Breckenridge is the most darling mountain town you will ever visit! It is a Swank family favorite. Great for a day trip - lots of shops, food, and coffee! Highly recommend Unravel Coffee, Magical Scraps, and Flipside Burgers.
Colorado Springs has a lovely downtown area with great shops, coffee, and food! We highly recommend visiting Poor Richard's bookstore, Bird Tree Cafe, Rocky Mountain Soap Factory, Pikes Peak Lemonade Company, and Story Coffee! The Pioneer Museum is also a great option for families with kids . . . it's free!
Garden of the Gods is a gorgeous National Park that sits on the West side of town. It sports natural red rock formations, hiking trails, and views that will take your breath away. Free to visit!