Join us for a hard hike to Toby’s Rock in Connecticut, where you’ll walk along peaceful trails shaded by towering trees. As you reach the summit, you’ll be rewarded with breathtaking views of the surrounding green landscapes. It’s the perfect escape into nature, offering not only stunning scenery but also the chance to connect with fellow nature lovers and share an uplifting, adventurous experience together.

Pack your favorite sandwich and drink, we will have a snack break on the trail.

Don’t miss out on this exciting journey!

This group usually promotes an easy pace to fully enjoy our hikes and escape the rush of the city. However, since the train at this station runs only every three hours, we’ll maintain a moderate pace—around 2 mph on uphill sections and up to 3 mph on flat or downhill terrain—to ensure we catch the 4 PM train. This hike is designed for a steady, moderate rhythm so we can enjoy the trail without feeling rushed. Please register only if you feel comfortable hiking at a moderate pace.

🗺️ About the Hike

Hike Route: TBD
Place: Toby's Rock
Difficulty: Hard+. The perceived difficulty may increase if you are a beginner hiker or not physically active.
Lowest Elevation: 224 ft (68 mt)
Highest Elevation: 669 ft (204 mt)
Elevation Gain: 622 ft (190 mt)
Distance: 4.56 mi (7.2 km). This includes the 1.2-mile (1.9 km) walk from the train station to the trailhead.
Hiking Time: 3 hr 00 mi. We must complete the hike by this time to ensure we catch the train.

✅ Included: Hike led by an experienced trip leader.

❌ Not Included: Train ticket or any other services or products not mentioned.

🚞 Train Information

Boarding Time: 9:40 a.m.
Train Departs: 10:02 a.m.
Destination: Beacon Falls (Transfer: Bridgeport)
Train Ticket Price: $32.00 (RT)
Travel Time: 2 hr 37 min (One Way)

We will be back at New York around 6:30pm.

🥾 Outdoor Essentials

Hiking boots or sturdy sneakers are mandatory, as most hikes involve rocky terrain.
Bring at least 2 liters of water, but feel free to bring additional amounts if needed.
Wear layers according to whether you tend to feel hot or cold, and always choose comfortable clothing for flexibility and warmth.
Feel free to bring any accessories you consider necessary to enjoy this adventure to the fullest (e.g., hiking sticks, backpack, camera, cellphone, etc).

⚠️ Important

Read all the Terms & Conditions.
FAQ: Most of your frequent questions are answered here.
All participants must complete and sign the waiver and release of liability before departure.
If you have any medical conditions or concerns, consult your doctor to ensure that this hike is suitable for you.
The hike route may change due to external factors such as safety concerns, the comfort of hikers, or acts of God. Your safety and enjoyment are our top priorities, and adjustments will be made accordingly.

Ride & Hike #205: Toby's Rock by Train

Choose your tickets

Early Bird ticket

Adventure Pass ticket