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Traveling Cheesehead

The Adventures of a Wisconsinite and Her Family

  • Home
  • Contact
  • About Dannelle Gay and the Traveling Cheesehead
  • Our Traveling Cheesehead Coffee
  • Our TV Show
  • My Latest Books
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Category: Road Trip

September 12, 2026September 14, 2026 Dannelle

How to Turn Work Trips Into Mini Road Trips Using Detours and Short Scenic Loops

Road Trip
How to Turn Work Trips Into Mini Road Trips Using Detours and Short Scenic Loops

You land late, race through the airport, grab a rental car, and drive straight to the hotel. The next day is a blur of meetings,…

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September 9, 2026January 7, 2026 Dannelle

Weather-Proof Road Trips: Plan Routes and Backup Plans For Any Season

Road Trip
Weather-Proof Road Trips: Plan Routes and Backup Plans For Any Season

You pull onto a mountain pass in late March, windows down, playlist perfect. Ten miles later, fat snowflakes start to fall. Then the road turns…

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July 17, 2026September 14, 2026 Dannelle

How Many Blondes Does It Take to Rent a Car?

Arizona, California, Illinois, Kansas, Missouri, New Mexico, Oklahoma, Road Trip, Texas
How Many Blondes Does It Take to Rent a Car?

People often ask what it’s really like to spend eight days driving the entire length of Route 66 with another travel writer. Three days in,…

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July 6, 2026February 27, 2026 Dannelle

Introvert’s Guide to Road Trips: Quiet Routes, Gentle Stops, and Solo-Friendly Stays

Road Trip
Introvert’s Guide to Road Trips: Quiet Routes, Gentle Stops, and Solo-Friendly Stays

If the idea of an open road makes your heart lift, but the thought of crowded viewpoints, loud motels, and non-stop small talk makes your…

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June 29, 2026January 19, 2026 Dannelle

Screen-Free Road Trips with Kids: Games, Stops, and Tricks That Actually Work

Road Trip
Screen-Free Road Trips with Kids: Games, Stops, and Tricks That Actually Work

Ten minutes into the drive, someone in the backseat sighs, “Can I have the tablet now?” You are barely past your own exit, and suddenly…

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June 8, 2026February 27, 2026 Dannelle

Underground Railroad River Routes: Ohio and Mississippi Guide

Road Trip
Underground Railroad River Routes: Ohio and Mississippi Guide

Picture this: night on the river, a small boat, and hearts set on freedom. The Underground Railroad moved in quiet steps, and the Ohio and…

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April 26, 2026December 30, 2025 Dannelle

How to Plan No Highway Road Trips Using Only Back Roads and Scenic Byways

Road Trip
How to Plan No Highway Road Trips Using Only Back Roads and Scenic Byways

Picture this: you are rolling past old barns, sleepy town squares, and river bends instead of billboards and concrete walls. The pace is calm. Your…

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April 13, 2026February 27, 2026 Dannelle

How to Prepare Your Car for a Road Trip

Road Trip
How to Prepare Your Car for a Road Trip

With airfare going up and baggage fees now rivaling your grandma’s rent in 1972, it’s no wonder more folks are opting to drive. Road trips…

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Top Things To Do in La Crosse, Wisconsin: Exploring the City Featured Center
Top Things To Do in La Crosse, Wisconsin: Exploring the City
July 27, 2026February 27, 2026 Dannelle
Church Festivals in Milwaukee, Wisconsin: How to Find the Best Ones and Plan a Fun Visit Featured Image
Church Festivals in Milwaukee, Wisconsin: How to Find the Best Ones and Plan a Fun Visit
July 17, 2026February 27, 2026 Dannelle
Wisconsin All Year Round: What to Do in Every Season Featured Image
Wisconsin All Year Round: What to Do in Every Season
July 15, 2026December 30, 2025 Dannelle
Best Day Trips From Wisconsin Featured Image
Best Day Trips From Wisconsin
July 5, 2026July 7, 2026 Dannelle
7 Best Restaurants Near Monroe Street in Madison, Wisconsin Featured Image
7 Best Restaurants Near Monroe Street in Madison, Wisconsin
July 1, 2026July 9, 2026 Dannelle

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