An inclusive, empowering environment where we push limits together.
Beginner Series • May 2, 2027
Hike Mount Monadnock. We've Got Your Pack.
Experience the world’s second most hiked peak! Conquer the White Dot–White Cross Loop for steep scrambles and Boston skyline views—just two hours from the city. Spots are limited, so book now!
Mt. Monadnock: A World Renowned Hike
Come hike the second most hiked mountain in the world! Yes, Mt. Monadnock, second to Mt. Fuji in Japan, is the second most hiked mountain in the world with an estimated 125,000 hikers per year. We will take the most popular 3.8 mile White Dot – White Cross Loop, which gives you some short, steep, and rewarding climbs with amazing views above treeline. On a clear day you can see all the way to the Boston skyline! This is a terrific hike for beginners that want to challenge themselves with some steeper but doable climbs, and is less than a two hour commute from Boston!
The Ultimate Adventure For All Hikers
Getting into the mountains for the day shouldn’t feel like a part-time job. We take the friction out of the outdoors so you can focus entirely on the experience, the views, and the camaraderie.
Round-trip door-to-trail transportation straight from Greater Boston.
Gear and amenities are included as part of the adventure.
5.0 on Google, 1000+ Hikers Guided
Hike Overview
Beginner
3 mi
1100 ft
85
3 hrs
55 min/mi
Date
May 2, 2027
Pickup Locations
- Alewife Station | 5:30 AM
- North Station Garage | 6:00 AM
- Andover | 6:30 AM
Itinerary
- Final Pickup | 6:30 AM
- Rest Stop | NA
- Arrive at Trailhead | 8:15 AM
- Start Hike | 9:00 AM
- End Hike | 12:00 PM
- Arrive back at Closest Dropoff** | 2:00 PM
*times are estimates and will vary based on group pace and traffic conditions.
**Dropoffs are roughly 30 minutes apart, and will vary based on initial pickup locations
Cost
$249
EXPLORE Mount Monadnock
Iconic Trails
Tackle the legendary 3.8-mile White Dot–White Cross Loop for short, steep, and deeply rewarding scrambles.
Skyline Views
Rise above the treeline to soak in panoramic vistas stretching all the way to downtown Boston.
Accessible Challenge
Enjoy an unbeatable bucket-list adventure under two hours from Boston; perfect for ambitious beginner hikers.
City-to-Summit Access: What’s Included
Your $249 ticket covers everything you need from the moment you step onto our van to the moment we drop you back off.
Door-to-Trail Transport
Morning pickups at Alewife Station, North Station, and Andover.
Premium Gear
High-quality daypacks, trekking poles, and trail essentials provided.
All Food & Fuel
Curated trail snacks and hydration will be provided on the hike.
Safety as a Standard
Every guide is Wilderness First Aid and CPR/AED certified.
Meaningful Connections
A trip designed for building community with other hikers and shared mountain memories.
Frequently Asked Questions
Find all the details you need to prepare for your journey and hit the trail with total confidence.
You don’t need to be a mountaineer, but you do need a solid baseline of fitness. Covering 12 miles and 4,300 feet of elevation gain over rocky, uneven White Mountain terrain is a serious physical challenge. If you regularly hike, run, or do endurance workouts, you’ll do great! We hike at a supportive, group-friendly pace—nobody gets left behind.
There are no ‘easy’ hikes in the White Mountains, but our beginner series hikes offer distances under 5 miles and elevation gain less than 2,000′. These hikes will still challenge you, but they are approachable and a great way to test yourself for bigger hikes in the Whites.
Totally fine! We will still pack all the gear you need, guide you for the day with the rest of the group and make sure that you are perfectly taken care of from your car to the summit and back! Please note that pricing does not change if you are choosing to drive yourself.
We provide the heavy hitters: high-quality daypacks, trekking poles, and all your trail snacks. You will just need to bring your own broken-in hiking boots, weather-appropriate clothing (we highly recommend moisture-wicking layers), a water bladder/bottles, and personal toiletries. Once you book, we’ll send you a comprehensive, stress-free packing list.
We hike rain or shine! Mountain weather is famously unpredictable, which is exactly why having a certified, expert guide is so valuable. We will only alter the route or cancel the itinerary if conditions become actively unsafe (such as severe thunderstorms or extreme winds).
