Scenic Views and Summits
Hiking
Overlook Mountain Trail
Fire tower hike past ruins of an old mountain hotel near Woodstock. Free. Better for ages 6 and up. A half-day trip. Dogs welcome.
Ages
6–18+
Cost
Free
Duration
~3hrs
Difficulty
Moderate
Setting
Outdoor
A 4.6-mile round trip hike up an old road to a fire tower with views over the Hudson Valley, the Catskills, and on clear days all the way to the Berkshires. Along the way, kids pass the ruins of the Overlook Mountain House hotel, a crumbling stone building that feels like discovering a castle in the woods. The fire tower at the summit is restored and climbable. The trail is wide and straightforward but climbs steadily. This hike combines history, mystery, and mountain views in a way kids love.
Dog Friendly
Pricing
Free - there is no entrance fee.
Common Questions
- How much does Overlook Mountain Trail cost?
- Overlook Mountain Trail is free to visit. Free - there is no entrance fee.
- What ages is Overlook Mountain Trail good for?
- Overlook Mountain Trail is best for kids ages 6 to 18+.
- Is Overlook Mountain Trail stroller friendly?
- No, Overlook Mountain Trail is not considered stroller friendly.
- Can I bring my dog to Overlook Mountain Trail?
- Yes, dogs are welcome at Overlook Mountain Trail.
- How hard is Overlook Mountain Trail?
- The difficulty level is moderate. Plan for about 3 hours.
- Is Overlook Mountain Trail free?
- Yes, Overlook Mountain Trail is free!
- What should I bring to Overlook Mountain Trail?
- Hiking shoes, water, snacks, camera for the ruins
- How long does Overlook Mountain Trail take?
- Most families spend about 3 hours at Overlook Mountain Trail.
- When is the best time to visit Overlook Mountain Trail?
- Spring through fall
- Is there parking at Overlook Mountain Trail?
- Small parking lot on Meads Mountain Rd. Fills on weekends.