Private Vermont Fall Foliage Tours

Experience Vermont in the fall, one back road at a time.

My private fall foliage tours take care of the planning and the driving, so you can enjoy Vermont at its most colorful.

2027 Fall Foliage Tours Are Now Booking

Fall tours run September 18 through October 17, 2027. A limited number of private tour dates are available each fall, and several 2027 dates are already reserved.

2026 tours are sold out and the cancellation waitlist is closed.

$1,250 Private full-day tour for up to 4 guests
View 2027 Dates & Request a Tour

As seen on Good Morning America

Covered bridge surrounded by colorful Vermont fall foliage
  • 100% private. Just you and your guests, with room for up to four people.
  • A custom itinerary built around your interests and the foliage conditions during your visit.
  • A full day shaped around the foliage, weather and what you want to see. The route can change as the day unfolds.
  • Explore Vermont in my back-road-ready Ford Bronco. Top down when the weather cooperates.
  • Scenic roads, covered bridges, small towns and mountain views with a local guide behind the wheel.
  • Pickup and drop-off included in Woodstock, Ludlow, Killington, Windsor, Springfield and surrounding areas.
2027 Fall Foliage Tours

$1,250 per private full-day tour

For up to four guests, plus applicable taxes. Availability is limited.

View Available Dates

Making the most of Vermont's fall foliage

Fall in Vermont is spectacular, but the color doesn't follow a calendar. It changes with elevation, location and the weather. That's why I plan each tour around the conditions, your interests and what's worth seeing that day.

Where we'll explore

My tours focus on Southern and Central Vermont, including the areas around Woodstock, Quechee, Windsor, Ludlow, Springfield and Killington.

Depending on the foliage and your interests, we might explore back roads, covered bridges, farms, mountain overlooks and Vermont villages, with time for photographs, local shops, lunch and stops along the way.

There's no mandatory checklist. We'll spend our time where it makes sense and leave room for a detour when something catches our eye.

Planning around the foliage

Vermont's foliage season typically runs from late September into October. Higher elevations often change first, while lower valleys can hold their color longer. Every year is different.

I keep an eye on foliage conditions, weather and road access throughout the season. As your tour approaches, I use that information to plan a route that makes the most of what's available. Sometimes that means higher elevations. Other times, a quiet valley is exactly where we want to be.

A little honesty about fall foliage

Mother Nature gets the final say. I can't guarantee peak foliage on a particular date, but there are plenty of things I can do to make your day a good one.

What I'll take care of

  • Planning your route around the season and your interests
  • Adjusting for weather, foliage conditions and traffic
  • Finding alternatives when popular stops are crowded
  • Handling the driving, navigation and timing
  • Leaving room to explore at your own pace

What I can't control

  • Exactly when the foliage reaches peak color
  • Sunshine on your tour date
  • How long the leaves stay on the trees after a storm
  • Perfect conditions at every stop
  • Traffic during the busiest foliage weekends

What guests say about their fall foliage tours

"Since it was peak leaf peeping week, she was able to keep us away from crowds and heavily trafficked roads."

Patricia D. · TripAdvisor

"This is the way to do a Vermont fall foliage tour. Aimee took us on backroads, through covered bridges, and allowed for multiple photo ops while providing expert knowledge of the area. This was a 5 star experience."

Thomas · Google Review

"We hoped we would see great views and foliage, and we saw all that and much more. Thank you for making our trip to Vermont spectacular!"

Kimberly · Google Review
Fall foliage private guided tours in Vermont for couples

How it works

  1. Request your tour date Choose an available 2027 date and send your tour request.
  2. I'll confirm the details I'll follow up personally to confirm availability, discuss your plans and arrange payment.
  3. I'll plan your day Before your visit, I'll send you a short questionnaire about your interests and preferences. I'll use your answers and the current foliage conditions to plan your route.
  4. Enjoy your Vermont adventure I'll pick you up at our agreed location and take care of the driving, timing and details. You get to enjoy the day.

Plan your 2027 Vermont fall foliage tour

Choose your preferred date and request your private Vermont tour. Availability is limited.

$1,250

September 18 – October 17, 2027

Private full-day tour for up to 4 guests, plus applicable taxes.

View 2027 Dates & Request a Tour

Questions about pickup locations, the Bronco or what to expect? Visit my Private Tour FAQs .


Exploring on your own?

Coming to Vermont this fall?

If a private tour doesn't open up, you can still use some of my recommendations while you're here. Vermont Pocket Guides are small, practical guides for exploring around Woodstock, Killington and Ludlow, with ideas for first-time visitors, mountain views, Vermont shopping and rainy days.

Explore Vermont Pocket Guides