STOP 1
Skip the Timmies and go to a favourite local cafe to start the road trip. Next, head over to an old train bridge for a cool photo op! Drive time to your second stop is 30 minutes.
$0.00 USD
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
This trip is filled with so many hidden gems and charming towns. A countryside brewery or winery, riverside roaming, a seasonal sculpture garden, and unique photo ops galore! This is the perfect trip to do on the way from Ottawa to Montreal.
AVAILABLE TO DEPART
Days of the week: Wednesday through Sunday
Months: June through October
Not recommended: Mondays, Tuesdays, November through May, or Holidays
SUGGESTED FOR




STOP 1
Skip the Timmies and go to a favourite local cafe to start the road trip. Next, head over to an old train bridge for a cool photo op! Drive time to your second stop is 30 minutes.
STOP 2
A gorgeous historic town, a funky brewery or a countryside winery - the choice is yours! Drive time to your third stop is 25 minutes.
STOP 3
Get your walking shoes on to explore one of the coolest outdoor stops around. Up for a more leisurely afternoon? We've got you covered. Drive time to your fourth stop is 15 minutes.
STOP 4
Between June and October visit a dreamy destination that will have you coming back year after year. If you're here at a different time, finish the day with a waterside picnic of tasty bites.
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.
This trip can be done between Wednesday - Sunday and is best done from June - October! If you would like our winery suggestion, this is open Thursday - Sunday.
Please note: some closures may occur on holidays.
We recommend leaving between 9 am - 9:30 am. The later you leave the less time you may have to complete all the stops.
Unfortunately this trip is not pup-friendly and you’ll need to leave them at home for the day.
We recommend bringing between 2- 5 people on your surprise road trip adventure.
After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.
Yesterday, we completed the Hidden Hideaways trip, and it exceeded every expectation. It was one of the most enjoyable day trips we’ve ever taken!
Every stop felt thoughtfully chosen and offered something unique—beautiful scenery, charming small towns, delicious food and drinks, local shops, and hidden gems we never would have discovered on our own. The pacing was perfect, the directions were easy to follow, and everything flowed seamlessly from one stop to the next.
We loved that the trip encouraged us to slow down, explore, and support local businesses. We found ourselves telling owners and employees at several stops that we were there because of Guess Where Trips. Some were already familiar with Guess Where Trips and were thrilled to hear we were following one of their itineraries, while others hadn’t heard of it before. By the end of the day, we felt like unofficial Guess Where Trips ambassadors because we couldn’t stop telling people how much we were enjoying the experience!
More than anything, this trip gave my sister and me an unforgettable day together. We laughed, explored, made wonderful memories, and discovered amazing places we never would have found on our own.
I also have to mention their customer service. I emailed with a few questions the day before our trip and received a prompt, friendly, and helpful reply that same day. It was very much appreciated.
We already have three more Guess Where Trips waiting for us, and after this experience, we can’t wait to do every one of them. Thank you for creating such a thoughtful, unique, and incredibly well-planned adventure!
We really enjoyed it. We drove on roads that we never used before we liked the small towns that we visited
We're thrilled that you enjoyed your experience on Hidden Hideaways! :) Thank you so much for leaving a review!
My husband Ireally enjoyed this gift. We loved the cafe at the first stop and also got some nice pictures. We did all 4 suggestions on the second stop and ran out of time to complete the 3rd and 4th stop so we saved them to have another adventure two weeks later. The hike was great but glad we had brought walking sticks to reach the top as it is very rocky. The Sucerie was pretty but a bust in September, nothing going on there. We enjoyed the other stops and really appreciated the overal experience !! The not knowing where you will go was lots of fun. The package was well prepared and organized. Makes a great gift :-)
We love that you turned this into an adventure over two different days and got to take in all of the options! :) We're so glad you enjoyed your days of exploring, and hope you'll try another Guess Where Trip sometime soon!
The trip was amazing! 10/10 recommend. An amazing anniversary trip with lots of cute and hidden treasures!
Hidden Hideaways