Fall Day Trip To Oak Glen

By Vanessa Howard

A fall day trip to Oak Glen California means apple picking, fall events, delicious treats, and plenty of family fun. This quaint destination offers a touch of old-time charm not far from San Diego and the Coachella Valley. Oak Glen is the stuff of dreams when it comes to a fall destination, with beautiful farm country that comes alive with fall colors, this is a delightful place to escape to for a weekend drive. Keep reading to find out more about the perfect fall day trip to Oak Glen. 

Where To Stay

Oak Glen is about a 40-75 minute drive from our Coachella Valley properties and about 2 hours from San Diego. Making several of the Arrivls rentals the perfect place to stay. 

Get the full list of the properties in the Coachella Valley here

You can also find the full list of properties in San Diego here


Two hours from Los Angeles, but a world away, you’ll discover Boho(asis). Nestled against the Santa Rosa mountains in the beautiful La Quinta Cove, guests can enjoy unobstructed desert views while lounging by the pool or relaxing in the shady backyard.

Boho(asis) has been thoughtfully renovated & designed to be an escape for the soul. This is a 3 bedroom, 2 bathroom oasis and will comfortably accommodate 6 guests. This home is currently only available for longer-term stays. Please inquire for more details. 

Check out Boho(asis) today! 

Hermosa Vista 

Soak up the sun and unforgettable views from the privacy of your own backyard oasis at Hermosa Vista, a 3-bedroom, 2-bathroom home in the heart of Palm Springs. This inviting space welcomes guests with comfortable bedrooms, spacious living areas, and a fully-equipped kitchen.

Hermosa Vista is just one mile from N Palm Canyon Drive in downtown Palm Springs where some of the best restaurants, shopping, and nightlife are located!

Take a look at Hermosa Vista!

Makai Mission Beach

Makai is the Hawaiian word for “towards the sea,” and is a fantastic choice for your North Park trip to San Diego! You’ll love the 2nd-floor patio and ocean view from this beachy duplex home. With its laid-back charm, thoughtful amenities, and absolutely unbeatable location, you won’t regret staying at Makai. Makai North is a spacious one-bedroom, and Makai South is a two-bedroom. The home comfortably sleeps 8 if you rent the entire duplex making this a great option for a trip to San Diego. Makai offers garage parking and all of your beach essentials – towels, an umbrella, chairs, and sand toys. We look forward to hosting you soon at Makai!

Fall Day Trip To Oak Glen

If you are searching for the best place to experience autumn, Oak Glen will not disappoint! Here are a few things you can’t miss…

Grab Breakfast Or A Treat At Apple Annie’s

As one of the most popular restaurants in town, Annie’s is known for its 1/4 mile-high apple pie. You’ve got to try it!  This charming restaurant and bakery also serve up classic breakfasts and delicious treats. Whether you are looking for a breakfast omelet or something like their delicious Oreo french toast, Apple Annie’s doesn’t disappoint when it comes to flavor.

Apple Annie’s| 38480 Oak Glen Road, Oak Glen, California 92399| (909) 797-4420

Hike A Trail

One of the amazing things about Oak Glen is that the fall foliage here is dazzling. You’ll want to get out and enjoy the fall temperatures and take in all of those beautiful autumn colors. For some great fall foliage head to the Oak Glen Nature Preserve. 

Oak Glen Preserve Trail 

Distance: 1.8 Miles

Rating: Easy

Elevation Gain: 354 ft 

This easy 1.8-mile trail features brilliant autumn hues. Keep an eye out for the gorgeous yellow trees along this trail in the fall season. If you really want to see a lot of colors, October is an excellent time to see all the natural beauty of the season. 

Glen Oak Nature Conservancy| 39611 Oak Glen Road, Oak Glen, CA  92399| (909) 790-3698

Visit Parrish Pioneer Ranch

The Parrish Pioneer Ranch offers a BBQ cafe, picnic grounds, antique shops, and a live pirate stunt show for the kids. Don’t miss the merchant shop where you can buy delicious treats like apple butter, jams, and jellies. The ranch also has a great little wine-tasting area, an art gallery, and some local farm animals!

The kids will love pygmy goats, entertaining alpacas, an adorable miniature donkey, and a miniature horse.  In addition to the livestock, there are emu, a variety of chickens, turkeys, and peafowl. 

Parrish Pioneer Ranch| 38561 Oak Glen Road, Oak Glen, CA 92399| (909) 797-1753

Go Apple Picking

What fall trip would be complete without some apple picking? One of the top things to do in Oak Glen is to go apple picking in the fall. Visitors flock to this charming town as soon as apple picking season begins (September), and again at the end of the season to celebrate the apple butter festival.

There are several great “u pick” orchards to choose from in the area such as Los Rios Ranchos. At this 300-acre family-owned farm in the mountains, you’ll find 10,000 apple trees. Or head to Willowbrook Apple Farm where apple picking is free to the public as long as the apples last. Don’t worry, if they run out their fall festivals and country stores remain open, and they have wine-tasting and s’mores on select days.

Los Rios Ranchos| 39611 Oak Glen Rd, Yucaipa, CA 92399| (909) 797-1005

Willowbrook Apple Farm| 12099 Oak Glen Rd, Oak Glen, CA 92399| 

Have Fun At Oak Tree Mountain

Oak Tree Mountain, also known as Oak Tree Mountain is a great place to take a fall stroll. With fun activities like artisan shops, food stands, live music, train rides, ax throwing, and plenty of room for the kids to run around. Keep in mind that there is a parking charge at Oak Tree Mountain. However, you can often find parking on the street.

*This is also where Apple Annie’s is located. 

Oak Tree Mountain| 38480 Oak Glen Road, Oak Glen, California 92399| (909) 797- 4420

Stop By Mom’s Country Orchards

Fall in love with this cute country store! You’ll love the smells because it always smells like there is something baking. They sell homemade jams, fresh-baked sweet bread, fresh-pressed apple cider, hand-dipped caramel apples, and all sorts of delicious goodies. While there is no apple picking at Mom’s they do sell a variety of apples in their produce section. 

Mom’s Country Orchards| ​​38695 Oak Glen Rd, Yucaipa, CA 92399|  (909) 797- 4249

No matter what you choose to do on your day trip to Oak Glen this fall, you’re sure to have an amazing time! You’ll love having a comfortable place to come back to warm up after a day out exploring this charming town. Make sure to check out Arrivls Boho(asis), Hermosa Vista, and Makai!  

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