Key Takeaways:
- Highland, California is full of exciting year-round activities, from outdoor adventures to local festivals.
- Whether you’re an outdoor enthusiast or a fan of cultural events, Highland offers something for everyone.
- Planmyweekend.ai makes it easy to find free events happening in Highland, California this weekend.
Table of Contents
- Visit the San Bernardino National Forest
- Hike the Waterman Mountain Trail
- Attend the Highland Spring Festival
- Explore the San Bernardino History and Railroad Museum
- Discover the beauty of Glen Helen Regional Park
- Experience Local Art at the Highland Community Center
- Go Shopping at the Citrus Plaza
- Attend a Live Music Event at the Highland Performing Arts Center
- Enjoy a Day at the San Manuel Amphitheater
- Visit the City of Highland Park and Outdoor Spaces
Nestled in the foothills of the San Bernardino Mountains, Highland, California is a hidden gem full of diverse attractions that make it a perfect year-round destination. Founded in the late 1800s, Highland has grown into a vibrant city that offers a unique blend of nature, history, and modern culture. Whether you’re hiking through its lush landscapes, experiencing local festivals, or enjoying live music, Highland is a city that caters to both relaxation and adventure. It’s known for its rich heritage, and visitors love its welcoming atmosphere, making it an ideal spot to visit throughout the year.
1. Visit the San Bernardino National Forest
The San Bernardino National Forest is one of Southern California’s most beautiful natural wonders. Stretching across nearly 800,000 acres, it offers countless opportunities for hiking, camping, and sightseeing. Whether you want to explore the serene landscape on foot, drive through scenic routes, or simply enjoy a picnic in nature, this forest has something for every outdoor enthusiast. The forest is home to many species of plants and wildlife, making it a great spot for nature lovers and photographers alike.
Within the forest, you’ll also find several well-marked trails that take you to breathtaking views, including the famous Big Bear Lake and the San Gorgonio Mountain. The cooler mountain climate provides a refreshing escape from the valley heat, making it an ideal getaway for families and outdoor adventurers year-round. Whether you visit in the summer or winter, there’s always something new to experience at this national treasure.
2. Hike the Waterman Mountain Trail
For those seeking a challenging but rewarding hike, the Waterman Mountain Trail is a must-do in Highland, California. This moderate-to-difficult trail leads to stunning views of the surrounding mountains and valleys. The trail is about 8 miles long and takes you through lush woodlands and rocky terrain, providing an excellent workout for both novice and experienced hikers. The elevation gain offers a decent challenge but is manageable for most outdoor enthusiasts.
The panoramic views from the summit are absolutely worth the effort. On clear days, hikers can see across the San Bernardino Valley and beyond, all the way to the San Gabriel Mountains. Whether you’re an avid hiker or just looking to enjoy the beauty of the outdoors, the Waterman Mountain Trail is an unforgettable experience that’s perfect for a year-round adventure.
3. Attend the Highland Spring Festival
The Highland Spring Festival is one of the most anticipated events in the city and offers something for everyone in the family. Held annually in the spring, this festival celebrates the coming of the season with a variety of fun activities, local food, live music, and entertainment. It’s a time for Highland’s residents and visitors to come together and enjoy the lively atmosphere, making it one of the best cultural events in the area. You’ll find booths offering handcrafted goods, delicious local food, and opportunities to support small businesses in the region.
One of the highlights of the Highland Spring Festival is the array of live performances. From local bands to dance troupes, there’s always something to keep you entertained. The festival also features a family-friendly atmosphere with activities for children, making it an excellent event for all ages. If you’re in town during the festival, it’s a great way to experience the local culture and community spirit.
4. Explore the San Bernardino History and Railroad Museum
For history buffs, a visit to the San Bernardino History and Railroad Museum is an absolute must. Located just a short drive from Highland, this museum offers a fascinating glimpse into the past of the San Bernardino Valley and its railroad history. The museum is housed in the historic San Bernardino depot, which dates back to the late 1800s. Here, visitors can explore exhibits that showcase the area’s rich history, from the early days of settlement to the development of the railroad system that helped shape the region.
The museum is home to an impressive collection of artifacts, including vintage trains, historical documents, and interactive exhibits. It’s an engaging experience for both adults and children, offering educational opportunities for anyone interested in learning about the area’s heritage. Whether you’re a train enthusiast or simply interested in the history of Southern California, the San Bernardino History and Railroad Museum provides a unique and insightful look into the past.
5. Discover the Beauty of Glen Helen Regional Park
Glen Helen Regional Park is another highlight of Highland, offering visitors a large and scenic park that is perfect for outdoor activities. The park features a variety of recreational facilities, including hiking trails, picnic areas, and a beautiful lake. The park is particularly popular for its water-based activities like fishing, kayaking, and paddleboarding. On the land side, there are also numerous trails where you can enjoy nature, birdwatching, and peaceful moments in the great outdoors.
In addition to its natural beauty, Glen Helen Regional Park is known for hosting a variety of events throughout the year, from concerts to community picnics. It’s a family-friendly destination where people can relax and enjoy the fresh air while participating in fun activities. Whether you’re visiting for a leisurely day or looking to get active, Glen Helen offers a peaceful escape just outside of Highland.
