essential for staying comfortable throughout the day. In terms of footwear, comfortable walking shoes are a must. Woodside is a small town with charming streets and beautiful parks, perfect for exploring on foot. However, some of the trails and parks may be muddy after rain, so it’s best to avoid bringing delicate or expensive shoes. Also, don’t forget to pack a hat and sunglasses to protect yourself from the bright California sun. And of course, don’t leave home without a camera to capture the stunning views of the redwood forests and rolling hills that make Woodside such a picturesque destination.
Welcome to Woodside, a charming town nestled in the foothills of the Santa Cruz Mountains. March is a wonderful time to visit this hidden gem, as the weather begins to warm up and the town comes alive with events and activities. One of the must-do experiences in Woodside is a visit to Filoli Gardens, a stunning estate with over 16 acres of beautifully manicured gardens. In March, the gardens are bursting with colorful blooms, making it the perfect place for a leisurely stroll or a picnic on the lawn. For those looking for a bit of adventure, head to the nearby Purisima Creek Redwoods Open Space Preserve. This beautiful park offers miles of hiking trails through towering redwood trees and scenic vistas. March is a great time to visit as the wildflowers are in full bloom and the trails are not as crowded as in the summer months. After a day of exploring, be sure to stop by Alice’s Restaurant, a local favorite for hearty American fare and live music on the weekends. With its small-town charm and abundance of outdoor activities, Woodside is the perfect destination for a March getaway.
April
When visiting the charming town of Woodside in April, it’s important to dress for the changing weather. The mornings can be cool and foggy, but by midday the sun comes out and temperatures can reach the mid 70s. I recommend wearing layers, starting with a light jacket or sweater and bringing a scarf for the morning chill. As the day warms up, you can shed layers and enjoy the pleasant sunshine. Comfortable walking shoes are a must, as you’ll want to explore the town’s many hiking trails and picturesque streets. In addition to dressing appropriately for the weather, be sure to bring a camera to capture the stunning views of the surrounding redwood forests. A small backpack or day bag is also useful for carrying water, snacks, and any souvenirs you may find along the way. And don’t forget to bring a sense of adventure and curiosity as you explore the charming shops, restaurants, and natural beauty of Woodside. With the right attire and mindset, you’ll be ready to fully immerse yourself in this delightful town.
April is a lovely time to visit the charming town of Woodside, nestled in the heart of California’s Silicon Valley. The spring weather brings a pleasant mix of sunshine and occasional showers, making it the perfect time to explore the great outdoors. Take a stroll through the lush Filoli Gardens, with its colorful blooming flowers and serene ponds. Or, for a more active adventure, hike the scenic trails of Huddart Park and enjoy breathtaking views of the surrounding mountains. In addition to its natural beauty, Woodside also offers a rich cultural experience. Visit the historic Folger Estate Museum and learn about the town’s past as a logging community. Then, head to the Woodside Village Theatre for a delightful evening of live performances. And for a taste of local flavor, don’t miss the weekly Farmer’s Market where you can sample fresh produce and artisanal goods. April truly is the perfect time to discover all that Woodside has to offer. So pack your bags and come see for yourself!
May
As we venture into the charming town of Woodside in the month of May, it’s important to dress in layers to prepare for the unpredictable weather. The mornings in this quaint village can be cool and foggy, but as the day goes on, the sun often breaks through and warms things up. I recommend bringing a light jacket or sweater that can easily be tied around your waist as the day heats up. And don’t forget a good pair of walking shoes as you’ll want to explore the picturesque streets and breathtaking nature trails. When it comes to clothing, I always encourage travelers to blend in with the locals. In Woodside, this means opting for casual, comfortable attire with a touch of sophistication. You’ll see many locals sporting jeans, a nice top, and a stylish jacket. For women, a flowy dress or skirt with a light cardigan is also a great option. And don’t forget to pack a hat and sunglasses to protect yourself from the sun while enjoying a picnic in one of Woodside’s beautiful parks. Lastly, make sure to bring a backpack or tote bag to carry any essentials you may need throughout the day, such as water, sunscreen, and a camera to capture the stunning scenery.
