Holiday Happenings in Colorado Springs includes afternoon tea, shopping, dinners, music and more!

Christmas Cookie Cutouts from Holden House bed and breakfast in Colorado SpringsHoliday Happenings in Colorado Springs welcome in afternoon teas, shopping, dinners, musical options and Holden House B&B discounts!

The Pikes Peak region is known for its summertime sites to see and things to do, but did you know that with the holidays approaching, that Christmastime, December and the winter months provide fun options for an off-season and “seasonal” getaway?

As our holiday gift to you, Holden House has extended our discount specials for your stay in November, December and January! Our Holiday-Getaway offers two discount options: Stay 4 nights get 4th free any nights of the week or stay 2 nights mid-week (Sunday-Thursday) and get the 2nd night for 1/2 price! Cannot be applied to existing reservations and full amount of stay is required when making the reservation with no refunds when reserved.

Holden House is also offering a Great Gift Certificate Getaway with a purchase through December 31 of a $200 or more gift certificate, your recipient will receive a free Romance Package with one breakfast served ensuite ($20 value-added) when they reserve and stay with us. Gift Certificates are valid for one year and can be applied to any stay. Minimum stay requirements may apply on weekends, high season and holiday/special event periods.

The Pikes Peak Suite offers a king bed and balcony at Holden House during the holidays

Each of the Holden House suites feature king or queen beds, private baths, fireplaces and during the holidays, you’ll find tasteful Christmas decorations throughout the inn.

The Cowboy Christmas Jubilee December 3-22 at the Flying W Ranch is set in a festival of twinkling white lights at the stunning, well-lit rock formations at the Flying W Ranch and will leave you with memories that will last a lifetime. Following your inclusive dinner, you will be captivated with a musical show performed by the world-renowned Flying W Wranglers. One of the most talented groups in Flying W history will perform a Western Christmas Jubilee that will make your heart sing, take you back to years gone by, and take you to a Babe in a manager where the redemption of the world began.

At Glen Eyrie, the Madrigal Banquet is one of the best Christmas holiday dinner and show events you’ll remember long after. With a thirty-year history, this holiday event continues to be a Colorado classic. Set in the Great Hall of The Castle, the 16th century-style banquet and show is sure to inspire and prepare your heart for this Christmas season. Dec 3, 4, 9, 10, 11, 16, 17, 18, 20, 21, 22.

Glen Eyrie Castle is offering Acoustic Eidolon in concert. These talented performers play a double-necked guitar and cello in unique and surprising ways. Classically trained meets rock ‘n roll in unforgettable musical stylings. Dec 12, 29

Spend a New Year’s Eve evening at Glen Eyrie and ring in the new year 2022 with an exceptional meal, live music and dancing. Dec 31

Yule Tea at the Castle will help you celebrate this merry season with a hand-crafted holiday menu and heartwarming teas. Tea will be served Wednesdays through Sunday in the Castle Music Room and Library from 11:00 am to 3:00 pm. starting Nov 26. Also check out tours for a personalized introduction to General William Jackson Palmer’s (the founder of Colorado Springs) original home, Glen Eyrie Castle.

The Pikes Peak Performing Arts Center is a premier facility and only one (1) mile from Holden House in Downtown Colorado Springs. Easy in, easy out parking, with events for all types of genres.

  • Youth Symphony Dec 4
  • Stomp Dec 8, 9
  • Christmas Joy Dec 12
  • Christmas Symphony Dec 19
  • Fab Four Dec 16
  • Colorado Nutcracker Dec 21, 22
  • Coming in January… Shen Yun Jan 29, 30

The Colorado Springs Fine Arts Center presents a modern twist on Cinderella, December 2-January 9. *Vaccination proof/negative COVID test  and face masks required for entry.

Downtown Colorado Springs is a great place to do some shopping and sample cuisine, with events throughout the holiday season and into January. Holiday Stroll Dec 8, Shop Local – Win Local Dec 12, Holiday Pop-Ups through Dec 31, Skate in the Park on an outdoor skating rink through Jan 31.

Old Colorado City historic district shopping and dining during the holiday season

Old Colorado City offers unique shops and restaurants a short mile from Holden House.

Celebrate the Holidays in historic Old Colorado City in November and December and throughout the holiday season! Nov 27 from 5-8 p.m., get Photos with Santa and Prancer the Reindeer in Bancroft Park. The Colorado Dickens Carolers will be Singing and strolling Colorado Ave. Holiday treats and fun at many of the avenue shops. Plus Christmas specials galore!