STOP 1
It's time to stop and explore an often-overlooked Ontario small town. We've recommended a great local cafe plus a historic site with a haunted history. Drive time to the second stop is 15 minutes.
$0.00 CAD
Only one trip is required per group.
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* "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
Discover the endless charm of a lesser-known area that is full of haunted history, picturesque trails, cute small towns and farm-fresh flavours. We're sure you'll want to keep coming back for years to come!
AVAILABLE TO DEPART
Days of the week: Thursday through Saturday
Months: May through October
Not recommended: Sunday through Monday, November through April, or Holidays
SUGGESTED FOR




STOP 1
It's time to stop and explore an often-overlooked Ontario small town. We've recommended a great local cafe plus a historic site with a haunted history. Drive time to the second stop is 15 minutes.
STOP 2
Head out on an easy trail with a few surprises and photo-worthy moments, or pop over to a farmers market for road trip snacks. Drive time to your third stop is 10-20 minutes.
STOP 3
You must be getting hungry, and in need of a farm fresh brew, at this point in the day. If you aren't up for a beer, a quirky museum or small town shops are up next! Drive time to the fourth stop is 20 minutes.
STOP 4
Choose between a gorgeous boardwalk trail or an incredibly significant historic site! We think you should definitely pop into our small town suggestion to grab one last beer and take in their colourful murals before heading home.
Before you go
FREQUENTLY ASKED QUESTIONS
Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.
From Barrie:
2 hours and 5 minutes / 144 km
From Collingwood:
3 hours and 5 minutes / 193 km
From Huntsville:
3 hours and 20 minutes / 279 km
From Mississauga*:
4 hours / 344 km
From Downtown Toronto*:
4 hours and 20 minutes / 359 km
This trip is best done between May - October. This trip can be done in the winter; however, some seasonal options will be closed.
Best done between Thursday - Saturday. You can travel on Wednesday or Sunday; however, a few suggestions will be closed. We do not recommend traveling on Monday or Tuesday.
We recommend leaving anytime between 8:00 am - 8:30 am.
This trip is somewhat dog-friendly!
There is at least one outdoor dog-friendly option per stop. You can bring your furry friend, but it may limit you from going into some of the recommended stops.
However, if you want to get the most out of every stop, we recommend leaving your pup at home.
We recommend bringing between 2- 5 people on your surprise road trip adventure.
First Stop: Our featured stop has an optional self-guided tour that requires a fee per person ($). Grounds can be explored for free.
Second Stop: No fee
Third Stop: No fee
Fourth Stop: Two trail options require an entrance fee per person ($). We’ve provided alternative options that are free to explore but not open on Sunday.
*Please note: gas, tolls, and food may be additional costs.
After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.
We loved it, this was our first trip this year and our 5th since we started. We are surprised at the towns we've been to and never heard or been to some of the sites you send us to and, we also enjoy revisiting some. We love the suspense of not knowing where we are going next. This all started as a Christmas gift from my children and now my friends and I are hooked. It is a pleasant adventure every time we open an envelope. Thank you.
Five trips in and still discovering hidden gems - that's exactly what we love to hear! The fact that a Christmas gift turned into a tradition with friends truly means the world to us. Thank you so much for taking the time to leave a review! :)
So this was our first time trying it and we decided to try it close to home. We hit 7 of the items that were on the list, and six of them we had never been to and we left 4 or 5 items that we couldn’t get to. We left at 9am and got home at 6. Everything we did was great. I now have a new coffee shop, lunch place and brewery that will definitely be visited again. Can't wait to try the next one.
We love this so much! So glad you were able to try out a trip close to home and even found some new favourite spots! :) Thank you so much for leaving a review!
While its a unique trip its very well planned and sure to be an enjoyable time for the whole family. Would recommend going while the weather is still warm enough to enjoy the outdoor activities
Thank you so much for your review and feedback! It's always nice to have good weather, but we're glad that you still enjoyed your day of exploring! :)
Amazing Fall Trip to Huronia! This is the second trip I've taken with Guess Where Trips. Just bought all my family gift cards for Christmas!
This made our day! :) Thank you so much for leaving a review and for thinking of GWT for all of your holiday gifts!!
October was the perfect time of year to go. These places were places I always wanted to see but never got there, so it was a great surprise! We did it over 2 days, which made it very relaxing. Discovered a few other things, like the "Barn Quilts". You should add that to your trip, very interesting. Can't wait to go on another trip!
We're so glad that you had a fantastic road trip, and got to see everything over two days! :) Thank you so much for leaving a review!