Appalachian Trail



Price per couple

$3,700 USD



This adventure through Northeastern USA allows you to explore the twists, turns, valleys and peaks of America's oldest and most popular mountains, the Appalachians.


Start: Boston, USA

Finish: Boston, USA

Countries: United States

Theme: Explorer

Physical Rating: 3 out of 5



Why you'll love this trip

  • Two-night stay in Acadia National Park on Mount Desert Island
  • Charming backroads and small towns of New England
  • Wildlife viewing and birdwatching opportunities
  • Scenic day walks and hikes in and around Stowe, White Mountains, Baxter State Park and Acadia National Park
  • 360 degree views over Camden
  • Outstanding New England fall foliage (Sept-Oct)


Is this trip right for you?

  • You’ll have an option to do various hikes along the way of various levels.
  • This trip is camping. Be prepared to pitch a tent!

Departure Dates

Start: 05-May-2018 Finish: 15-May-2018 Trip Code: AA-GUSI180805
Start: 19-May-2018 Finish: 29-May-2018 Trip Code: AA-GUSI180519
Start: 01-Sep-2018 Finish: 11-Sep-2018 Trip Code: AA-GUSI180901
Start: 15-Sep-2018 Finish: 25-Sep-2018 Trip Code: AA-GUSI180915

How to book

To book, please click below to enter your registration information:

WinShape Marriage Guest Registration

WinShape Marriage Waiver

WinShape Marriage Photo & Video Release


What we need to complete your booking: 

  • Full name, as per passport
  • Personal E-mail & telephone number
  • Date of birth
  • Passport number and nationality
  • Passport issue and expiry dates
  • Emergency contact name and telephone number
  • Dietary and/or medical needs


Appalachian Mountains
Acadia National Park
White Mountains



You've arrived in Boston, the largest city in New England. Boston is awash with things to do and if you're hoping to combine revolutionary heritage with cobbled streets and one of the best park systems in America, then there's no better option on the East Coast. Discover Faneuil Hall, a government centre and a marketplace for centuries, which today it is a hive of activity offering plenty of opportunities to eat and shop beside the waterfront. A welcome meeting will be held at 18:00 hrs tonight where you will meet your tour leaders.

Accommodation Style – Hotel

En route to Stowe you stop at the fully functional Sugarbush Farm to sample fresh cheeses and maple syrup (with the opportunity to purchase). Next up, Stowe lies in a broad, fertile valley between Mount Mansfield and the peaks of the Green Mountains to the west, and the Worcester Range to the east. You can taste your way to Stowe with stops at Ben & Jerry's, Cabbot Cheese and Lake Champlain Chocolate Shop (own expense). Stowe will be your base for the next two nights where it's easy to fill your time with a walk by the river or explore the local crafts and cuisine. If you would prefer to hit a nearby trail you also have this option.

Hiking Distance: Stowe – Lye Brook Falls Trail (4.7 miles; 938 feet)

Driving Distance: 260 miles (approx. 4.5 hours)

Accommodation Style – Camping (with equipment)

Today you can stretch your legs on a full day hike (11 miles) on the Worcester via Skyline Trail. Wildlife is commonly spotted along this trail, including moose and bear. This is a primitive but sublime trail and your hard work will be rewarded with stunning views from one of Vermont's most scenic ridges. The trail will lead you through mossy forest floors and rocky outcrops, providing you with endless amounts of pure and peaceful outdoors fun.

Hiking Distance: Worcester via Skyline Trail (11 miles)

Accommodation Style – Camping (with equipment)

You'll walk the backbone of the Northern Appalachians, the White Mountains of New Hampshire. Many of the trails here are above the timberline, offering wonderful views of this impressive range. On arrival, you delve straight into the beauty of this area with a planned hike to Lonesome Lake. Most of the trail is tree covered so will be shaded from the sun. The trail leads to the southern end of Lonesome Lake with an additional half-a-mile walk to an Appalachian Mountain hut, with the possibility of extending.

Hiking Distance: Stowe – Bucklin Trail to Killington Peak (7.2 miles; 2,473 feet)

Driving Distance: 145 miles (approx. 3 hours)

Accommodation Style – Camping (with equipment)

On Day 5 you can enjoy the Franconia Ridge hike. Rated as one of the best hikes in New England, you'll have the opportunity to scale three peaks (Little Haystack, Mount Lincoln and Mount Lafayette) all of which offer wonderful views. This area is well known to hikers all over the world, both for its stunning scenery and constantly changing weather. Challenge the elements here or catch the Cannon Mountain Aerial Tramway, which began operating in 1938 and was the first passenger aerial tramway in North America. From the top, there are panoramic views of three states.

Choose a hike(s) with your leader:

White Mountains – Welch and Dickey Loop Trail (4.1 mile; 1,751 feet)

White Mountains – Tuckerman Ravine Trail (8 miles; 4,170 feet gain)

White Mountains – Franconia Ridge Loop (9 miles; 3,805 feet gain)


Driving Distance: 125 miles (approx. 2.5 hours)

Accommodation Style – Camping (with equipment)

You travel from one of the most well-known segments of the Appalachian Trail, to the most pristine. Baxter State Park is home to Mount Katahdin, the finishing point of the 2,175 miles long Appalachian Trail. Wander and enjoy the largest of the most remote wilderness areas in Eastern USA. Here you can truly get away from it all on footpaths that wind through undisturbed forest and along the crystal-clear lakes and streams of northern Maine.