Welcome to charming Woodside in the month of May! This quaint town, nestled in the heart of California’s redwood forests, offers a plethora of activities for visitors to enjoy. Immerse yourself in the natural beauty of the area by taking a leisurely hike through the famous Purisima Creek Redwoods Preserve. The towering redwood trees and peaceful babbling creeks will transport you to a serene state of mind. For a more adrenaline-fueled adventure, try your hand at zip-lining through the forest canopy. This exhilarating activity will give you a unique perspective of the redwoods from high above. After exploring the great outdoors, take a stroll through the charming downtown area of Woodside. This historic town is known for its quaint shops and delicious eateries. Be sure to stop by the Woodside Bakery & Cafe for a sweet treat and a cup of locally roasted coffee. For a taste of California’s wine country, head to the Thomas Fogarty Winery for a wine tasting and stunning views of the surrounding hills. May is the perfect time to visit Woodside and experience all that this hidden gem has to offer. Happy travels!
June
As you plan your trip to the charming town of Woodside in June, it’s important to pack accordingly for the warm weather. The average temperature in June ranges from the mid-60s to low 80s, so be sure to pack light and breathable clothing. Opt for comfortable and casual pieces such as shorts, sundresses, and t-shirts for exploring the town. Don’t forget to bring a light jacket or sweater for cooler evenings and any outdoor activities. When it comes to footwear, leave your high heels at home and pack comfortable walking shoes. Woodside is known for its beautiful parks and trails, so you’ll want to be prepared for outdoor adventures. A pair of comfortable sneakers or hiking shoes will be your best friend as you explore the town’s natural beauty. And don’t forget to bring a hat and sunscreen to protect yourself from the sun’s rays while you’re out and about. With the right clothing and gear, you’ll be able to fully enjoy all that Woodside has to offer in June.
Welcome to Woodside, California! This charming town, tucked away in the picturesque Santa Cruz Mountains, is the perfect destination for a June getaway. With summer in full swing, there are plenty of activities to keep you busy in this quaint community. First on the list is a visit to the charming Woodside Store. Built in 1854, this general store is a true slice of Americana. Take a step back in time as you wander through the aisles stocked with old-fashioned candies, homemade jams, and locally made crafts. For outdoor enthusiasts, there are plenty of hiking and biking trails in the surrounding area. One of my favorites is the Purisima Creek Redwoods Open Space Preserve, where you can immerse yourself in the towering redwood trees and spot wildlife along the way. And don’t forget to indulge in the delicious farm-to-table dining options that Woodside has to offer. From fresh seafood to locally grown produce, you won’t be disappointed with the culinary scene here. So pack your bags and get ready for a relaxing and enjoyable June in Woodside!
July
When planning a trip to Woodside in the month of July, it’s important to consider the warm and sunny weather. You’ll want to pack light and comfortable clothing, such as breathable cotton shirts and shorts. Remember to also bring a hat and sunglasses to protect yourself from the sun. It’s also a good idea to pack a light jacket or sweater for the evenings, as temperatures can drop a bit. When exploring Woodside, you’ll want to dress in layers so you can adjust to the changing temperatures throughout the day. A light rain jacket or umbrella may also come in handy, as occasional showers are not uncommon. Don’t forget to bring comfortable walking shoes, as there are many beautiful trails and parks to explore in this charming town. And of course, don’t forget to pack your camera to capture the picturesque scenery and charming small-town feel of Woodside. Happy travels!
Woodside is a charming town nestled in the heart of California’s Redwood Empire. With its lush forests and picturesque landscapes, it’s the perfect destination for nature lovers and outdoor enthusiasts. And in the month of July, there’s no shortage of activities to enjoy in this quaint town. One of the must-do activities in Woodside during July is to explore the majestic Redwood trees. These towering giants are at their prime during the summer months, with their vibrant green leaves and peaceful surroundings. Take a hike through the Redwood Regional Park and marvel at these ancient trees, some of which are over a thousand years old. For a more leisurely experience, hop on the Roaring Camp Railroad and take a scenic ride through the redwoods. And don’t forget to stop by the Woodside Store, a historic landmark that offers a glimpse into the town’s past. With its charming small-town feel and stunning natural beauty, Woodside is the perfect July getaway for those looking to escape the hustle and bustle of city life.
