Appalachian Trail: Weekend Overnight!
Saturday, April 26, 2025
In this hike series, we are taking on the longest hiking-only footpath in the world – one section at a time. And this is our overnight trip! That’s right – we’ll drive up early on Saturday, hike, spend a night in a hotel, then hike Sunday and head back home.
On Day 1, we’ll hike the beautiful Taconic Range, coming down to the valley and hiking the shores of Housatonic River and ascending Schaghticoke Mountain. We’ll straddle two states – New York and Connecticut – on this hike. Day 2 will be a day with shorter mileage to allow for a more moderate pace. We will finish up our weekend with beautiful views from the Taconic Range farther north in Connecticut.
Because this is a point-to-point hike, there is no need to double-back. It’s only the Appalachian Trail, and it’s new places all day long. Come explore the AT with us!
Accommodations: Shared hotel room with other person (same gender). Single rooms available for an extra $75 fee.
Note: This is an INTERMEDIATE+ trip overall, with the first day closer to CHALLENGING due to the hiking distance and elevation on the first day. The pace will be moderate, but in order to get to the hotel before nighttime, the group will keep moving throughout the day, with a shorter stop for lunch.
What’s included:
- NY State Licensed and Wilderness First Responder Certified Guide
- Transportation to and from NYC
- Section hike of the historic Appalachian Trail
- Post-hike stop for treats
Level: Intermediate (Learn More)
Mileage: Day 1 - 11.2 miles; Day 2 - 6.36 miles
Elevation Gain: Day 1 - 3,100 feet; Day 2 - 1,997 feet
Group Size: 2 - 13 adventurers
Departure:
Check-in Time: 6:00 am, April 26
Departure Time: 6:15 am
Return Time: Approximately 7:00 pm, April 27
$325.00
Wear
- Waterproof hiking boots (required)
- Weather-appropriate, moisture-wicking, athletic clothing (no cotton)
- Wool or synthetic socks (no cotton)
- Waterproof gloves
- Warm hat
- Buff
- Sun hat
- Sunglasses
Pack
- Insulating puffy and insulating pants
- Fleece / mid layer
- Windproof / waterproof top and bottom layers that can fit over all other layers
- Lunch
- Ample Snacks
- At least three (3) liters of water
- Backpack
- Sunscreen
- Hand / foot warmers (optional)
- Extra layers to adjust for changing weather conditions
- Extra pair of wool socks
- Trekking poles (optional)
- A change of clothes for the ride back (optional)
Guide
Gary Keir
