On foot

Hiking Near Bailey, Colorado

Ten trails within about an hour of the cabin, roughly easiest to hardest, with trailhead addresses, drive times, and hours.

The North Pine Overlook  /  Hiking Near Bailey

Always verify current conditions, fees, and access with the land manager before you go — wildfire closures, seasonal gates, and washed-out roads can change any of these on short notice.

1. Elk Falls Loop — Staunton State Park

Hard
Trailhead12102 S Elk Creek Rd, Pine, CO 80470
Drive time~20–25 minutes
HoursPark open dawn–dusk; Visitor Center 8am–4pm daily

An 11–12 mile round-trip trek through Staunton Ranch to Chimney Rock and down to a dramatic waterfall — the highest near Denver. Requires an entry fee (or Keep Colorado Wild Pass).

2. Staunton Ranch / Border Line Loop — Staunton State Park

Easy
Trailhead12102 S Elk Creek Rd, Pine, CO 80470
Drive time~20–25 minutes
HoursPark open dawn–dusk; Visitor Center 8am–4pm daily

A gentler ~2-mile loop through ponderosa forest, meadows, and historic homestead cabins — a great intro to the park without the mileage commitment.

3. Buck Gulch – Strawberry Jack – Park View Loop — Pine Valley Ranch Park

Moderate
Trailhead30351 Crystal Lake Rd, Pine, CO 80470
Drive time~15–20 minutes
Hours7am–8pm daily

A scenic 2–3.5 mile loop past Pine Lake, granite cliffs, and burn-scar meadows from the 2000 Hi Meadow Fire, with views of the North Fork South Platte.

4. Eagle's View Loop — Reynolds Park

Moderate
Trailhead13649 S Foxton Rd, Littleton, CO 80127
Drive time~35–40 minutes
Hours6am–8pm daily

A well-maintained ~4-mile loop with a steady climb to sweeping views over the park's ponderosa forest. Popular but rarely overcrowded.

5. Brother's Lookout Loop — Alderfer/Three Sisters Park

Moderate
Trailhead30357 Buffalo Park Rd, Evergreen, CO 80439
Drive time~35–40 minutes
Hours6am–8pm daily

Rolling meadows and aspen groves lead to massive granite rock formations at Brother's Overlook, with panoramic valley views and rock scrambling.

6. Colorado Trail Segment 6 — Kenosha Pass

Easy–Moderate
TrailheadKenosha Pass, CO 80456 (Forest Rd 849, off US-285)
Drive time~25–30 minutes
HoursOpen 24/7 (Pike-San Isabel National Forest)

A gently graded climb through golden aspen groves to an overlook of South Park — especially stunning during fall color season. Pit toilets at the trailhead.

7. Wigwam Trail — Lost Creek Wilderness

Moderate–Hard
TrailheadWigwam Trailhead #609, Bailey, CO 80421 (via Wellington Lake Rd/FS-560)
Drive time~35–45 minutes (gravel road)
HoursOpen 24/7

Follows Wigwam Creek through pine and aspen thickets past beaver ponds, with several creek crossings on makeshift log bridges. A quieter alternative to busier Front Range trails.

8. Payne Creek Trail via Brookside-McCurdy Trailhead

Hard
TrailheadBrookside-McCurdy Trailhead, Bailey, CO 80421
Drive time~10–15 minutes (closer than range, but a local classic)
HoursOpen 24/7

A steep, rocky trail into the Lost Creek Wilderness with aspen groves and big views. The first few miles are moderate, then it gets tough near the wilderness boundary.

9. Meridian Hill Trail

Easy–Moderate
TrailheadMeridian Trailhead, Bailey, CO 80421
Drive time~10–15 minutes (closer than range, minutes from downtown)
HoursOpen 24/7

A quick, forested climb just outside Bailey with summit views over the Platte River Valley. Limited parking — arrive early.

10. Chief Mountain Trail

Moderate
TrailheadChief Mountain Trail, Squaw Pass Rd, CO 80439 (near Evergreen)
Drive time~45–50 minutes
HoursOpen 24/7

A short but punchy 2.8-mile round-trip starting above 10,000 ft, with a steep push to a 360-degree summit view. Weather changes fast up here.

Hike smart at altitude

Many of these trailheads sit above 8,000 feet, so take it slow your first day, carry water, and use sun protection even when it is cool. Afternoon thunderstorms are common in summer — start early and avoid exposed terrain and summits after midday. Dog rules vary by land manager, and several of these routes cross jurisdictions with different regulations, so check the exact trail's current rules and pack out everything you bring.

Book your stay

Plan a Bailey stay.

The North Pine Overlook is open for stays, minutes from these trailheads.

Check dates