August
When visiting the charming town of Woodside in August, it’s important to dress for both comfort and style. The weather in this area can be quite warm and sunny, so be sure to pack plenty of lightweight, breathable clothing such as shorts, sundresses, and t-shirts. A light jacket or sweater may also come in handy for cooler evenings. In terms of footwear, comfortable walking shoes are a must as there are many scenic trails and parks to explore in Woodside. While the weather may be warm, it’s always a good idea to bring along a few layers just in case. Additionally, don’t forget to pack a sun hat, sunglasses, and sunscreen to protect yourself from the strong California sun. As for accessories, a crossbody bag or backpack is a smart choice for carrying essentials while out and about. And if you plan on dining at some of the town’s popular restaurants, be sure to dress up a bit with a nice blouse or collared shirt and some dressier shoes. With these key items in your suitcase, you’ll be prepared for a comfortable and stylish visit to Woodside in August.
Welcome to Woodside, a charming town nestled in the heart of California’s Redwood forests. August is the perfect time to visit this quaint community, as the warm summer weather allows for plenty of outdoor activities. Start your day with a hike through Huddart Park, where you can admire the towering redwoods and catch a glimpse of local wildlife. After working up an appetite, head to the Woodside Bakery & Cafe for a delicious brunch featuring freshly baked pastries and locally sourced ingredients. For a taste of history, visit the Filoli Estate where you can explore the grand mansion and immaculate gardens. August is also prime time for the Filoli Flower Show, a stunning display of floral arrangements and designs inspired by the estate’s gardens. For a more active experience, rent a bike and take a ride along the scenic Skyline Boulevard, where you’ll be rewarded with breathtaking views of the Bay Area. End your day with a leisurely stroll through the charming downtown area, filled with boutique shops and art galleries. No matter what your interests may be, Woodside has something for everyone to enjoy during the month of August.
September
As September approaches, the charming town of Woodside offers visitors a delightful blend of warm weather and crisp autumn air. To dress appropriately for this time of year, I recommend bringing layers that can easily be added or removed as needed. Start with a light jacket or sweater in the morning, and as the day warms up, you’ll be comfortable in just a t-shirt or blouse. Comfortable walking shoes are a must, as the town is best explored on foot. You’ll also want to pack sunscreen and a hat, as the California sun can be strong even in the fall. In terms of style, Woodside is a laid-back and casual town, so leave the fancy clothes at home. Opt for comfortable, yet stylish outfits that will make you feel at ease while exploring the town’s charming shops and restaurants. Flowy dresses and skirts for women, and khakis or jeans for men, are popular choices among locals and tourists alike. And don’t forget to pack a swimsuit, as the temperatures can still be warm enough to enjoy a dip in the pool or a hike to one of the nearby lakes. With these tips in mind, you’ll be well-prepared for a wonderful visit to Woodside in September.
Welcome to Woodside, a charming town nestled in the hills of Northern California. September is the perfect time to visit this quaint community, as the weather is mild and the crowds have thinned out from the summer months. Here are my top recommendations for things to do during your September trip to Woodside. First, take a stroll through the scenic Huddart Park. This sprawling park offers miles of hiking trails, perfect for soaking in the beautiful fall foliage. The crisp air and peaceful surroundings make for a rejuvenating escape from the hustle and bustle of city life. After your hike, stop by Alice’s Restaurant, a local favorite, for a hearty meal and a refreshing pint of craft beer. September is also harvest season in Woodside, so be sure to visit a nearby farm for some apple picking and other seasonal activities. Whether you’re a nature lover or a foodie, there’s something for everyone in Woodside this September.
October
When packing for a trip to Woodside in October, it’s important to plan for the changing weather. As the autumn season sets in, the temperatures can vary greatly from day to night. I recommend dressing in layers, so you can easily adjust to the temperature throughout the day. A light jacket, long-sleeved shirt, and a scarf are all great options for layering. It’s also a good idea to bring along a waterproof jacket, just in case of any rain showers. As for footwear, comfortable walking shoes are a must for exploring the charming streets of Woodside. The town is known for its beautiful parks and hiking trails, so a sturdy pair of shoes will come in handy. In terms of style, Woodside is a laid-back and casual community. You’ll fit right in with a simple outfit of jeans, a sweater, and comfortable shoes. Don’t forget to pack a small daypack to carry your essentials while out and about, and always remember to bring a reusable water bottle to stay hydrated on your adventures.
