New England Fall Foliage Training Tour
An intensive in-person destination training for tour leaders. Learn one of the most scenic and popular tour routes during this immersive adventure!
Learn the logistics & stories, get more work, and make new industry connections in this unforgettable training class.
Think charming villages, quaint hiking trails, maple syrup treats, and lobster on the ocean! New England is rich with great tales and stunning natural beauty. They’re also logistically difficult tours to time, and to find hidden places that make your guests feel special. Don’t worry, this trip has you covered!
Highlights
Feel confident leading tours through Vermont, Massachussetts, Rhode Island, New Hampshire and Maine
Learn glamorous Newport, the Kanc Highway scenic road, walking tours of quaint villages, the Green and White mountains, Portland, the Maine coast, Western Massachussets and so much more.
Get hired by tour operators looking for tour leaders & guides with this destination training.
Grow your network of fellow tour leaders who become sources of referral and support through your career.
Learn logistics: bus routing and parking, lunch spots, walking tours and more.
Our special wow moments that set you apart from the rest
Engaging stories that go beyond the dry facts.
Itinerary
Some itinerary items may change year to year. Please refer to the booking page for exact details about dates and flights.
Pre-Day • Position yourself in Boston
We depart as a group the next morning. Today you should arrive any time. Hotel is not included on this night.
Day 1 • Boston to Brattleboro via Newport
- We depart Boston at 9AM and head to Newport, RI.
- We’ll do a driving tour and tour the famous Breakers Mansion. After a break for lunch, we head out west.
- We continue on to Western Mass to visit the Yankee Candle Factory and end with a Creepy Walking Tour of Deerfield, MA.
- Walk the quiet town and hear about the history and bloodshed that happened here.
- Dinner tonight is on your own.
Day 2 • Brattleboro to Littleton
- We have a full day! We head to Woodstock, VT.
- This quaint little town is full of history and we will do a walking tour of the village green followed by a chance to explore the visitor center.
- After, we head to Quechee Gorge – a must stop on most itineraries.
- Onward to Montpelier, the smallest State Capital in America, where we’ll break for lunch.
- We will visit Morse Farm and the Waterbury area, including Ben & Jerry’s and Cold Hollow Cider Mill.
Day 3 • Littleton to North Conway
- We start with a brief tour of Littleton, NH and get a chance to learn some stories about the area and see some incredible highlights, including a secret museum and the world’s longest candy counter!
- We then head to Franconia Notch with stops and stories along the way. Highlights include: Franconia State Park, Old Man in the Mountain, Flume Gorge (Visitor Center), The Basin, Lincoln / Welcome Center, Kancamagus Highway, Best picture stops: Sabbaday Falls, Lower Falls, Russell-Colbath Homestead and Albany Covered Bridge.
Day 4 • Mt. Washington to Maine
- We climb Mt. Washington today on the famous Cog Railway.
- Hear the stories to tell as we head to the base and experience the views way up top.
- We will then head across the road to Bretton Woods Ski Lift and if in operation, we will take the chair lift to the top for more incredible valley views.
- We will then head to Portland for a guided tour of Maine’s largest city and we have the evening to enjoy the town.
Day 5 • The Maine Coast to Boston
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This is a big day! We start with a visit to
Kennebunkport
, which is on almost every group itinerary and even though it is a small town, it’s packed with history and hidden gems.
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We will teach you the commentary and highlights to make you look like a star.
- We then head to Ogunquit for a beautiful walk along Marginal Way, a coastal walk that is a wow moment for all group tours.
- We will visit Nubble Light House, explore and do lunch in Portsmouth, NH and then make our way to historic (and creepy) Salem, MA! We will show you how to build a self-guided tour for your guests to explore.
- After, we show you our secret wow lunch spot on Revere Beach before heading to the hotel to check-in.
- After checking into the hotel, we will give you an introduction to East Boston, a neighborhood underutilized by groups. Learn about it’s rich history and simple ways to incorporate it into arrival days with groups. Our Farewell Dinner will be at a local East Boston restaurant (One of Alan’s faves!)
Day 6 • Departure Day
- Departure day! Or stick around Boston and explore this incredible city! We will happily give you pointers on where to go and what to see!
The TripSchool Difference
Not just a “FAM” tour: beyond surface stops at tourist highlights, we dive deep into these cities, and go behind the scenes.
Immersive: you’ll enter buildings, meet owners, taste foods to feel a real sense of place.
Participatory: you don’t just sit back and listen to us; we’ll also offer you storytelling/commentary assignments (optional) and technology tasks to learn a variety of new skills on tour!
2025 Dates Coming Soon
6 days, 5 nights
Depart & Return to Boston
Lodging, motor coach & paid admission to all attractions included
$1,699 double occupancy
$99 nonrefundable deposit to save your spot
Book Now, save your place early!
MegaTraining is our most popular tour director & guide destination training package, because it focuses on the three most visited cities in the U.S., both for student and adult markets. Learning to confidently lead tours in these locations helps you get work quickly.
Certified TripSchool
Our Promise to you
Once you complete this program, you will feel in control of leading groups through this itinerary. Plus you will have the insider knowledge to look like a pro in front of your groups, and our blend of wow moments, storytelling, and technology engagement to put you above the rest.
We’ll vouch for you.
We actively speak with tour operators looking for tour directors. We stand by our trainings, and vouch for what you’ve learned. This means hopefully more work for you.
You become part of the TripSchool family.
Our community is awesome. The bond from the trip doesn’t stop at the end; you’ll be part of our private community groups, and also be able to reach out to Mitch and Alan any time, with any questions. We promise we’re accessible. We want to be a bridge between you and tour operators, and help you along in your careers!
