Things to Do in Winter Park, CO (Year-Round Fun for Locals & Visitors)
If you're heading to the mountains or considering making Winter Park your next home, one thing’s for sure: you won’t be bored. From fresh powder to live music, this small town packs in big adventure—no matter the season.
We’ve rounded up our favorite Winter Park activities (including a few hidden gems) to help you make the most of your time in Colorado’s favorite mountain town.
We’ve rounded up our favorite Winter Park activities (including a few hidden gems) to help you make the most of your time in Colorado’s favorite mountain town.
Trail Time: Hikes Worth Waking Up For
Let’s start with the classics—hiking in Winter Park is unbeatable. Whether you’re in the mood for a quiet loop through the forest or a more challenging climb with a view, there’s a trail for you.
Here are a few local favorites:
- Jim Creek Trail – Wildflowers, stream crossings, and shade
- Fraser River Trail – Easy, scenic, and bike-friendly
- Creekside & Flume Loop – A peaceful 3.9-mile loop in the Fraser Experimental Forest
Winter here doesn’t slow things down—it just changes the gear. In colder months, these same areas become prime spots for snowshoeing and cross-country skiing.
Biking, Rolling & Gliding Into Adventure
Winter Park is also known as Mountain Bike Capital USA®, and for good reason. The trail network is massive. You'll find lift-served downhill, rolling cross-country, and everything in between—all within reach of Sojourn.
Not a biker? Come winter, trade your wheels for skis. Cross-country skiing is huge here, and the groomed trails around Fraser and Devil’s Thumb Ranch are stunning.
Not a biker? Come winter, trade your wheels for skis. Cross-country skiing is huge here, and the groomed trails around Fraser and Devil’s Thumb Ranch are stunning.
Ski Season? Yes, Please.
Living here means skiing isn’t just a weekend hobby—it’s part of your rhythm. Winter Park Resort typically opens in November and stays open into April. The resort has something for everyone, from mellow groomers to tree-filled steeps.
You’ll also find:
- Spring skiing vibes (think music, soft snow, and sun)
- Easy access from Sojourn—no long commute
- A nationally recognized adaptive ski program
Slower Days: Fishing, Golf & Lake Time
Sometimes you want to slow down a bit—and Winter Park has that too.
Try fly fishing on the Fraser River, hit a round at Pole Creek Golf Club, or take a day trip to Grand Lake for boating, shopping, or just soaking up the view.
Try fly fishing on the Fraser River, hit a round at Pole Creek Golf Club, or take a day trip to Grand Lake for boating, shopping, or just soaking up the view.
For IntEvents, Festivals & Live Music (So Much Live Music)ermediate Riders
This town loves a good concert. From national acts to local favorites, the calendar is packed with reasons to hang out outside.Here’s what’s happening each year (and yes, they’re all near Sojourn):
- High-Note Thursdays
- Winter Park Jazz Festival
- Blues from the Top
- 4th of July Celebration
- Spring Bash + Splash
- Rocky Mountain Wine Fest
- Winter Park Film Festival
There’s something happening almost every month—and a lot of it is walkable from your front door.
Food & Drink You’ll Keep Coming Back For
After a long hike (or a long nap), Winter Park’s food and drink scene delivers. A few Sojourn team favorites include:
- Big Trout Brewing – Great beer + great food
- Devil’s Craft – Cocktails, craft brews, and cool atmosphere
- Winter Park Winery – Small-town charm + Colorado-made reds and whites
- Casa Mexico – Margaritas, house-made salsa, and patio vibes
- Solstice Bistro – Seasonal plates and boutique wines
Want more recs? Check out our full Breweries, Wineries & Distilleries guide.
