AN INSIDER'S GUIDE TO
Door County
Curated experiences for the discerning traveler so you can turn your travel dreams into a seamless, memory-filled itinerary.
Handpicked experiences that live up to the hype (and skip the letdowns)
Easy-to-follow itineraries for every kind of trip—from family to girls' getaway
An interactive map so you can actually visualize how to spend your days wisely
Get Instant Access Now
You’re the go-to planner—the one who ensures every trip is unforgettable and consider it one of your superpowers to discover hidden gems that create those “remember when we…” memories that last a lifetime.
But reading countless blogs from first-time visitor influencers with conflicting advice, or websites that seem to list everything you could do along the 300 miles of Door County shoreline, isn't getting you closer to that perfect vacation itinerary.
What you need is guidance from an experienced insider—someone who knows exactly what to do and see to make your trip unforgettable.
Welcome to Door County!
I’m your guide,
Caitlyn Jeffery…
My connection to Door County runs deep. My great-great-grandfather built one of the original cottages on Clark Lake, and I grew up spending summers here. Over the years, I've explored every nook and cranny, discovering the unique charm each town and village has to offer. For a time, my family and I even called this place home.
Today, we share our love for the area by renting out our four cabins and helping hundreds of guests each year plan their perfect Door County getaway.
So if you’re wondering where to start… I've got you.
Because let’s be clear: you're not going to plan the kind of trip your people will talk about for years by piecing together tips from strangers on the internet who visited Door County once, stayed for a weekend, and called it “quaint.”
That might get you average. Safe. Fine. But not unforgettable.
Plan with an interactive map!
These are the places that have shaped my story, and I hope they become part of yours too.
We've gathered the best places to eat, the most scenic hikes, and unforgettable experiences to ensure every trip is special.
“We took our kids and parents to Door County and this guide was a lifesaver.
I didn’t have to overthink a thing—and somehow every stop was a hit with both toddlers and grandparents!”
— Amanda L., Minneapolis
“This felt like getting recs from a best friend who knows all the good stuff.
From where to grab cocktails to the best hike before brunch—it made our girls’ trip magic.”
— Jen R., Chicago
What you really need is a clear, curated plan from someone who actually knows the area—what’s worth your time, what’s overhyped, and how to connect the dots in a way that feels effortless.
(but still earns you all the credit)
Here’s what that looks like:
Handpicked experiences that live up to the hype (and skip the letdowns)
Easy-to-follow itineraries for every kind of trip—from family to girls' getaway
A visual map so you can actually see how to spend your days wisely
Get Instant Access Now
— Tom D., Milwaukee
“We’ve been going to Door County for years and STILL found new places to love thanks to this guide.
It took the stress out of planning and gave our vacation a fresh feel.”
Did you know?
Because planning a magical trip shouldn’t feel like a second job. It should feel like something you're excited about—and proud of.
Door County stretches approximately 70 miles from north to south, encompassing over 300 miles of shoreline and 19 distinct towns and villages. That's a lot of ground to cover, especially when you're the one responsible for planning a trip that everyone will remember.
Without a clear plan, it's easy to miss out on the best experiences or spend more time driving than enjoying.
an Insiders Guide to
Door County
A meticulously curated 50-page digital guide designed to transform your Door County vacation into an unforgettable experience.
Interactive Map with 100+ Stops: Discover markets, photo ops, experiences, hikes, restaurants, patios, and more. You won’t find this anywhere else—a clickable Google map with our exact favorites, organized by category, so you can visually plan your trip without overwhelm.
Expert Tips: Guidance on choosing the perfect place to stay.
Done-for-You Itineraries: Maximize each day without the stress of planning.
What’s Inside:
“I’d never been to Door County before and was overwhelmed.
This guide told me exactly where to go, what to skip, and how to plan our days. It was worth every penny.”
— Stephanie B., Des Moines
“We booked the trip last-minute and I didn’t have time to plan much.
The guide gave us a perfectly curated few days—we even caught the most stunning sunset at a spot we wouldn’t have found on our own.”
— Rachel & Matt T., Madison
Peek at the Table of Contents
Welcome to Door County
What Makes Door County Special
Navigating Door County
10 Must-Visit Towns & Villages
The Most Beautiful Drives
7 Instagrammable Photo Spots
5 Favorite Places to Catch a Sunset
5 Best Hikes in Door County
Unforgettable Experiences
Kid-approved Fun
Off the Beaten Path
Door County by the Season
Our favorite dining, coffee and patios
Where to Stay
Mix & Match Itineraries
Interactive Map
It’s time to plan your dream trip…
Some places are meant to be visited—Door County is meant to be felt.
It's early mornings on the lake, winding roads lined with fall colors, spontaneous stops at farm stands, and lingering just a little longer at sunset.
Get Instant Access Now
an Insiders Guide to
Door County
With over 300 miles of shoreline, five state parks, and a variety of communities each offering their own charm, planning your visit can feel overwhelming.
This guide is designed to help you navigate it all, plan your trip with intention, and ensure you experience the very best Door County has to offer.
