Select the month that you will be traveling from the table below to view the packing list:
What Woodside Highlands is like to visit throughout the year:
January
When packing for a trip to Woodside Highlands in January, it’s important to remember that this charming Northern California town experiences a mild winter climate. Layers are key for staying comfortable throughout the day, as temperatures can vary greatly between the morning and afternoon. Start with a base layer of thermal undergarments, followed by a sweater or fleece, and top it off with a waterproof jacket. Don’t forget to bring a warm hat, gloves, and a scarf for extra warmth. Comfortable walking shoes with good traction are a must, as you’ll want to explore the beautiful hiking trails and charming downtown area. In addition to dressing for the weather, it’s important to consider the local culture when choosing your outfits. Woodside Highlands has a relaxed and outdoorsy vibe, so opt for casual and comfortable clothing such as jeans, t-shirts, and flannels. This is also a great opportunity to support local businesses by wearing sustainable and eco-friendly clothing. Don’t forget to bring a reusable water bottle and a small backpack to carry your essentials while exploring. And of course, don’t leave home without your camera to capture the stunning natural beauty of this hidden gem in California.
Welcome to Woodside Highlands in January! This charming neighborhood in Northern California may not be known for its winter activities, but there’s still plenty to do during this time of year. One must-see stop is the Filoli Historic House and Garden. This stunning estate features a 54-room mansion with beautifully manicured gardens, perfect for a peaceful winter stroll. Plus, with fewer crowds in January, you’ll have more time to admire the intricate architecture and take in the scenic views. For a taste of local culture, be sure to visit the Woodside Village Theatre. This intimate theater puts on a variety of performances, from plays to musicals, throughout the year. In January, they often have special holiday-themed shows, adding to the festive atmosphere. And don’t forget to stop by the Woodside Farmers’ Market on Sunday mornings to sample some of the freshest produce and artisanal goods from the area. January may be the off-season for many tourist destinations, but here in Woodside Highlands, there’s always something to do and see. So bundle up and come experience the charm of this hidden gem!
February
When visiting the charming community of Woodside Highlands in February, it’s important to dress in layers. The weather can be quite variable during this time of year, with chilly mornings and evenings, and warmer afternoons. I recommend bringing a warm jacket, a few sweaters, and a scarf to bundle up in. Comfortable walking shoes are a must, as there are many scenic trails and parks to explore in the area. In terms of what to wear, I suggest packing clothing that is appropriate for both outdoor activities and casual dining. This could include a pair of jeans or khakis paired with a button-down shirt or a cozy sweater. For women, a dress or skirt with tights and boots would also be suitable. Remember to dress in layers, as the temperature can change quickly. And don’t forget to bring a rain jacket or umbrella, as February is known for its occasional showers. By being prepared with the right clothing and gear, you’ll be able to fully enjoy the beauty and charm of Woodside Highlands in February.
Welcome to Woodside Highlands, a charming town nestled in the rolling hills of Northern California. While many travelers may flock to this area during the summer months, February is a hidden gem for those seeking a quieter and more authentic experience. Despite the cooler temperatures, there are plenty of activities to enjoy in Woodside Highlands during this time of year. One of the highlights of visiting Woodside Highlands in February is the stunning wildflower displays. Take a hike through the nearby Windy Hill Open Space Preserve and you’ll be treated to vibrant carpets of wildflowers in every direction. For a more relaxing experience, visit Filoli Gardens where you can stroll through the blooming camellias and enjoy the peaceful tranquility of this historic estate. And don’t miss out on the annual Lunar New Year celebrations, where you can sample delicious traditional Chinese cuisine and witness colorful lion dances. No matter your interests, Woodside Highlands has something to offer in February.
March
When visiting the charming town of Woodside Highlands in March, it’s important to dress in layers. The weather can be quite unpredictable, with chilly mornings and warm afternoons. I recommend bringing a light jacket or sweater to wear in the mornings, and then shedding it as the day warms up. Comfortable walking shoes are a must, as you’ll want to explore the beautiful hiking trails and quaint streets of this picturesque town. Don’t forget to pack a waterproof jacket or umbrella, as March can also bring some rain showers. As for what to wear, the locals in Woodside Highlands have a laid-back and casual style. Opt for comfortable and practical clothing, such as jeans, t-shirts, and sweaters. A scarf or hat can also come in handy for added warmth. If you plan on dining at one of the town’s upscale restaurants, a nicer outfit may be appropriate. But overall, the key is to be comfortable and prepared for the changing weather. And don’t forget to pack a camera to capture the stunning views and charming atmosphere of this delightful town.
