Highland: Trails, History, and Citrus Harvest Festival

Highland offers several specific starting points for planning your trip: two trails with stated lengths, the Highland Historic District on Palm Avenue, and the Citrus Harvest Festival. These topics range from comparing trail distances to local history and a traditional event held in March. If you’re looking for a vacation rental in Highland, it helps to decide what you want to focus on during your trip first.

Compare Trails by Distance

The Natural Parkland Trail in Highland is 1.6 miles long; the City Creek Levee Trail Loop measures 2.33 miles. This makes the loop 0.73 miles longer. Converted, these distances are approximately 2.6 and 3.75 kilometers, respectively. This gives you two clearly distinct trail lengths to compare as you plan. If you’re traveling with children, you can discuss your preferred distance together as a factor in choosing a trail. The Natural Parkland Trail is the shorter option, while the City Creek Levee Trail Loop is the longer one. This makes it easy to factor trail length into your daily plans.

The Highland Historic District on Palm Avenue

The Highland Historic District on Palm Avenue includes the oldest parts of the city. These include the original town center, numerous packing houses, and the historic commercial center. Together, these sites offer a glimpse into different aspects of the city’s history: its core, its packing houses, and its commercial district. Based on Criteria A and C, the district is considered eligible for listing on the National Register of Historic Places because of its significance in agriculture, transportation, settlement, and architecture. If you’re interested in architecture or the historical development of communities, you can make this a focus of your Highland trip.

Citrus Harvest Festival in March

The Citrus Harvest Festival adds a specific date to the trails and Historic District as a reason to visit. It began in 1997 and developed into an established community festival. Traditionally, it takes place on the last Saturday in March; the program includes a variety of food truck offerings. This makes the festival both a point of reference for timing your trip and a specific culinary highlight. If the festival is an important reason for your trip, check the date of that year’s event before planning your travel around it.

Plan Your Stay Around Your Interests

When looking for a vacation rental in Highland, you can start by deciding what you want your trip to focus on: the different trail lengths, the history and architecture of the Historic District, or the traditional festival date. These topics offer different starting points for planning, and you don’t have to give them all equal weight. If you’re traveling as a family, you can sort through your interests together and discuss which focus matters most for your stay.

A Further Look at San Bernardino

In the wider San Bernardino travel destination, Wildwood Canyon State Park offers another regional point of interest. The park covers 855 acres and has welcomed day visitors since 2003. Its formal classification and designation as Wildwood Canyon State Park took place on December 17, 2025. These dates distinguish the start of day visits from the later official designation. This regional perspective adds another point of interest to Highland, one that is specifically associated with San Bernardino.

Discover more destinations: Cajon Junction, Rancho Cucamonga, Big Bear Lake, Victorville, Twentynine Palms, Fort Irwin, Yermo, Redlands.

Back to the main travel overview: San Bernardino.