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Hiking & Kayaking Vacation along the Appalachian Trail in the Green Mountains, VT

Hiking & Kayaking Vacation along the Appalachian Trail in the Green Mountains, VT | undefined

Join a local and certified mountain guide for this 1+ day customizable hiking and kayaking adventure vacation in the Green Mountains of Vermont. Get the chance to walk along the Appalachian and Long Trails as well as explore Vermont's various waterways.

Green Mountains

+1 Day

May - Oct


All levels


* Enjoy the stunning scenery of the Green Mountains.

* Hike along two of the most iconic trails in America.

* Learn about the area from a knowledgeable local guide.


Boasting some of the best hiking trails the Green Mountains have to offer along with plenty of great waterways for kayaking, Killington, Vermont is the perfect starting point for an adventure holiday!

Over the course of our time together, we will explore this incredible part of Vermont from the top of its numerous mountains down to local historical and cultural sites.

This trip is completely customizable, meaning the length and content of the itinerary is completely up to your discretion.

Some of the incredible options we have include hiking along various portions of the Appalachian and Long Trails, the latter of which is the oldest long-distance hiking trail in the United States.

We will also have the chance to explore various museums, including the famed New England Maple Museum, swim and kayak on the various rivers and waterways, as well as try out caving. A sample itinerary is listed below.

Regardless of what you choose to do, one thing is for certain, the views will be phenomenal. From the top of Vermont’s two tallest mountains, we will get to see the sea of trees that characterizes New England.

If you are lucky enough to come in the autumn, when the leaves are changing, this is a special treat. Few places anywhere else have fall foliage better than New England!

So what are you waiting for? Book now for this incredible and customizable hiking and kayaking vacation in Vermont’s Green Mountains!

If you like the look of this trip then we think you will also enjoy our 1+ day fall foliage hiking tours along the Appalachian Trail in Vermont!

Price includes

- Accommodation included

- Guiding fee

- Breakfast

- Lunch

- Dinner

- Transportation start and back

- Transport during the trip


Day 1: Arrival

Arrive in Killington, Vermont for the meet and greet dinner. (Please note, this is just a sample itinerary.)

Day 2: Hike and Swim

Hike on the Appalachian Trail, kayak and swim in a local lake.

Day 3: Killington Peak and Maple Syrup Museum

Hike Vermont’s second highest mountain, Killington Peak, and then head on a tour of the New England Maple Museum.

Day 4: Woodstock Village

Hike in the National Forest and visit Woodstock Village.

Day 5: Caving and kayaking

Explore a cave and kayak on a local river.

Day 6: Mt Mansfield and Stowe Village

Hike Vermont’s highest mountain, Mt Mansfield, and then visit Stowe Village.

Day 7: Fire Tower and country store

Short fire tower hike, visit the Vermont Country Store and swim at a local waterfall. Farewell dinner in the evening.

Day 8: Departure



Equipment you will need to bring

hiking boots, water shoes or sandles

About the guide

Guide profile image


We provide personalized hiking adventures and outdoor escapades throughout the Green Mountains of Vermont, both Guided Day Adventures and All-Inclusive Hiking Vacations. With more than 25 years of experience, we guide our clients on unique hiking and exploration tours, discovering new places and trying new experiences.

Our hiking vacations are led by a team of experienced guides, committed to the highest level of customer service. TripAdvisor has awarded us the certificate of excellence for the past five consecutive years.

We can take you to some of Vermont’s best hiking trails, kayaking locations, caves and local attractions. Our adventures have been designed so that outdoor lovers and active people of all ages and fitness levels can join us. We provide comfortable accommodation and delicious cuisine for everyone, from friends, families and single travelers, to couples or girls getaways.

We also offer sightseeing tours to the most scenic Vermont villages, historical sites, country stores, covered bridges, cheese tasting, local artisans, brewery tours, antiquing and much more. Just contact us and discover the natural beauty and unique treasures of Vermont!



What people are saying about Explore-Share



I’m extremely happy with the ease with which I could book via your site reliable and experienced guide. Thank you so very much, and I’ve started to recommend your site to my friends. Dimitris is not only an awesome guide, but a wonderful person who was always looking out to give me the best experience I can have when he found out how much I love climbing! He is the Best!



I am very pleased with Explore-Share! This was my first international climb, and the communication and response time were great. Herbie is a very skilled guide and very efficient. The entire booking process & payment was smooth. I will definitely use Explore-Share again. Thank you.



I was looking for a local guide for a hike I was planning and came across Explore-Share. They seemed to have good reviews and so decided to give them a try. The experience was very positive and completely happy with their service. I will be using them again for next trip.



Easy to set up and find the perfect trip. Informative site that is easy to use. Guides are all great to work with and communicate all arrangements needed. As simple as can be!



Thank you explore-share for a wonderful via feratta experience. We have been wanting to learn for a long time but don't have the facilities in Scotland. The guide Mitja was extremely helpful and knowledgeable, answering all my many questions and providing advice. On the day head to take another group but he quickly arranged another guide Borut, who was brilliant. We had a fantastic morning learning via ferrata at Hvadnik in the gorge. It gave us the confidence to later hire our own equipment and go out in Mojstrana. Altogether a five star + experience. Thank you.


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