Woodside Highlands is a charming and picturesque town located in the heart of California’s Bay Area. While it may be small in size, this town has plenty to offer, especially in the month of March. As spring begins to bloom, there are several activities that visitors can partake in to make the most of their trip to Woodside Highlands. One must-do activity in March is exploring the town’s numerous hiking trails. With the weather starting to warm up, it’s the perfect time to take a leisurely stroll through the lush forests and scenic hillsides of Woodside Highlands. The Purisima Creek Redwoods Open Space Preserve offers a variety of trails suitable for all levels of hikers. For a more challenging hike, head to the Skyline Ridge Open Space Preserve, where you’ll be rewarded with stunning views of the surrounding mountains and valleys. After a day of hiking, be sure to stop by one of the local wineries for a taste of the region’s delicious wines. March truly is the perfect time to experience the natural beauty of Woodside Highlands.
April
As you plan your trip to Woodside Highlands in April, be sure to pack layers for the changing weather. The mornings can be chilly, but by midday, the sun is shining and the temperatures rise. I recommend bringing a light rain jacket, as the area is known for its unpredictable showers. Comfortable walking shoes are also a must, as there are many beautiful trails to explore in this scenic area. When it comes to dressing for the day, a casual and practical style is best. Opt for comfortable pants or jeans, a light sweater, and a waterproof jacket. Scarves are also a great accessory to have on hand, as they can add warmth and style to any outfit. Don’t forget to bring a hat and sunglasses for those sunny afternoons. As for what to bring, be sure to pack a refillable water bottle to stay hydrated during your outdoor adventures, and a camera to capture the stunning views of the mountains and forests. With these essentials, you’ll be prepared to fully enjoy all that Woodside Highlands has to offer in the beautiful month of April.
In April, Woodside Highlands is bursting with springtime beauty and activities for travelers to enjoy. One of the must-do activities is taking a hike through the stunning Huddart Park. With its lush green forests and blooming wildflowers, it’s the perfect place to immerse yourself in nature and escape the hustle and bustle of city life. The park also offers picturesque picnic spots and scenic viewpoints, making it an ideal spot for a day trip. For a taste of local culture, make sure to visit the Woodside Farmers Market on Sundays. Here, you can sample delicious, fresh produce from the area’s farms and mingle with friendly locals. The market also features live music and artisanal crafts, providing a true taste of the community. And if you’re feeling adventurous, take a drive along the winding roads of Woodside Highlands and admire the sprawling mansions and stunning views of the Bay Area. April is the perfect time to visit this charming town and experience all it has to offer.
May
When visiting Woodside Highlands in May, be sure to dress in comfortable and breathable clothing. The weather can be quite warm during the day, so lightweight fabrics such as cotton or linen are recommended. However, it can also get cool in the evenings, so bringing a light jacket or sweater is a good idea. As the area is known for its scenic hiking trails, sturdy and comfortable shoes are a must. Don’t forget to bring a hat and sunscreen to protect yourself from the strong California sun. In addition to appropriate clothing, be sure to also bring a reusable water bottle and a small backpack to carry your essentials while exploring the area. As this is a residential neighborhood, it’s important to be respectful of the local community and dress modestly when venturing outside of the main tourist areas. And don’t forget to bring a camera to capture the beautiful views and charming architecture of Woodside Highlands. With these tips in mind, you’ll be all set to enjoy the stunning natural beauty and quaint charm of this hidden gem in Northern California.
Welcome to Woodside Highlands, a charming and picturesque town nestled in the heart of California’s Bay Area. May is the perfect time to visit this quaint community, as the warm weather and blooming flowers make for a delightful experience. Start your day with a hike through the redwood forest at Huddart Park, where you can admire the towering trees and spot local wildlife. After working up an appetite, head to Alice’s Restaurant for a delicious breakfast with a view. This local favorite has been serving up hearty meals and stunning views of the surrounding mountains since the 1960s. In the afternoon, take a leisurely stroll through downtown Woodside and browse the charming boutiques and art galleries. Don’t miss the opportunity to visit the Filoli Historic House and Garden, a stunning estate with beautiful gardens and a grand mansion that offers a glimpse into the area’s rich history. For a taste of the local culture, catch a show at the Woodside Community Theatre, known for its exceptional performances and welcoming atmosphere. End your day with a glass of wine at a nearby winery, where you can relax and take in the stunning views of the rolling hills. May in Woodside Highlands is a truly magical time, filled with nature, culture, and community.