As the crisp autumn air settles in and the leaves begin to change, Woodside comes alive with a special charm. This quaint town, nestled in the heart of California’s redwood forests, offers a perfect escape for travelers looking to experience the beauty of fall. One of the must-do activities in October is a visit to the Filoli Historic House and Garden. This stunning estate boasts over 16 acres of meticulously manicured gardens, bursting with vibrant fall colors. Take a leisurely stroll through the grounds, admiring the changing foliage and soaking in the peaceful atmosphere. For those seeking a bit more adventure, head to the nearby Purisima Creek Redwoods Open Space Preserve. This natural oasis offers miles of hiking trails, perfect for taking in the stunning fall scenery. As you make your way through the towering redwood trees, keep an eye out for wildlife such as deer and foxes. And for a unique experience, consider booking a horseback ride through the preserve with one of the local stables. October in Woodside truly offers something for every type of traveler, from nature lovers to history buffs. So pack your bags and come see for yourself why this charming town is a must-visit destination in the fall.
November
November is a beautiful time to visit the charming town of Woodside. As the leaves change and a crispness fills the air, it’s important to dress appropriately for the weather. Layering is key, as temperatures can vary throughout the day. A light jacket or sweater is perfect for exploring the quaint streets, while a heavier coat may be needed for evening strolls. Don’t forget to pack a scarf and hat to keep warm and stylish. When it comes to footwear, comfortable walking shoes are a must. Woodside is known for its picturesque nature trails and scenic hikes, so be sure to bring a sturdy pair of shoes to fully enjoy the outdoors. And of course, no visit to Woodside would be complete without a visit to the local farmers’ market. Be sure to bring a reusable bag to carry all the delicious treats and souvenirs you’ll find there. With the right clothing and gear, you’ll be ready to fully immerse yourself in the cozy charm of Woodside in November.
Welcome to Woodside, a charming town nestled in the heart of California’s Redwood Mountains. November is the perfect time to visit this quaint community, as the autumn colors are at their peak and the cool weather is perfect for exploring. As a seasoned traveler, I have discovered some hidden gems and must-see attractions that will make your Woodside experience unforgettable. First on the list is a visit to the Filoli Historic House and Garden. This 654-acre estate is a true hidden gem, boasting stunning gardens, a picturesque mansion, and breathtaking views of the surrounding mountains. Take a tour of the house to learn about its rich history, then wander through the gardens and admire the vibrant fall foliage. For a true taste of Woodside, be sure to grab a bite to eat at the Filoli Cafe, serving up fresh and delicious meals made with ingredients from the estate’s own gardens. November is the perfect time to visit as the gardens are in full bloom and the crowds have died down, allowing for a peaceful and immersive experience.
December
When visiting Woodside in December, it’s important to be prepared for the chilly weather and potential rain. Layering is key, as the temperature can fluctuate throughout the day. Start with a warm base layer, such as a thermal top and leggings, and add on a cozy sweater, jacket, and scarf. Don’t forget to bring a waterproof jacket or umbrella in case of rain. Comfortable and waterproof shoes are also a must, as the town is known for its beautiful hiking trails and you don’t want to miss out on exploring them. It’s also a good idea to bring a hat and gloves to keep your head and hands warm. While the weather may be cool, the holiday spirit in Woodside is warm and inviting. Embrace the festive atmosphere by bringing along a nice outfit or dress for holiday parties or dinners. Don’t be afraid to add a touch of sparkle or color to your wardrobe to match the cheerful decorations around town. And of course, don’t forget to pack your camera to capture the picturesque winter scenes and holiday festivities. With these tips in mind, you’ll be dressed and ready to fully experience the charm of Woodside in December.
If you’re planning a trip to Woodside in December, you’re in for a treat! This charming town is located in the heart of California’s redwood forests and offers a variety of activities for visitors to enjoy during the holiday season. One of the must-do activities is to take a stroll through the historic downtown area, which is beautifully decorated with twinkling lights and festive decorations. You’ll feel like you’ve stepped into a winter wonderland as you explore the local shops and restaurants. For outdoor enthusiasts, a visit to the nearby Purisima Creek Redwoods Open Space Preserve is a must. In December, the trails are less crowded and the crisp air makes for a refreshing hike. You’ll have the chance to see towering redwood trees, beautiful waterfalls, and maybe even spot some wildlife. Another popular activity in Woodside during December is to take a horse-drawn carriage ride through the countryside. This is a unique and magical way to experience the beauty of the town and its surrounding nature. Make sure to bundle up and enjoy the cozy ride while taking in the scenic views. No matter how you choose to spend your December in Woodside, you’ll be sure to have a memorable and festive experience.
Hey there! I’m Jason, a total travel junkie who is always on the go. I live for discovering new places, meeting cool people, and experiencing different cultures. I’m here to help you with your travels.
