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Current Update:

Please email us at questions@guesswheretrips.com if you purchased a trip before June, 2021. We can provide you with further updates if needed. Depending on the province you'll be travelling in, 'Vaccine passports' may be required to dine-in at the restaurants and wineries we recommend (with take-out and patio dining being available to unvaccinated travellers). Please email us at questions@guesswheretrips.com if you have any further questions. We recommend avoiding travel on statutory holidays as some businesses may be closed.

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Trip Updates

Please email us at questions@guesshwheretrips.com before heading out on this trip! This area has been affected by the recent BC flooding and mudslides.

First Stop: One of the cafes is temporarily closed.

Third Stop: The chocolate shop we recommend has a different address now. Please verify on google or GPS before heading there.

Third Stop: The brewery suggestion has reduced their hours at this time. Please Google to confirm before going over.

Travel tip: Between winter and spring we recommend heading out on weekends only.

First stop: The ‘family farm’ we suggest is not dog friendly. Admission fees and hours may change during the season. We recommend other dog-friendly alternatives at this stop.

Second Stop: One of the cafe recommendations on this stop is closed for renovations. The “corner” option is still available for all your coffee and treat needs.

Travel Tip: We recommend leaving at 8 am if you would like more of a selection on butter tarts. They sell out fast!


This trip is no longer dog friendly. Unfortunately you will have to leave your furry friends at home for the day! 

First Stop: We provide a few attractions at the first stop. You can only access the grounds of the school on the weekend.

Fourth Stop: One suggestion on the fourth stop will soon be under construction for about a year. The attraction can still be seen.

Second Stop: The attraction will soon be under construction for about a year. The attraction can still be seen.

Third Stop: The “bread” option on your third stop is temporarily closed. We recommend loads of other places for you to grab a bite at this stop!

Third Stop: The “pub” option is open for take-out only from 5 pm – 9 pm through the Ontario lockdown.

Fourth Stop: We recommend an incredible place to eat on your fourth stop that is currently open for take-out. They have changed hours slightly during the lockdown to Thursday – Saturday, 4 pm – 8 pm.

First Stop: The burger option on your first stop will be closed from January 11th – January 25th.

First Stop: The “regal” cafe suggestion is currently closed through the Ontario lockdown. Our other cafe suggestion is open.

Second Stop: The “designs” option is now closed until March 2022. A fabulous short hike awaits you at this stop.

Third Stop: We recommend a few restaurants for lunch. One of the Italian restaurants might have slower service than usual due to COVID.

Fourth Stop: We include a variety of bonus stops at the fourth stop. The waterfall/dam in the ‘want to keep going’ section, is now closed.

First Stop: The first stop provides you with a few recommended attractions. Please be aware of ticks if you choose to hike on any of the trails.

Second Stop: The restaurant recommendation on the second stop may change their hours from week to week. Please Google before going over.

Third Stop: The entrance fee to the third stop is $18 instead of $12.50. Please bring your bathing suit and beach stuff if it’s a nice day!


First Stop: Unfortunately the cafe suggestion on your first stop will be closed come November 28th 2021. Please send us an email for a new suggestion at questions@guesswheretrips.com.



Second Stop: This stop includes a park that may require reservations due to Covid, especially on busier days and weekends. Our most recent edition of the trip has a few additional suggestions. However, if you’ve purchased this trip before May 2021, please email us for an updated version with other options for the second stop.

Third Stop: Some of the ‘dine-in’ options on this stop have been getting busier Thursday-Sunday and may require reservations. Send us an email before you go, and we can provide you with a digital version of the itinerary if you would like. We also provide excellent ‘take out’ food options that don’t require a wait.

Fourth Stop: One of the four hikes we recommend involving “cliffs” may require reservations on weekends (depending on how busy they get).  We recommend three alternative hikes if it does get too busy.

Travel tip: The third and fourth stop have limited cell phone reception. Please ensure you have a screenshot or have a map downloaded when leaving the second stop.

Second Stop: One of the cider stops is only open Saturday 12 pm-5 pm. There are other options for you to enjoy here!