June
When visiting the charming Woodside Highlands in June, it’s important to dress comfortably and be prepared for both warm and cool weather. The best way to do this is by layering. Start with a lightweight t-shirt or blouse, paired with comfortable pants or shorts. Bring along a light jacket or sweater to throw on if the temperature drops in the evening. It’s always a good idea to wear comfortable walking shoes as well, as there are many beautiful trails and hikes to explore in the area. In addition to dressing for the weather, it’s also important to pack a few essentials for your trip to Woodside Highlands. Sunscreen, a hat, and sunglasses are a must for protecting yourself from the strong California sun. Don’t forget to bring a refillable water bottle to stay hydrated while exploring the charming town. And for those planning on indulging in the delicious local cuisine, be sure to pack some stretchy pants to accommodate all the delicious meals you’ll be enjoying. With these tips in mind, you’ll be dressed and prepared for the ultimate Woodside Highlands experience.
Welcome to Woodside Highlands in the month of June! This charming and picturesque neighborhood is the perfect destination for a summer getaway. As the weather warms up, locals and visitors alike flock to the lush green parks and gardens in the area. One must-visit spot is the Filoli Historic House and Garden, where you can take a leisurely stroll through the immaculately manicured gardens and learn about the history of this grand estate. Another must-do activity is hiking in the nearby Pulgas Ridge Open Space Preserve, where you can soak in the stunning views of the San Francisco Bay and spot wildlife such as deer and hawks. For a taste of local flavor, be sure to check out the Woodside Farmers Market on Sundays. Here, you can sample fresh produce and artisanal goods from the surrounding farms and enjoy live music and food trucks. And if you’re feeling adventurous, take a day trip to the nearby coastal town of Half Moon Bay, known for its picturesque beaches and quaint shops. June in Woodside Highlands offers the perfect balance of outdoor activities, cultural experiences, and relaxation, making it a must-visit destination for any traveler.
July
When visiting Woodside Highlands in July, it’s important to dress for both warm and cool weather. The mornings and evenings can be quite chilly, with temperatures in the 50s, so be sure to bring a light jacket or sweater. However, the afternoons can heat up to the high 70s, so be prepared with lightweight, breathable clothing. A good rule of thumb is to dress in layers, so you can adjust as needed throughout the day. As for what to wear, I recommend comfortable walking shoes for exploring the many hiking trails and scenic overlooks in Woodside Highlands. A sunhat and sunglasses are also a must, as the sun can be quite strong in this area. Don’t forget to pack a swimsuit, as there are also beautiful lakes and rivers for swimming and cooling off in the summer heat. And of course, don’t forget to bring a camera to capture the stunning views and natural beauty of this charming destination.
July is the perfect time to visit the charming neighborhood of Woodside Highlands. Located just a short drive away from San Francisco, this hidden gem is a must-see for any traveler looking to experience the beauty of Northern California. The warm summer weather makes it the ideal time to explore the neighborhood’s lush hiking trails, where you can take in stunning views of the Bay Area and its iconic Golden Gate Bridge. And for those craving a taste of local culture, be sure to check out the weekly farmers market where you can sample freshly picked produce and mingle with friendly locals. But that’s not all Woodside Highlands has to offer in July. History buffs will delight in a visit to the Filoli Historic House and Garden, a magnificent estate dating back to the early 20th century. Stroll through the meticulously manicured gardens and step inside the grand mansion to get a glimpse of what life was like for the wealthy elite of the Bay Area. And for the adventurous traveler, the nearby Purisima Creek Redwoods Preserve offers a tranquil escape into nature with its towering redwood trees and peaceful creeks. No matter your interests, Woodside Highlands has something for everyone in the month of July.
