Itineraries: Stay Longer, Experience More

Planning a trip to Colorado Springs and the Pikes Peak Region and not sure where to start?

Have friends and family coming to town and want to curate the perfect visit to impress them? These itineraries will inspire you with plenty of ideas – so many, you really can’t do it all in a weekend. Whether you’re searching by length of trip, travel party type, regional areas, topics of interest or season of trip, we’ve laid it all out for you.

Length of Trip
Travel party type
Regional areas
Topics of interest
Season of trip

Pro tip: If you’re looking to mix and match various itineraries, be sure to let Penny, our AI chatbot, assist you. Click on the icon in the bottom righthand corner, and you can ask her to curate an itinerary for a specific time of year that matches well with your travel party’s needs and length of stay. Happy planning!

Itineraries by Length of Trip

Your Three-Day Itinerary

If you’re coming to Colorado Springs and only have three days, this one’s for you!

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Your Five-Day Itinerary

With a bit more time for your trip, let’s get you off the beaten path!

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Your Seven-Day Itinerary

If you have a full week, you’re in luck – you’ll have time to explore in almost every direction!

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Itineraries by travel party type

Exploring Colorado Springs with Young Kids

The Pikes Peak Region promises adventure for those of all ages, little ones included.

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Top Hits for a Multi-Generational Family

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A Romantic Couple’s Getaway

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Colorado Springs for the Solo Traveler

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The Ultimate COS Girls’ Trip

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Itineraries by regional areas

Dive Deep into Manitou Springs

Just west of Colorado Springs is our friendly neighbor, Manitou Springs. You could spend days exploring this quirky little town.

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Explore the Royal Gorge Region

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Uncover the Historic Mining Towns of Cripple Creek & Victor

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Head Up the Ute Pass to Woodland Park, Divide & Green Mountain Falls

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Find Gems in Northern COS, Black Forest & Tri-Lakes

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Itineraries by topics of interest

Luxury Wellness Stay in Colorado Springs

Colorado Springs was founded as a resort town back in the 1800s and remains a hot wellness spot.

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A Trip for Sports Lovers

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Explore like a Historian

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The Outdoor Adventure Lover’s Dream Trip

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The Ultimate Foodie Experience

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A Free & Low-Cost Stay in COS

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A Music & Arts Inspired Visit

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Itineraries by season of trip

A Summer Trip to Colorado Springs

The area in and around Colorado Springs is magical in the summer, with endless adventures to be had.

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A Spring Trip to Colorado Springs

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A Fall Trip to Colorado Springs

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A Winter Trip to Colorado Springs

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Order An Official Vacation Planner

Get Your FREE Official Vacation Planner for Colorado Springs and the Pikes Peak Region.

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Peak Into COS

'Peak Into COS' podcast shares the stories behind Colorado Springs and the Pikes Peak Region.

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Visit Colorado Springs Blog

Stay in touch with stories about Colorado Springs events, indoor and outdoor fun, and much, much…

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Things to Do

Breathtaking views, family-friendly attractions and unforgettable moments — all without breaking the bank. Find your escape…

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Events

From funky music festivals to art walks to one-of-a-kind theater performances and museum tours, you’re sure…

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