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5-Day Trip to Oak Glen, California Itinerary

Last updated: 2024 Jun 27

Welcome to Oak Glen

Morning

Start your day with a delicious breakfast at Oak Glen Apple Shed. Enjoy their famous apple pancakes and freshly squeezed apple juice. After breakfast, visit Riley's at Los Rios Rancho for a fun apple picking experience and learn about the history of apple farming in Oak Glen.

Afternoon

For lunch, head to Parrish Pioneer Ranch and savor their homemade apple pie with a scoop of vanilla ice cream. After lunch, explore the beautiful Oak Glen Preserve and take a leisurely hike through the scenic trails.

Evening

Enjoy a cozy dinner at Apple Annie's Restaurant & Pub and indulge in their signature apple-inspired dishes. After dinner, relax with a glass of local cider at Snow-Line Orchard & Winery and enjoy the serene atmosphere.

Bedtime

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Outdoor Adventures

Morning

Start your day with a refreshing hike in the Wilson Creek Trail. Immerse yourself in the stunning natural beauty of Oak Glen and enjoy the peaceful surroundings. After the hike, grab a quick snack at Apple Annies Snack Shack for some apple fritters.

Afternoon

For lunch, head to Hawks Head Public House and try their delicious pub-style food and craft beers. After lunch, visit Oak Tree Village and explore the charming shops and boutiques offering unique handmade crafts and local products.

Evening

Enjoy a relaxing dinner at Oak Glen Steakhouse & Saloon and savor their mouthwatering steaks and seafood. After dinner, unwind with a cocktail at The Wildlands Conservancy - Oak Glen Preserve and enjoy the beautiful sunset views.

Bedtime

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Family Fun Day

Morning

Start your day with a visit to Riley's Farm and experience life on an 18th-century farm. Participate in interactive activities, such as apple cider pressing and blacksmithing. Enjoy a picnic lunch at the farm's picturesque picnic area.

Afternoon

After lunch, head to Wilson Creek Winery & Vineyards and enjoy a wine tasting experience. Explore the vineyards and learn about the winemaking process. For a sweet treat, visit Snow-Line Orchard & Winery and try their famous apple cider donuts.

Evening

Treat your family to a delicious dinner at Riley's Farm Restaurant and enjoy their farm-to-table cuisine. After dinner, gather around the campfire at Riley's Farm - Colonial Campfire and listen to captivating stories and songs from the colonial era.

Bedtime

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Relaxation Day

Morning

Start your day with a rejuvenating yoga session at Oak Glen Yoga. Connect with nature and find inner peace amidst the tranquil surroundings. After yoga, enjoy a healthy breakfast at Apple Annies Restaurant.

Afternoon

Treat yourself to a relaxing spa day at Oak Glen Retreat. Indulge in a massage or facial and unwind in the serene spa environment. For a light lunch, visit Oak Tree Village Deli and try their fresh salads and sandwiches.

Evening

Enjoy a peaceful dinner at Oak Glen Steakhouse & Saloon and savor their farm-to-table dishes. After dinner, take a leisurely stroll through the Oak Glen Village Shops and browse through the unique stores and galleries.

Bedtime

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Farewell Oak Glen

Morning

Start your day with a scenic drive through the beautiful San Bernardino National Forest. Take in the breathtaking views and enjoy the fresh mountain air. Stop by Apple Annies Bakery for some freshly baked apple pastries.

Afternoon

For a late lunch, head to Parrish Pioneer Ranch and enjoy their delicious BBQ ribs and apple coleslaw. After lunch, visit Riley's Stone Soup Farm & Heritage Orchard and learn about traditional farming practices.

Evening

End your trip with a farewell dinner at Oak Glen Steakhouse & Saloon and savor their delectable desserts. Raise a glass of local cider to toast to the wonderful memories made in Oak Glen.

Bedtime

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