The Whimsical Route
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The Whimsical Route

The Whimsical Route

$65.00 CAD
Sale Sold out

One trip is required per group.

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

WHAT TO EXPECT

Get ready for a road trip where nature, history, hidden gems, and a touch of cinematic magic come together for a perfectly whimsical escape just outside the city!

Trip Highlights

  • Go on the search for some ruins and caves (we've provided an easier alternative as well)
  • Stop over for a lunch in a nearby hamlet overlooking the river
  • Explore a historic farm before taking a peaceful walk through the woods
  • Visit an old ghost town and learn about its history
  • Enjoy farm fresh food & drinks

AVAILABLE TO DEPART

This itinerary can be used any time of the year from Thursday to Sunday. We do not recommend travelling Monday to Wednesday.

SUGGESTED FOR

  • Families with older kids
  • History buffs
  • A quick trip from the GTA
  • Foodies
The Whimsical Route
The Whimsical Route
The Whimsical Route
The Whimsical Route
The Whimsical Route

Itinerary

STOP 1

Start your day your way—whether it’s wandering through towering cliffs, hidden caves, and historic ruins or opting for a peaceful garden stroll. Drive time to the second stop is 9 minutes.

STOP 2

Founded in 1825, this tiny village is full of character. Picnic under the trees, discover a stunning photo op, and hunt for treasures in a charming antique shop. Drive time to the third stop is 12 minutes.

STOP 3

Step into a scene straight from Hollywood at a famous filming location, hit the trails for a scenic hike, or kick back with a local brew! Drive time to the fourth stop is 11 minutes.

STOP 4

Sip a glass of something delicious at a countryside cidery, browse a cozy market, or take a detour to a forgotten ghost town.

Region

HaltonHills.jpg

Can depart from

London Area, Kitchener-Waterloo Area, Toronto Area

Before you go

What You'll Need to Bring

  • Camera
  • Cash
  • Outdoor Gear
  • Reusable Shopping Bags
  • Road Trip Snacks
  • Walking Shoes
  • Water
  • Snowshoes (optional)

Additional Details

  • Kid-Friendly
  • Accessible
  • Dog-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

Please see the approximate round-trip driving distances/times below. These are driving distances only and do not factor in time spent at stops:

  • From Toronto: 2 hours and 14 minutes / 157 km
  • From Oakville: 1 hour and 48 minutes / 103 km
  • From Hamilton: 2 hours and 16 minutes / 163 km
  • From Pickering: 2 hours and 34 minutes / 204 km
  • From Kitchener: 2 hours and 33 minutes / 172 km
  • From Vaughan: 2 hours and 4 minutes / 152 km
  • From London: 4 hours and 9 minutes / 345 km

This trip can be done in any season of the year.

This trip is best done from Thursday - Sunday. We do not recommend travelling between Monday - Wednesday or on holidays.

We recommend leaving anytime between 9:30 am and 10:00 am. The later you leave, the less time you'll have to explore all of the stops.

This trip is somewhat pet-friendly! Please note that most eatery recommendations are patio-only, so be sure to plan around the weather.

There are lots of year-round pup-friendly spots to explore if you’re happy with a car picnic/takeout.

We recommended bringing up to 5 people on your surprise road trip. If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at the restaurants and attractions in advance. In your confirmation email, you'll receive a copy of the itinerary.

First Stop: No fee.

Second Stop: No fee.

Third Stop: Our featured stop is free. One optional stop has an entrance fee per person ($).

Fourth Stop: No fee.

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

Customer Reviews

Based on 6 reviews
83%
(5)
17%
(1)
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C
Candice

Great customer service!! Amazing adventures

K
Krystal
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Great road trip!

Such a great trip with so many unique finds

E
ET
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What a lovely day!

This was a birthday present to my husband. It was a way to balance his desire to just “go for an adventure” and my need to feel well prepared. It was perfect! Each stop had cool options of things to do. In fact, all the options were so desirable that we decided to go to multiple places at each stop! We ran out of time for the last stop and decided to save it (all the many options for the last stop, that is) for a whole other day trip! Our 11 and 8 year old daughters had such a great time as well. We’re all looking forward to doing more Guess Where Trips and plan to gift them as well!

N
Nina Komdeur
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Excellent! I would definitely recommend this trip
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Whimsical Route

Such a great idea for a day out. Kept eveything a surprise and it was such a fun experience. Love the options for every stop!

L
Linda Pizzasegola
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
The whimsical route

Fantastic trip, our kids at 11yrs of age just loved it. This was our first guess where trip and would definitely do another one.

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