Have a free day in Vermont and aren't sure what to do with it?
Spend 30 minutes with me and I'll help you sort through your ideas, decide what's worth your time and put together a day that actually makes sense.
For visitors staying around Woodstock, Quechee, Windsor, Springfield, Ludlow, Killington and nearby towns.
Online scheduling will be available soon.
You need help deciding.
Maybe you've already saved twenty places in Google Maps. The hard part isn't finding things to do. It's figuring out what fits together, what's worth the drive and what you won't regret leaving out if it doesn't make the final plan.
That's the part I can help with.
You might be wondering:
- What can we realistically fit into one day?
- Which places are actually worth the drive?
- What should we combine geographically?
- What should we do if the weather changes?
I already do this for my tour guests.
Guests taking a Vermont Wayfinders tour often ask what I'd recommend for another free day before or after their tour.
We talk about what they enjoy, where they're staying and how much driving they want to do. Then I help them turn the possibilities into a day that works.
Custom Vermont Day Planning offers that same practical, personalized help to travelers who want to explore independently.
Here's the kind of problem we'll solve together.
You're staying in Woodstock and have one open day.
You want scenery, a little shopping, an easy walk and a good lunch. You've saved Quechee Gorge, Killington, covered bridges and several other stops.
You just don't know what belongs in the same day.
We'll narrow it down and make the pieces fit.
We'll talk through what matters most, how much driving feels reasonable and what kind of pace you enjoy.
Then I'll send you the recommendations we discussed, along with the links and practical notes you need.
Here's how it works.
Schedule a time
Choose an available 30-minute session and answer a few questions about your visit.
Confirm your session
I'll send you a $250 invoice. Your appointment is confirmed once payment is received.
We'll plan your day
We'll talk through your interests, your ideas and how you like to spend your time.
I'll send the details
You'll get a follow-up email with the recommendations, links and practical notes we discussed.
A great fit for some Vermont trips.
This is probably a great fit if:
- You have one or two days to plan nearby.
- You prefer exploring independently.
- You want help narrowing down your options.
- You want firsthand advice about roads, distances and what works together.
This probably isn't the right service if:
- You want your entire Vermont vacation planned.
- Most of your trip is outside the area I know firsthand.
- You want someone making reservations for you.
- You want a guide to spend the day exploring with you.
Local knowledge matters.
I specialize in south-central Vermont, particularly the places I regularly explore through Vermont Wayfinders.
Let's figure out your day.
Personalized planning for one or two days in the Vermont Wayfinders area.
The goal isn't to pack more into your day. It's to make better choices about how you spend it.
Online scheduling will be available soon.
A few practical questions.
What part of Vermont can you help me plan?
Woodstock, Quechee, Windsor, Springfield, Ludlow, Killington and the surrounding area.
Will you make reservations for me?
No. I'll provide recommendations and links, but you'll make any reservations directly.
Is this the same as booking a Vermont Wayfinders tour?
No. Day Planning is for travelers who want my advice but prefer to explore independently.
Spend less time sorting through Vermont and more time enjoying it.
Tell me what kind of day you're hoping for, and I'll help you make better use of the time you have here.
Custom Vermont Day Planning scheduling will be available soon.