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How to Spend the Perfect Day in Castle Rock, CO

Whether you're a first-time visitor or a long-time resident, we've got the ideal itinerary for you. Ready for some fun in Castle Rock?

By Lauren Caggiano on October 20, 2021

people walk the numerous steps of Challenge Hill
Challenge Hill / Versatility Creative Group

Castle Rock is a town that has seen great growth over the last two decades, and it’s easy to see why. People are drawn to the area for its natural beauty, numerous recreation activities, growing local food and drink scene, and must-attend festivals – the list goes on and on.

“We’re a community that has grown very quickly,” says Pam Ridler, president/CEO of the Castle Rock Chamber of Commerce. “Over the last 20 years, we’ve gone from 17,000 to close to 80,000 people.”

Ridler says two populations are driving this growth: families and senior citizens. Families are moving to Castle Rock instead of areas like Denver or Colorado Springs, while senior citizens are relocating to the area to be closer to their children or grandchildren. Speaking of growth, as relocatees tell their friends and family about their new hometown, the region’s tourism appeal also increases.

Regardless of whether you are here to stay a lifetime or maybe a few days to visit family, we have the perfect day planned for you. Ready to have fun in Castle Rock?

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Philip S. Miller Park / Nathan Lambrecht

Get Movin’ to Start Your Day

If you’re feeling motivated – and that is likely when you’re here – you might be inspired to rise early and get your blood pumping. Philip S. Miller Park, located on the southwest side of Castle Rock, offers a breathtaking view of the scenery.

Check out the 8-mile native-surface trail network and its shining jewel, the 200-step Challenge Hill. Rising 178 feet in elevation, it’s tougher than it seems, but it will set a tone of true accomplishment for the day.

The same goes for the area’s network of bike trails, if you are looking for another activity to start the day.

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Refuel & Recharge With Breakfast

After all that exertion, your body probably needs some fuel. Well, you’re in luck – there are plenty of local gems that serve up some pretty delicious breakfast fare. Pegasus Restaurant, for example, has been a mainstay in Castle Rock for some time, serving up an eclectic menu of American favorites along with some delectable Greek and Mexican dishes.

You can’t go wrong with B&B Cafe, either. This establishment has been an icon in the community for more than 55 years. Here, its outstanding food meets a traditional down-home feel and family-friendly environment.

Shop Locally and Lavishly

Shopping in Castle Rock is a must today, and the options are great. Check out a small boutique or The Emporium, which features products created by Colorado artisans from home furnishings, clothing and jewelry to specialty foods, children’s attire and toys. The Outlets at Castle Rock also provide a number of stores that are sure to meet your shopping needs.

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Don’t Forget Lunch and Ice Cream!

You’re going to want to try Angie’s Family Restaurant for lunch, as it is a great place to enjoy Mexican or Italian food. And a day of fun in Castle Rock should always include a stop for a sweet treat. So be sure to head to Glacier Ice Cream & Gelato, where the Bing cherry and Vermont maple flavors are what you can only describe as “oh, so good.”

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End the Day with Live Music and Divine Drinks

As day turns into evening, it’s time for to seek out some great entertainment in Castle Rock. The Backyard is a favorite that serves up brews, bites and good vibes. It’s a gathering place known for its entertainment, especially the local music.

Wild Blue Yonder Brewing Co. is another “must.” Its comfortable outdoor spaces make it the ideal spot to have a drink and grab a bite with friends. We suggest your first sip be a wheat beer called the Lawnmower Wit.

The Whiskey Lodge is another popular place to go for — obviously — whiskey, but come here for the drinks and stay for the entertainment. They have live music and karaoke.

The Bottom Line

Whether you choose to hit all these locations or just a handful,
your day in Castle Rock will not disappoint.

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