Curated by Aimee · Private Vermont guide
Vermont days,
already figured out.
Ready-made day plans for Woodstock, Killington, Ludlow and nearby Vermont towns, built from the same judgment I use leading private tours with Vermont Wayfinders.
Pocket Guides gives you practical plans built from places I know firsthand, with the route, timing and useful details already worked out.
One purchase includes ongoing access as new plans are added.
Pick the kind of Vermont day you want.
I’m starting with winter plans built around real reasons people come to Vermont, including the days when your original plan suddenly doesn’t sound so good.
A Storybook Vermont Holiday Weekend
Come for the postcard version of Woodstock, then spend the rest of the weekend seeing a side of Vermont most visitors miss.
A Day Off the Slopes
When you’re ready for a break from skiing, I’ll give you a genuinely fun Vermont day that doesn’t feel like a consolation prize.
A Winter Weekday in Windsor
A quieter winter day built around some of the things Windsor does exceptionally well, with enough variety to make the trip worth it.
A list isn’t a day.
Knowing a dozen good places doesn’t tell you which ones belong together, how much time they deserve, or what to do when your timing changes. That’s the part I figure out for you.
A peek inside
Here’s how I’d actually guide you through a stop.
Pocket Guides aren’t just directions and business descriptions. This is the kind of advice you’ll find inside the plan.
From A Storybook Vermont Holiday Weekend
Farmhouse Pottery
My take
Go into the studio even if you’re not planning to buy anything. Watching the potters work is worth the stop.
Before you go
This is an easy stop to work into the day, but I wouldn’t give it an hour unless you’re particularly interested in pottery or shopping.
If you’re running behind
Keep it. This is one of the quicker stops and doesn’t require much of a detour.
In the full plan, you’ll also know when I’d come here, where I’d go next, how long the drive is, what I’d prioritize later in the day, and what I’d cut first if your timing changes.
That’s the difference between knowing a place exists and knowing how to use it in your day.
Who’s doing the planning?
I plan Vermont days for a living.
I’m Aimee, the owner and guide behind Vermont Wayfinders. I lead private tours through this part of Vermont, and I see firsthand what guests love, where timing matters, and which places are worth building a day around. I’ve sold out my fall foliage tours every year since I started.
Pocket Guides is my way of sharing that experience when you want to explore Vermont on your own.
Here’s what I figure out for you.
Each plan includes the practical decisions I’d make if I were planning the day for you.
The route
Stops that make sense together, in an order that makes the day easier.
Realistic timing
How long I’d actually give each stop and how much time to allow for the day.
My take
What I’d prioritize, where I’d linger and what I’d skip.
Practical details
Parking, arrival advice, seasonal limitations and useful things to know before you go.
Options
Sensible additions, swaps and what to cut if your plans change.
Map + download
A Google map plus a downloadable version you can save to your phone or print.
The value isn’t more information. It’s knowing what to do with it.
The experience behind the guides
“Aimee scheduled the tour day perfectly, made reservations and timed our stops so there was minimal interaction with other tourists. She took us to places we would never have found on our own.”
Terri · Google review
Pocket Guides is new. The experience behind them isn’t.
A few things to know before Pocket Guides launches.
What am I buying?
One purchase gives you access to the Vermont Pocket Guides library of ready-made plans, including the live online guides, maps and downloadable versions.
Is this a subscription?
No. Pocket Guides is a one-time purchase with ongoing access. Once you buy it, you keep access as the library grows.
Will more plans be added?
Yes. I’ll keep adding plans for different seasons, areas and kinds of Vermont days. The price will increase as the library grows, but if you buy earlier, you’ll keep your access without paying the higher price later.
Do I have to follow a plan exactly?
No. Use the full plan if you want the day worked out for you, or skip stops, stay longer somewhere you love and use the optional ideas when they fit.
What part of Vermont will Pocket Guides cover?
The initial focus is Woodstock, Killington, Ludlow and nearby Vermont towns.
Coming soon
Let me do the Vermont planning.
The new Vermont Pocket Guides are coming soon. Sign up below and I’ll let you know when the first plans are ready.