Ultimate weekend in Colorado Springs for couples--John and Brittney Naylor standing at the top of Pike's Peak

The Ultimate Colorado Springs Weekend Itinerary for Couples

With over 55 area attractions, including museums, trains, parks, and more, Colorado Springs offers plenty for couples to enjoy during a Colorado Springs weekend getaway. While visitors could easily spend a week or more in this beautiful region, this Colorado Springs weekend itinerary offers couples a way to make the most of their short trip.

From exploring downtown shops to taking in the epic views from “America’s Mountain,” keep reading to discover your ultimate Colorado Springs weekend itinerary.

View of Garden of the Gods from Garden of the Gods Resort

Getting to Colorado Springs

Colorado Springs does have its own airport (COS), but direct flights are only from select areas. The other option is to fly into Denver (DEN) which offers more direct flights. From Denver, it’s a quick one hour and twenty minute drive to Colorado Springs.

When is the Best Time to Visit Colorado Springs?

The best times to visit Colorado Springs are between March-May and September-October. This is when the temperatures are slightly cooler and crowds are fewer. We visited late September and had a great experience.

Colorado Springs Weekend Itinerary

Best Restaurants to Try During Your Colorado Springs Weekend

  • The Rabbit Hole: If you’re looking for a fun & unique experience, then look no further than The Rabbit Hole! Located underground, The Rabbit Hole offers upscale new American cuisine and cocktails. Be sure to make a reservation to ensure a table.
  • Dos Santos Tacos: This fun and lively restaurant offers a variety of tacos, outdoor seating, and more.
  • Jax: Looking for seafood and oysters? Be sure to check out Jax Fish House & Oyster Bar!
  • Phantom Canyon: If beer and great food is what you’re looking for head on down to Phantom Canyon Brewing Co.
  • Urban Egg: Promising “America’s Best Breakfast,” Urban Egg is a great way to start your mornings in Colorado Springs.

Day One: Arrival Day

If flying in, try to book an early flight so you can make the most of your time during your Colorado Springs weekend.

Explore Downtown Shops

Whether you have a long or easy travel day, it’s always a great idea to take it easy on the first day of your trip. Exploring downtown Colorado Springs is a great way to begin your Colorado Springs weekend.

If you’re arriving from a lower altitude, you’ll also want to take this time to get acclimated. As Floridian’s we definitely felt the affects of the higher altitude.

Downtown Colorado Springs offers a variety of gift shops, boutiques, and restaurants for visitors to enjoy.

You could even choose to visit the U.S. Olympic and Paralympic Training Center for a few hours–especially if you need to pass some time before checking into your hotel or accomodations.

If you’re up for more exploring, head over to Manitou Springs for even more shopping and sight seeing.

Of course, it also doesn’t hurt to spend some time relaxing at your hotel and taking advantage of any spas or services.

Day Two: Time to Explore

Garden of the Gods

There are several ways to explore Garden of the Gods, we did both. The first is to book a jeep tour that will take you through the foothills and then around the Garden of the Gods. The jeep tour does take you on some off-roads that we definitely wouldn’t have been to drive on in our rental car. It was also a great and fun way to learn about the area.

Of course, the other option is to walk throughout the Garden of the Gods on your own. We chose to do this later in the day. The park can get busy, but there are several areas to park. There is only one way in and one way out, so traffic can get backed up during certain times.

If you’re an experienced climber, you can obtain permits to rock climb some of the peaks inside Garden of the Gods.

Brittney Naylor standing in front of the Garden of the Gods with arms up--Colorado Springs weekend itinerary for couples, two days in Colorado Springs, Things to do in Colorado Springs
Map of the Garden of the Gods Park in Colorado Springs, Colorado
Balanced Rock in Garden of the Gods
View of Garden of the Gods--Colorado Springs Weekend, 3 Days in Colorado Springs for Couples

Day Three: Departure Day

Pikes Peak

Before heading out, you’ll want to visit Pikes Peak, also known as, “America’s Mountain.” There are several options for visiting Pikes Peak: the Cog Railway, driving yourself, or joining a tour.

We opted to drive ourselves as that allowed us to be on our own schedule. If you are driving yourself between May-September, you’ll want to secure a reservation as they only allow so many vehicles at the summit.

Tip: It’s much colder at the summit of Pikes Peak, so be sure to pack some extra layers and maybe even gloves and a hat to stay warm.

Driving up and down Pikes Peak can be intimidating. There are no guardrails as you get closer to the summit. Take your time both going up and down. Of course, if you aren’t comfortable driving, you can always take the Cog Railway or book with a tour group.

Once at the summit, enjoy the incredible views. Visitors can also enjoy the famous Pikes Peak donuts. Unfortunately for us, they were closed due to unforeseen circumstances. The park rangers are really great about informing visitors about any closings upon entry to Pikes Peak.

In total, our visit to Pikes Peak took around three hours. So if you plan to visit on your departure day, plan accordingly.

If you’re like us and fly out of Denver, head there after exploring Pikes Peak and potentially even stay the night. There is so much to see and do, even if just spending 24 hours in Denver that it’s worth adding an extra day.

John and Brittney at the top of Pike's Peak Summit--Colorado Springs Weekend Itinerary, 2 day Colorado Springs Itinerary for couples
Views from the top of Pike's Peak Summit--best of Colorado Springs in two days, Colorado Springs Weekend Itinerary for Couples
Views from up top of Pikes Peak, America's Mountain. Things to do in Colorado Springs

Conclusion: Colorado Springs Weekend Itinerary

Whether you just need a quick weekend away, are celebrating a birthday/anniversary, or looking for adventure, a weekend in Colorado Springs is sure leave a lasting impression.

Don’t forget, if you’re not use to high altitudes take time to adjust and spend time exploring shops and your resort on arrival day. Then check out the Garden of the Gods and Pikes Peak the following days.

So, what’re you waiting for? Pack your bags and prepare to have the ultimate Colorado Springs weekend getaway.

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The Comments

  • Jolayne
    January 20, 2024

    I love Colorado Springs. My husband and I will be moving there this year and I looking forward to exploring even more.

    • Brittney
      → Jolayne
      January 20, 2024

      Oh wow! That’s amazing! We definitely plan to visit again! Would love to one day maybe conquer the Manitou Incline!

  • Sonia
    January 21, 2024

    Looks like a great weekend itinerary. We’ve enjoyed the Broadmoor as well for a couple’s weekend.

    • Brittney
      → Sonia
      January 21, 2024

      We were able to drive by the Broadmoor during our jeep tour. Would love to visit for longer on our next visit.

  • Michelle
    January 21, 2024

    I love Colorado Springs so much. The views from Pikes Peak are fabulous! It looks like you made the most of your two days there.

    • Brittney
      → Michelle
      January 21, 2024

      It was amazing how far and how much you could see from the top.

  • Amanda
    January 22, 2024

    This sounds like the perfect weekend! I would have totally forgotten about building in time to acclimate to the higher altitude – thank you for the tip!