All Things Charming
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All Things Charming

All Things Charming

Regular price $65.00 CAD
Sale Sold out

Only one trip is required per group.

* "Instant Digital Download" means the trip will be sent by email as a digital document (a web link), and not by mail (the email is sent immediately after completing your purchase)

WHAT TO EXPECT

From snow-dusted lakeside views and quaint small-town charm to playful animal encounters and a whimsical museum, this captivating road trip promises unforgettable moments for everyone in your group.

Trip Highlights

  • A historic boardwalk with hidden stories
  • A charming small town straight out of a movie
  • Scenic photo ops in every direction
  • Friendly farm animals to meet along the way
  • Picture-perfect winter views
  • Multiple recommendations included on every stop

AVAILABLE TO DEPART

Days of the week: Thursday through Sunday

Seasons: Year-round

Not recommended: Monday through Wednesday, Holidays

SUGGESTED FOR

  • Romantic getaways
  • Families with older kids
  • History buffs
  • Budding photographers
All Things Charming

Before
You Go

Itinerary

STOP 1

Before enjoying a snowy park & boardwalk trail, snap a photo at a famous filming location! Drive time to the second stop is 20 minutes.

STOP 2

Grab a warm coffee and visit a truly quirky museum that brings out the kid in you, even on the chilliest days. Drive time to the third stop is 20 minutes.

STOP 3

Scenic frozen lake views & picture-perfect photo ops await at your next stop, with beautiful scenery no matter the season. If you’re ready for lunch, we’ve recommended a fantastic nearby brewery. Drive time to the fourth stop is 15 minutes.

STOP 4

A farm with a cause and the cutest alpacas, horses, goats, and more? This cozy, feel-good stop is the perfect way to wrap up your winter road trip.

Region

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Can depart from

Chicago Area, Milwaukee Area

Before you go

What You'll Need to Bring

  • Camera
  • Road Trip Snacks
  • Walking Shoes
  • Water
  • Cash
  • Sunscreen (lots of easy outdoor activities)
  • Bug Spray
  • Respectful attire is required for one stop
  • Reusable Shopping Bags

Additional Details

  • Kid-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

From Chicago, IL:

2 hours and 35 minutes / 87 miles

From Milwaukee, WI:

3 hours and 10 minutes / 154 miles

From Rockford, IL:

3 hours and 55 minutes / 196 miles

*We recommend booking an overnight hotel if the driving distance is greater than 4 hours round-trip.

This trip is best done Thursday - Sunday, any season throughout the year.

We do not recommend traveling between Monday - Wednesday, or on holidays.

We recommend departing between 9:00 - 9:30 am if you’re coming from Chicago. The later you leave, the less time you’ll have to explore all of the stops.

Unfortunately, this trip is not dog friendly. We recommend leaving your furry friends at home for the day.

We recommend bringing between 2- 5 people on your surprise road trip adventure.

First Stop: No fee

Second Stop: Our featured stop requires a $6 admission fee per person. We’ve provided several free alternatives.

Third Stop: No fee

Fourth Stop: Our featured stop requires a $5 admission fee per person. We’ve provided a free alternative.

*Please note: gas, tolls, and food are additional costs at your own expense.

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.