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4.7
32 ratings
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The gift that keeps on giving!
My bestie and I went on this road trip for her birthday - and it did not disappoint! This is our first Guess Where Trip and while we ventured into our own backyards (the first stop was only about 40 minutes from her home), we were surprised at every turn! Though we went during the end of fall (leaves were all pretty much gone), we still enjoyed all the hiking/walking options. We did not go into the paid attraction at the first stop - but is a nice one to return to with friends/family who enjoy those types of venues. The second stop which was an outdoorsy one had much to offer, including a disc golf course that we will definitely come back to check out next time. The dining option at the third stop was not only delicious, but was an attraction in and of itself. And finally the fourth stop which was a choose your own adventure ended up being just that — we did some exploring on our own around the area and was able to get some thrifting in - my besties favourite pasttime. All in all, it was a wonderful first experience, and we kept the itinerary so we can do it again and choose the alternative options included to keep the surprises coming! She liked it so much, we have made this an annual tradition to go on a Guess Where Trip every year for her birthday! Thanks for a great time :)
Evelyn · November 18, 2025
Get outside to explore!
I recommend going on this trip in the fall, we went in the summer and it was too hot for the last stop. Stop two was very quaint and we loved it. The final stop was a lot of walking and would have been more enjoyable in the fall.
Michelle · July 26, 2025
Book Club Road Trip!
After reading Moon Road by a Canadian author about a road trip across Canada, our book club had a great time on our Guess Where Road Trip! The stops were well curated from the initial coffee shop to the Brewery lunch spot to the off the beaten path conservation areas we chose to hike. I think I’ve got more friends hooked on Guess Where Trips!
Storm · July 17, 2025




