Holiday-Inspired Extended Weekend Itinerary

A Weekend Away to Colorado Springs: 2-night Itinerary Inspiration

Use Flying Horse as your festive home base and soak up the best of Colorado Springs’ holiday magic—twinkling lights, alpine rides, Santa visits, and a little arts and culture. Here’s a ready-to-go 2-night itinerary packed with seasonal favorites and time to unwind. Book your lodge reservation and save 15% on the best available room rate with code WINTERPROMO when you book direct. Two nights, a few magical outings, and plenty of fireside downtime—that’s all it takes to turn winter into wonder at the Resort & Club.

Night 1: Downtown Colorado Springs Glow & Ice Skating

  • Afternoon arrival: Check in at 4:00pm, settle at Fortezza’s bistro and toast the start of your getaway.

    • Early evening: Skate in the Park

      • Glide under the lights at the seasonal outdoor rink in downtown’s Acacia Park. Rentals are available; check hours and ticket info before you go.

    • After dark: Christmas lights downtown Colorado Springs

      • Wander Tejon Street and the surrounding blocks for festive storefronts and illuminated trees. Grab cocoa or a warm dessert before heading back.

    • Optional arts nightcap: ENT Center for the Performing Arts

      • If schedules line up, swap skating or add a show—think symphony, theater, or dance. Check the ENT Center calendar for performance dates and times.

Day 2: Santa, markets, and a wild night at the zoo

  • Morning: Visit Santa at the North Pole – Santa’s Workshop

    • Meet the big guy, ride kid-friendly attractions, and snap keepsake photos amid piney mountain views at the base of Pikes Peak. Closed Tuesdays and Wednesdays; plan accordingly and buy tickets in advance: https://northpolecolorado.com/

  • Midday: Christmas Markets in Manitou Springs

    • Stroll through local makers’ booths, sip something warm, and explore Manitou’s charming boutiques on your way back from Santa’s Workshop

  • Late Afternoon: Resort recharge

    • Warm up with a hot drink, sneak in the year-round hot tubs, or relax fireside before the evening’s lights.

  • Evening: Cheyenne Mountain Zoo’s Electric Safari

    • Thousands of lights, animal demos, and a sparkling overlook of the city—this beloved tradition is pure holiday joy. Timed tickets sell fast: https://www.cmzoo.org/events/

    • Tip: Wear warm layers and traction-friendly shoes; the zoo is on a hillside.

Day 3: Winter wonderland wrap-up

  • Morning: On-Site Amenities

    • Have a relaxing treatment at The Spa to wrap up your blissful weekend getaway.

    • Or hit the indoor red clay courts and indoor pickleball courts at the Athletic Club.

    • Have an early lunch at the Tack Room before hitting the road.

 

Practical Tips

  • Book ahead:

  • For more ideas—snowy strolls, cozy cafés, and family fun—start here: https://www.visitcos.com/winter/

  • Dress for winter:

    • Layer up (base, insulation, waterproof outer), warm socks, gloves, hat, and bring hand warmers—especially for nighttime events.

  • Getting around (approximate drive times from the resort & club):

    • Downtown/Skate in the Park: 20–30 minutes

    • Manitou Springs/North Pole: 25–35 minutes

    • Cheyenne Mountain Zoo: 30–35 minutes

 

Ready to make it happen? Choose your itinerary, check availability for your preferred weekend, and snag any activity reservations. With check-in at 4 pm and everything you want within easy reach, a one-night escape is all you need to feel refreshed.
Save 15% on your lodge room rate at Flying Horse with code WINTERPROMO

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Holiday-Inspired Itineraries to the Pikes Peak Region