6. Experience Local Art at the Highland Community Center
The Highland Community Center is a fantastic place to experience the city’s local art scene and get a feel for the community’s culture. Throughout the year, the center hosts a variety of events, including art exhibits, workshops, and performances. Visitors can view works by local artists and even participate in art classes, whether you’re a beginner or a seasoned pro. The center serves as a hub for creativity and is an excellent place to support local talent while enjoying a laid-back atmosphere.
In addition to the art displays, the Highland Community Center offers community events that bring people together. These include cultural performances, musical concerts, and theater productions. It’s the perfect spot to immerse yourself in Highland’s local culture, whether you’re an art enthusiast or simply looking for something fun to do on a weekend.
7. Go Shopping at the Citrus Plaza
Citrus Plaza is the go-to shopping destination for those in the Highland area. This modern shopping center offers a wide range of stores, from trendy fashion boutiques to well-known retailers, ensuring that there’s something for everyone. Whether you’re in the mood for a shopping spree or just want to stroll and window shop, Citrus Plaza provides a vibrant retail experience. The plaza also features dining options where you can grab a bite to eat, making it a perfect spot to spend a few hours during your visit.
The layout of Citrus Plaza is designed to make shopping a pleasant experience. With outdoor seating areas, a beautifully landscaped environment, and events hosted throughout the year, it’s more than just a shopping mall; it’s a community gathering space. If you’re visiting Highland and want to enjoy some leisure time, Citrus Plaza is an ideal place to relax and shop.
8. Attend a Live Music Event at the Highland Performing Arts Center
The Highland Performing Arts Center is a cultural gem that brings high-quality live music performances to the community. Throughout the year, the center hosts a variety of concerts featuring local and regional artists, spanning a range of genres, including classical, jazz, rock, and country. Whether you’re a fan of large symphonies or intimate acoustic performances, the Highland Performing Arts Center offers something for all music lovers. The venue itself is intimate, allowing for a close-up experience with the performers.
In addition to concerts, the center also offers theater productions and dance performances, making it a hub for the performing arts. It’s a great spot for date nights, family outings, or simply a night of cultural enrichment. If you’re in Highland, attending a live music event here is a must for anyone who appreciates music and the arts.
9. Enjoy a Day at the San Manuel Amphitheater
For an unforgettable music experience, head over to the San Manuel Amphitheater, one of the largest outdoor venues in Southern California. Known for hosting major concerts and festivals, this venue draws some of the biggest names in the music industry. From rock to electronic dance music, the San Manuel Amphitheater offers a variety of shows that cater to all musical tastes. The open-air setting, combined with stunning views of the surrounding mountains, makes it an incredible place to enjoy live music.
In addition to concerts, the venue hosts large-scale events such as music festivals and cultural celebrations. If you’re looking for an exciting way to spend an evening in Highland, attending a performance at the San Manuel Amphitheater is an unforgettable experience. It’s a great venue for both casual listeners and serious music enthusiasts alike.
10. Visit the City of Highland Park and Outdoor Spaces
Highland’s city park and outdoor spaces offer a tranquil escape from the hustle and bustle of daily life. The city park is a perfect spot for picnics, relaxing, or enjoying a walk in nature. It features lush greenery, sports facilities, and playgrounds for children, making it a great option for families. Highland Park is also a popular spot for community events, such as outdoor movies, concerts, and fitness classes.
For those looking to enjoy more of Highland’s natural beauty, the nearby outdoor spaces provide plenty of opportunities for hiking and enjoying the fresh air. From scenic walking trails to well-maintained gardens, these areas are perfect for those who want to reconnect with nature. Whether you’re visiting for a quiet day in the park or a fun family outing, Highland’s outdoor spaces offer a peaceful retreat.
What to Do If You Have Kids?
Highland offers a range of family-friendly activities that will keep kids entertained all year long. The city parks are perfect for a day out with the little ones, offering playgrounds, open spaces for running around, and picnic areas for a family meal. For more educational fun, the San Bernardino History and Railroad Museum offers interactive exhibits that are engaging for children and adults alike. There’s also the Highland Community Center, where kids can participate in art workshops and cultural events. Whether you’re looking for outdoor adventures or indoor activities, Highland has plenty to offer for families with kids.
Where Can I Find Free Events in Highland, California Taking Place This Weekend?
If you’re looking for free events happening in Highland this weekend, be sure to check out Planmyweekend.ai. This tool is perfect for discovering local happenings in your area, including festivals, outdoor activities, and community events. Whether you’re interested in free live music, a family-friendly outdoor movie, or a local art exhibit, Planmyweekend.ai helps you find the best activities happening in and around Highland. It’s a great resource for planning your weekend and ensuring you don’t miss out on all the fun events the city has to offer.
Final Thoughts
Highland, California is a vibrant destination with a mix of outdoor adventures, cultural events, and family-friendly activities that make it an ideal place to visit year-round. Whether you’re exploring its beautiful parks, attending local festivals, or experiencing its live music scene, there’s always something to do in this charming city. Use Planmyweekend.ai to help find exciting events and make the most of your time in Highland. Whether you’re here for a day or planning a weekend getaway, Highland has everything you need for a memorable trip.

Author: Dejon Brooks
Dejon Brooks is an entrepreneur who founded Trend Watchers with his life savings. Aged 24, Dejon has turned Trend Watchers into a successful business. After reaching over 150M+ people on his personal accounts, he now spends his time growing Planmyweekend.ai