August
When visiting the charming village of Woodside Highlands in August, it’s important to dress for the warm and sunny weather. The temperatures can reach up to the high 80s, so lightweight and breathable clothing is recommended. I suggest packing a few pairs of shorts or skirts, along with comfortable t-shirts or blouses. Don’t forget to bring a hat and sunglasses to protect yourself from the strong California sun. And for those planning to hike or explore the nearby mountains, be sure to pack sturdy walking shoes or hiking boots. In addition to dressing for the weather, it’s important to be mindful of the local culture and dress modestly when exploring the village. While Woodside Highlands is a laid-back and welcoming community, it’s still important to respect their customs and traditions. Avoid wearing revealing or overly casual clothing, and opt for more conservative and respectful attire. And don’t forget to bring a light jacket or sweater for the cool evenings, as temperatures can drop significantly once the sun goes down. With these tips in mind, you’ll be ready to fully enjoy all that Woodside Highlands has to offer in the month of August.
Woodside Highlands, located in the heart of California’s scenic Redwood City, is a hidden gem waiting to be discovered. August is the perfect time to visit this charming town, as the warm weather provides the perfect backdrop for outdoor activities. Start your day with a hike in the nearby Edgewood Park, where you can marvel at the breathtaking views of the San Francisco Bay. After working up an appetite, head to the local farmer’s market to indulge in fresh, seasonal produce and homemade treats. Don’t forget to try the famous Woodside honey, made from the buzzing bees of the town’s own apiary. For a dose of culture, be sure to visit the Filoli Estate, a grand 20th century mansion surrounded by stunning gardens. Take a tour of the house and learn about the history of the influential families who once called this estate home. In the afternoon, cool off at the Pulgas Water Temple, a beautiful monument built in honor of the Hetch Hetchy Aqueduct. End your day with a leisurely bike ride through the charming streets of Woodside Highlands, where you can admire the quaint architecture and friendly locals. August in Woodside Highlands is a true treat for the senses, offering a perfect blend of nature, history, and small-town charm.
September
When visiting the charming town of Woodside Highlands in September, it’s important to dress in layers and be prepared for changing weather. The temperatures can range from cool mornings to warm afternoons, so bringing a light jacket or sweater is essential. It’s also a good idea to bring a waterproof jacket or umbrella, as September in Woodside Highlands can bring unexpected showers. In terms of clothing, I recommend comfortable walking shoes as this town is best explored on foot. The locals here have a relaxed and casual style, so there’s no need to dress up. Opt for comfortable and practical outfits that can easily transition from a morning hike in the nearby redwood forests to an afternoon exploring the charming shops and cafes. And don’t forget to bring a camera to capture the stunning views and quaint streets of Woodside Highlands. With the right clothing and gear, you’ll be able to fully enjoy the beauty and charm of this lovely town in September.
Welcome to Woodside Highlands, a charming town nestled in the rolling hills of California. September is a fantastic time to visit this picturesque destination, as the summer crowds have dissipated and the weather is still warm and pleasant. One of the top activities to do in Woodside Highlands during this time is to explore the local hiking trails. With miles of trails to choose from, you can take in the stunning views of the surrounding mountains and lush forests. Pack a picnic and spend a day hiking through the peaceful redwood groves or challenge yourself with a more strenuous climb up to one of the mountain peaks. In addition to hiking, September is also a great time to visit the local farmers’ markets in Woodside Highlands. Here, you can sample fresh fruits and vegetables grown by local farmers, as well as artisanal cheeses and homemade baked goods. This is a wonderful opportunity to support the community and get a taste of the delicious local produce. After stocking up on goodies, head to one of the nearby parks to have a picnic and soak up the warm September sun. Whether you are a nature lover or a foodie, there is something for everyone to enjoy in Woodside Highlands during this beautiful time of year.
October
October is a beautiful time to visit Woodside Highlands, with the leaves turning vibrant shades of red and orange. However, the weather can be unpredictable, so it’s important to dress in layers. Bring a warm sweater or jacket for the chilly mornings and evenings, but also pack some lighter clothing for the warmer afternoons. Comfortable walking shoes are a must, as the hilly terrain of Woodside Highlands is best explored on foot. When it comes to attire, the key is to dress casually and comfortably. This is a small, laid-back community where locals value practicality over fashion. Don’t be afraid to wear your favorite jeans and a cozy flannel shirt, but also consider bringing a dressier outfit if you plan on dining at one of the upscale restaurants in town. And don’t forget to pack a rain jacket or umbrella, as the autumn months can bring some occasional showers. Lastly, be sure to bring a camera to capture the stunning fall foliage and quaint charm of Woodside Highlands.
