Winter Wonderland
December 5-14, 2025
Countdown to
Winter Wonderland Magic
Winter Wonderland
The magic of the holidays comes alive in Castle Pines during Winter Wonderland at The Ridge. For two joyful weeks, families can experience the warmth, sparkle, and excitement of the season through a series of unforgettable community events.
Kick off the festivities by joining the Reindeer Games Scavenger Hunt, a month-long adventure that takes you on a merry search across Castle Pines to find Santa’s nine hidden reindeer. Then gather with neighbors for the Tree Lighting Celebration, where dazzling lights, a drone show, and cheerful holiday music set the stage for an evening filled with smiles and community spirit.
The fun continues with a cozy Movie Night, where families can snuggle up in their pajamas to watch a favorite holiday classic together. Channel your inner artist at Gingerbread House Decorating, creating sweet masterpieces that look almost too good to eat. Bring your competitive holiday energy to Bingo Night, filled with laughter, prizes, and plenty of festive cheer. Then bundle up for a magical evening of Holiday Carriage Rides, sipping hot cocoa as you enjoy the twinkling lights of Castle Pines.
Wrap up the celebration with a delicious Holly Jolly Brunch, complete with holiday music and a visit from Santa himself, ready to hear every child’s Christmas wish.
Most events require pre-registration, so don’t wait to sign up—these cherished holiday experiences sell out every year!
JOIN WINTER WONDERLAND
EVENTS AND ACTIVITES
FRIDAY, DECEMBER 5
5:00PM - 7:00PM
TREE LIGHTING
Start your Fall Festival Weekend with a relaxed evening of good food, local brews, and live music by the fire. Bonfire, BBQ & Brews brings the community together for a night of connection and fun at the start of the season.
Enjoy savory BBQ, sip on a selection of brews in our beer garden, and gather with friends and neighbors around the bonfire as music sets the backdrop for the night.
Tickets must be purchased in advance—no sales will be available at the gate.
Join us as we kick off Fall Festival Weekend with one of Castle Pines’ new fall traditions.
SATURDAY, DECEMBER 6
5:00PM - 7:00PM
MOVIE NIGHT
Join us for Fall Fest, a day packed with festive fun for all ages! This community favorite is the perfect way to celebrate the season with family, friends, and neighbors.
Come dressed in costume to enjoy music, take the kids trick-or-treating through local businesses, and enjoy tons of activities for the whole family!
You won't want to miss the pumpkin patch, hop on a hay ride, meet furry friends at the petting zoo, and enjoy a variety of kids activities throughout the day.
Fall Fest has something for everyone. Come make some memories and celebrate the season with us in Castle Pines!
SUNDAY, DECEMBER 7
10:00AM - 4:00PM
GINGERBREAD DECORATING
Get ready for one of the most exciting—and creative—traditions at Fall Fest! Now in its 4th year, the Great Pumpkin Race is Castle Pines' version of a box car derby... but with pumpkins!
Kids are invited to decorate their own pumpkins, add wheels, and show off their creativity as they race their rolling masterpieces down the track at the end of Fall Fest. Whether you build your racer from scratch or purchase an official kit from the City of Castle Pines, it’s a fun and festive way to celebrate the season.
All pumpkins must be registered in advance, and kits can be purchased through the City of Castle Pines website.
Every pumpkin will be displayed during the event for all to admire before the big race begins!
Think your pumpkin has what it takes to be the fastest gourd on wheels? Get building, get decorating, and get ready to roll!
SATURDAY, DECEMBER 13
3:00PM - 7:00PM
HOLIDAY BINGO NIGHT
Start your Fall Festival Weekend with a relaxed evening of good food, local brews, and live music by the fire. Bonfire, BBQ & Brews brings the community together for a night of connection and fun at the start of the season.
Enjoy savory BBQ, sip on a selection of brews in our beer garden, and gather with friends and neighbors around the bonfire as music sets the backdrop for the night.
Tickets must be purchased in advance—no sales will be available at the gate.
Join us as we kick off Fall Festival Weekend with one of Castle Pines’ new fall traditions.
SAT, DEC 13 AND SUN, DEC 14
4:00PM - 8:00PM
FAMILY CARRIAGE RIDES
Join us for Fall Fest, a day packed with festive fun for all ages! This community favorite is the perfect way to celebrate the season with family, friends, and neighbors.
Come dressed in costume to enjoy music, take the kids trick-or-treating through local businesses, and enjoy tons of activities for the whole family!
You won't want to miss the pumpkin patch, hop on a hay ride, meet furry friends at the petting zoo, and enjoy a variety of kids activities throughout the day.
Fall Fest has something for everyone. Come make some memories and celebrate the season with us in Castle Pines!
SUNDAY, DECEMBER 14
9:00PM - 3:00PM
HOLLY JOLLY BRUNCH
Get ready for one of the most exciting—and creative—traditions at Fall Fest! Now in its 4th year, the Great Pumpkin Race is Castle Pines' version of a box car derby... but with pumpkins!
Kids are invited to decorate their own pumpkins, add wheels, and show off their creativity as they race their rolling masterpieces down the track at the end of Fall Fest. Whether you build your racer from scratch or purchase an official kit from the City of Castle Pines, it’s a fun and festive way to celebrate the season.
All pumpkins must be registered in advance, and kits can be purchased through the City of Castle Pines website.
Every pumpkin will be displayed during the event for all to admire before the big race begins!
Think your pumpkin has what it takes to be the fastest gourd on wheels? Get building, get decorating, and get ready to roll!
CALLING ALL LOCAL BUSINESSES AND CHAMBER MEMBERS
Trick-or-Treat Street Registration
Trick or Treat Street at the Castle Pines Fall Festival is a long-standing community tradition, now in its 17th year! This cherished event gives local families a safe and festive way to trick-or-treat in our business district while also connecting them with our amazing local businesses.
Businesses have two ways to participate this year:
- Castle Pines Business District Participants: If your business is located along the Trick or Treat Street path, you can register to hand out candy directly from your storefront.
- Chamber Members without a Storefront in the Business District: Chamber members outside of the business district are invited to participate by hosting a festive Trunk or Treat setup along the event route.
Please select the appropriate registration option below based on your business location.
Castle Pines Business District Participants
If your business is located along the Trick or Treat Street path within the Castle Pines Business District, you are invited to register for this year’s event and welcome children to trick-or-treat at your storefront.
This is a wonderful opportunity to connect with the community, showcase your business, and join in on one of Castle Pines' most beloved fall traditions.
Simply register below to reserve your spot—we’ll provide a flyer to display in your window, and we encourage you to decorate your space to get in the festive spirit!
Chamber Members NOT in the Business District
Chamber members who are not located within the Castle Pines Business District are invited to join the fun through our Trunk or Treat area! You’ll be assigned a space along the Trick or Treat Street path to set up a decorated vehicle trunk, booth, or table where you can hand out candy and interact with families.
This option is open exclusively to Chamber members and is a great way to showcase your business while being a part of this high-traffic, high-energy event. Get creative, bring your team, and join us for a day of community connection and festive fall fun!
Space is limited, so get registered TODAY!
THANK YOU TO OUR PARTNERING SPONSOR
THANK YOU TO OUR SPONSORS
