Private Vermont fall foliage tours
Experience Vermont in the fall, one back road at a time.
My exclusive fall foliage tours take care of the planning and the driving for you.
2026 fall foliage tours are sold out
All of my 2026 fall foliage tour dates are currently booked. Plans change, though. If you'll be visiting between September 19 and October 25 and would like to be considered if a date opens up, join my cancellation waitlist below. If I have a cancellation that matches your travel dates, I'll be in touch.
Join the cancellation waitlist
- 100% private: just you and your guests (up to 4 people)
- Fully customizable itinerary based on your preferences
- Add one of my experiences to make the day extra special!
- Transportation provided in a back-road-ready Bronco
- See more of Vermont, with a local showing you the way
- Pickup and drop-off included in Woodstock, Ludlow, Killington, Windsor, Springfield, and surrounding areas
2026 Fall Foliage Tour SeasonSeptember 19 – October 25 | SOLD OUT
There's nothing like fall in Vermont. The crisp air, the burst of color from the maples, and sunlight filtering through the trees make every back road feel like an adventure. My fall foliage tours are built to get you right in the middle of it, with stops that show off the best of a Vermont fall: covered bridges, mountain views, small towns, scenic back roads, and more.
Why book a guided fall foliage tour?
Anyone can look up "best fall foliage drives in Vermont." What's harder to know from a screen:
- Which alternate roads to take when the popular routes get busy
- Where the color actually is this week, not last week
- Which of the most-photographed stops are worth the crowd, and which aren't
- Where parking turns into a problem before you even get there
- How to match the route to your group, the weather, the light, and the day's conditions
You get to just enjoy the day. No tabs full of foliage-tracker sites, no guessing which road is backed up.
Where my fall foliage tours go
My tours focus on scenic back roads, covered bridges, small towns, farms, overlooks, and quiet corners of Southern and Central Vermont. Common pickup areas include Woodstock, Ludlow/Okemo Valley, Springfield, Windsor, Quechee, Killington, and nearby towns.
Tour highlights
- Foliage views from quiet overlooks and winding back roads
- Cozy Vermont towns
- Stops at locally owned shops, food and drink spots, and overlooks
- Time to wander near fields and forests and get photos no one else has
Personalized and private
My fall foliage tours are private and tailored to you. Whether you're an avid leaf-peeper or just want to soak up a Vermont fall day, I'll match the tour to your interests and pace. With space for up to four guests, you get a relaxed, personal day without feeling rushed.
When to visit
Vermont's foliage season usually peaks from late September to mid-October, but it changes by region. I track current conditions and do my best to adjust your tour route to make the most of the color available. Fall dates fill up, so it's worth booking early.
Also, check out my Vermont fall foliage guide for tips on visiting Vermont in the fall!
What I can and can't promise
What I can control
- A thoughtfully planned private route
- Adjustments based on current foliage and traffic
- Flexible pacing through the day
- A better alternative when a stop is too crowded
- A full day focused on what matters to you
What no Vermont tour operator can guarantee
- Exact peak color on your specific date
- Sunshine
- Leaves still on the trees after a big storm
- Empty roads and quiet stops on the busiest weekends
What guests say about their fall foliage tour
"Since it was peak leaf peeping week, she was able to keep us away from crowds and heavily trafficked roads."
"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."
"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!"
How it works
- Complete my tour preferences questionnaire (I'll send this before your tour date)
- Receive details about your trip in your inbox
- I pick you up
- Have an unforgettable day!
Hoping a date opens up?
My 2026 fall foliage tours are currently sold out, but cancellations do happen. Add your travel dates to my cancellation waitlist. If an opening comes up that works with your schedule, I'll contact you to see if you're still interested.
Join the cancellation waitlistPricing: $950/tour (plus taxes)
This tour is for up to 4 people (see my FAQs for more info on the size of the Bronco and number of guests).
I pick you up and drop you off in any of the towns listed on my Signature Guided Tours FAQ page.
Join the cancellation waitlist