October is a wonderful time to visit Woodside Highlands, a charming town nestled in the heart of California’s Bay Area. The crisp autumn air and changing leaves make for a picturesque backdrop as you explore all that this quaint town has to offer. One of the must-do activities in October is to take a leisurely stroll through the stunning Filoli Gardens. This 654-acre estate boasts a magnificent mansion and meticulously manicured gardens, which are particularly stunning in the fall. As you wander through the colorful foliage, be sure to stop by the pumpkin patch and pick out a pumpkin to take home as a souvenir. After your walk, head to the nearby Alice’s Restaurant for a hearty meal with a cozy atmosphere, perfect for warming up on a chilly October day.
November
As you prepare for your November trip to Woodside Highlands, it’s important to keep in mind the cool and often unpredictable weather. Layers are key, as the temperature can drastically change throughout the day. I recommend bringing a warm jacket, a waterproof raincoat, and a few sweaters or long-sleeved shirts. Comfortable walking shoes are a must, as you’ll likely be exploring the beautiful hiking trails and quaint streets of this charming neighborhood. When it comes to dressing for dinner or other more formal occasions, a nice pair of pants or a dress paired with a jacket or cardigan will suffice. Don’t forget to pack a scarf or hat to keep you warm on those chilly evenings. And for those planning on attending any outdoor events or festivals, be sure to bring a compact umbrella and some rain boots to stay dry and comfortable. With the right clothing and accessories, you’ll be able to fully enjoy all that Woodside Highlands has to offer in November.
When visiting the charming town of Woodside Highlands in November, there are plenty of activities to keep you entertained and immersed in the local culture. One must-do activity is to take a stroll through the town’s weekly farmer’s market, held every Saturday morning. Here, you can sample delicious local produce, chat with friendly vendors, and get a taste of the community’s small-town charm. As a bonus, November is the perfect time to try fresh apples and pears, which are in peak season. For a more active experience, November is also a great time to hike through the beautiful redwood forests that surround Woodside Highlands. The crisp autumn air and colorful foliage make for a picturesque and invigorating hike. One popular trail is the Purisima Creek Redwoods Open Space Preserve, which offers a variety of trails for all levels of hikers. Along the way, keep an eye out for local wildlife such as deer, wild turkeys, and even the occasional bobcat. And after a day of exploring, be sure to warm up with a hot cup of apple cider from a local café.
December
When visiting the charming town of Woodside Highlands in December, it’s important to dress for the season while also being prepared for the unpredictable weather. As a traveler, I always recommend dressing in layers to adapt to the changing temperatures. A warm coat, scarf, and gloves are a must for the chilly mornings and evenings, while a lighter sweater or long-sleeve shirt can be worn during the sunny afternoons. Don’t forget to bring a waterproof jacket or umbrella, as December in Woodside Highlands often brings rain. In addition to dressing appropriately, it’s important to consider the activities you have planned in Woodside Highlands and pack accordingly. If you’re planning on hiking through the beautiful redwood forests, be sure to bring sturdy shoes and comfortable layers. For those attending holiday events or visiting the local wineries, a more dressy outfit may be appropriate. And no matter what your plans may be, don’t forget to bring a camera to capture the stunning winter scenery and memories of your trip to Woodside Highlands.
Welcome to Woodside Highlands, a charming town nestled in the heart of Northern California. While many may think of this area as a summer destination, I’m here to tell you that December is the perfect time to visit. The crisp air, festive decorations, and cozy atmosphere make this town truly magical during the holiday season. One of the must-do activities in Woodside Highlands during December is to visit the annual Christmas tree lighting ceremony in the town square. It’s a charming event that brings the community together to kick off the holiday season. Afterward, take a stroll down Main Street and admire the twinkling lights and decorations adorning the local shops. If you’re feeling adventurous, rent a pair of ice skates and glide around the outdoor ice rink. And don’t forget to warm up with a cup of hot cocoa or spiced cider from one of the many cafes and bakeries in town. December in Woodside Highlands truly captures the essence of a small-town Christmas.
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.