Driving Distance: 260 miles (approx. 5 hours)

Accommodation Style – Camping (with equipment)

Keep both eyes and ears open for the chance to encounter some of the wildlife that thrives here. This tranquil wilderness is virtually untouched since the days of the first settlers, over three hundred years ago. As you pause to reflect on the solitude of this beautiful place, it's hard to imagine that two-thirds of America's population lives within a day's drive of the Appalachian Trail.

Hiking Distance: Baxter State Park – The Owl Trail (6.6 miles; 3,670 feet gain)

Accommodation Style – Camping (with equipment)

There are two options with varying difficulty; the first is Mount Katahdin - Baxter Peak, which is a strenuous hike with more than 4,150 feet. elevation gain and taking approximately 10 hours. The rewarding views on this trail are some of the finest in New England, but should only be attempted by those fit enough. The second option is a nature trail to Daicey and Kidney Ponds, with the Appalachian Trail running through a section of it, which is an easy to moderate walk with little to no elevation difference. Canoes can be rented after a couple of miles for a very different and unique experience.

Hiking Distance: Baxter State Park – Katahdin Summit via the Hunt Trail (10 miles; 4,149 feet gain) / Mt Katahdin Loop (17 miles; 7,782 feet gain)

Accommodation Style – Camping (with equipment)

Continue your journey by visiting the incredible Acadia National Park on Mount Desert Island. Acadia National Park is a joy to the senses with a pristine natural landscape of granite mountains, lakes, rocky coastlines, islands and rolling ocean waves, with an abundance of wildlife.

Of course, the reason Acadia has built such a reputation is due to the sheer volume of trails available, with about 125 miles of hiking trails which are often interconnected, and which range in difficulty from easy to strenuous. Add to this the famous carriage roads, and the day hiker has a wide selection of enjoyable options. In the afternoon of Day 9, you will hike an easy to moderate trail, one of the best of its class in this area. The scenic Ocean Path trail meanders in a southerly direction along the eastern shore of Mount Desert Island for approximately two miles until it arrives at Otter Cliff and Otter Point with numerous points to stop for the perfect picture.

Choose a hike(s) with your leader:
Acadia National Park – Cadillac North Ridge Trail (4.1 miles; 1,118 feet elevation, moderate)
Acadia Mountain Trail (2.5-mile loop; 750 feet gain)
Precipice Trail (2.5-mile; 1,072 feet gain)


Alternate Activities For those not wanting to hike today, you can explore the town of Bar Harbor or try one of the optional activities and excursions this area is so well known for, such as sea kayaking or deep-sea fishing.


Driving Distance: 115 miles (approx. 2.5 hours)

Accommodation Style – Camping (with equipment)

The following day you walk one of Acadia's most beautiful hiking trails, the Acadia Mountain Trail. The walk is moderate to strenuous with a tough scramble up to some spectacular views of Somes Sound, Echo Lake, the Gulf of Maine, the Cranberry Isles and the surrounding mountains and ocean.

Hiking Distance: Acadia NP – Cadillac Mountain South Ridge Trail Loop (7.7 miles; 2,178 feet, moderate)

Alternate Activities: sea kayaking, bike rental, deep sea-fishing, rock climbing

Accommodation Style – Camping (with equipment)

On the way back to Boston, you stop to hike up Mount Battie. There are some steep pitches, and a bit of scrambling through rock and ledge areas but, the views over Camden and the islands around Penobscot Bay make this climb worth the effort. Upon arrival at the top, why not continue to climb the stone tower on Mount Battie's 780 feet summit for even better 360 degree panoramic views?

Your journey ends in Boston, one of America's oldest cities. We recommend you book yourself a few extra nights' accommodation to explore the many attractions of the city. Founded in 1630 by Puritan colonists, it has been in the forefront of American history and the country's fight for independence. Events like the Boston Massacre and the Boston Tea Party played pivotal roles in that struggle and have become part of American folklore. With time to explore you could also pay a visit to Harvard University, located in the suburbs of Boston. New England is renowned for its delicious seafood, the thick seafood soup known as New England clam chowder, so before you leave make sure you grab a bowl or two.

Driving Distance: 300 miles (approx. 5 hours)

More about your trip


  • Hotel - 1 night

  • Camping (with equipment) – 9 nights


Meals not included

  • Host Couples are responsible for the full cost of group meals, not included in the itinerary, and will be reimbursed by WinShape Marriage upon return from their trip.
  • Additionally, Host Couples are responsible for billing all meal time non-alcoholic drinks to a separate tab which will also be reimbursed upon return by WinShape Marriage.


  • Walking



  • None – this is a self-guided trip. Maps and instructions are provided


Airport Transfers

Arrival and departure transfers are not included in the trip costs but can be purchased as private transfers at an additional cost.


  • International airport departure tax
  • Any visas required
  • Services not mentioned in the itinerary
  • Early check in or late check out at hotels
  • Tips for leaders, guide and driver
  • Expenditure of personal nature
  • Personal Insurance
  • Optional activities
  • Host Couples will be reimbursed for all additional expenses upon return*



Package Price

In order to book, a non-refundable deposit of USD 800 per couple is required and the remaining balance is due 60 days prior to departure. Single supplements must be requested at the time of booking. All transfers, pre-trip and post-trip accommodations must be requested 90 days prior to departure.

Pricing per couple: $3,700 USD

Intrepid Travel's booking conditions will apply to your reservation. By making payment you are agreeing to our booking conditions

This trip is a private departure and is exempt from any promotions, sales and discounts advertised. 


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