Category: Door County

Posted on 7/20/2026

Best Hiking Trails in Door County: A Season-by-Season Guide

Door County packs cliffs, dunes, and quiet cedar forests into one peninsula, and every season shows it off differently. Here's our guide to the best hikes, from the iconic Cave Point loop to Newport's wilderness trails, with what to expect no matter when you visit.

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Posted on 6/1/2026

The Question That Changes Everything in Vacation Rentals

What separates a great vacation rental company from an average one? It's not the size of the portfolio. Our CEO Michael Friedman recently shared his perspective with Minut on why thinking like a hospitality provider rather than a property manager is the most important shift in the industry today.

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Posted on 5/22/2026

The Best Time to Visit Door County (And What to Do Each Season)

Door County has a different kind of magic in every season: cherry blossoms and birding in spring, kayaking and fish boils in summer, stunning fall foliage and harvest wine tastings in fall, and cozy quiet in winter. Whether it's your first visit or your twentieth, this season-by-season guide will help you figure out exactly when to go and what to do when you get there.

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Posted on 4/27/2026

2026 Vacation Rental Trends: What Door County Property Owners Need to Know

The 2026 vacation rental market is shifting toward shorter booking windows, rising rates, and increased competition. Here’s what Door County property owners need to know to stay competitive and maximize revenue.

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Posted on 4/13/2026

Door County Cherry Blossoms: When & Where to See Them

Cherry blossom season in Door County is one of the most beautiful times to visit. For a short window each spring, orchards across the peninsula bloom with soft white blossoms, creating a peaceful and scenic backdrop. Learn when the blossoms typically peak, where to find the best views, and how to plan the perfect spring getaway.

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Posted on 3/13/2026

Spring in Door County: 8 Things to Do for the Perfect Weekend Getaway

Spring is one of the best times to visit Door County. Discover 8 things to do during a spring getaway, from cherry blossoms and hiking to cozy waterfront stays.

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Posted on 2/17/2026

5 of Our Favorite Must-Try Restaurants in Door County

Looking for where to eat in Door County? These hidden gem restaurants are local favorites for great food, relaxed atmospheres, and memorable dining experiences.

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Posted on 11/18/2025

Cherry Pie Christmas: Door County’s Holiday Magic Hits the Big Screen

Colling’s Log House may have earned its moment on the big screen, but it’s just one of the many character-rich homes we manage throughout Door County. Simple Life Rentals offers a selection of warm, welcoming properties perfect for a winter escape whether you’re visiting for the Christkindl Market, the movie excitement, or simply to enjoy the peaceful beauty of the season.

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Posted on 10/2/2025

Spooky Fun Awaits: Top Halloween Events & Activities in Door County 2025

Halloween in Door County blends crisp fall charm with spooky fun. From haunted trolley tours to pumpkin walks and festive parades, discover the top events and activities to make your October getaway unforgettable.

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Posted on 7/25/2025

Big News: Door County’s First-Ever Jazz Festival Debuts This August

Whether you're a lifelong jazz lover or just looking for something new to do on a warm summer night, this week-long event is shaping up to be something special.

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