First Stop: One of the hike recommendations at the first stop has been a little muddy lately! We recommend bringing extra shoes OR skipping this hike (we recommend others at the next stop).

Third Stop: Without wanting to give away too many secrets, the “candy” stop will be closing their doors as of August 1st at 9:00 pm. There are still lots of great options for you to choose from at this stop!

Fourth Stop: The museum suggestion on your fourth stop may be closed due to COVID. We suggest many more things to do here.

Third Stop: The “Brew House” option will be closed until March 2022 when they will be at a new address. Until then, their current address will be open for brew purchases to take home. Please Google before heading over to double check hours, as they may change daily.

Third Stop: The “bird” museum is closed from December – April, however you can still walk around the beautiful grounds.

Fourth Stop: Admission has been slightly increased at one of the suggestions on your fourth stop. We have other free options for you to choose from if you would like to keep costs down.

Adults: Museum $9.00 Village $10.00 Both: $18.00

Children (5-12): Museum $5.00 Village $5.00 Both: $9.00

Fourth Stop: Many of the winery suggestions will have varying hours through the winter months. If you decide to head out between January – March, please Google these suggestions to check hours before making your way there.


Third Stop: Depending on the day you decide to head out, a few restaurant suggestions are not available between Sunday – Wednesday. Please make sure you pack lots of road trip snacks or a picnic to get you through your adventure.

Third Stop: The garden suggestion is now closed until the spring. You can still visit this amazing stop through the fall and winter for a different surprise!

Fourth Stop: One of the waterfall recommendations has decided to close for the winter. Please use at your own risk. Please send us an email before heading out to questions@guesswheretrips.com if you would like an alternative.

Fourth Stop: We include a “Want to Keep Going?” section where hours may vary in shops/restaurants through the winter months. Please give these businesses a call before driving over to confirm.

Second: Our pub suggestion on your second stop is closed until January 27th 2022. We recommend another great spot for a bite to eat that is open for take-out.

Fourth Stop: Our “tree” suggestion is closed for renovations until January 26th, 2022. Until the 26th there is a great outdoor activity available and some fun photo-ops available.

Fourth Stop: The “Country Store” on your fourth stop is now closed until Spring 2022. We have mentioned other great stops in the area for you to choose from!

Fourth Stop: The “brick” option is a fun family photo-op and cannot be access beyond the barrier.

First Stop: The brewery option has changed its hours through Ontario’s restrictions and is offering take-out and bottle shop only. Wed & Thurs 4-8 / Fri & Sat 11-8 / Sunday, 11-4PM

Third Stop: Due to the current restrictions, the brewery is currently closed until they ease. The “farm” suggestion is open for browsing goodies on Friday & Saturday, 10 am – 4 pm and Sunday, 11 am – 4 pm.

Third Stop: The “lake” suggestion on this stop is now closed. We have mentioned two other fabulous options for you to choose from.

Fourth Stop: Both restaurant suggestions have decided to remain closed during the Ontario lockdown. There are still a few walks and pretty views for you to explore on this stop.

First Stop: GTA travellers! Unfortunately now that we’re entering the colder months, the goats on your first stop have been brought in for the winter. We recommend you head out Wednesday – Saturday to take advantage of our other suggestions!

Third Stop: The “falls” on this stop is closed until the spring for construction. We have an additional suggestion for you which works year-round!

First Stop: Two of the cafes listed at the first stop have a duplicate address. Please refer to map for correct cafe locations.

Second stop: lunch is only served between May-September. There is a lot more to do at this stop, we just recommend grabbing a bite to eat before if you’re hungry.

Third Stop: Three indoor suggestions are currently closed due to restrictions in Ontario. We have recommended one outdoor activity that is still perfect in the winter!

Fourth Stop: Our “Irish” suggestion is currently closed until January 20th for renovations. After that, they will re-open for take-out and outdoor patio dining (with heaters) yay!

First Stop: The “family” farm option on this stop is closed until March 2022. The first farm is still open for you to enjoy!

Please be advised that we recommend a handful of cafes and restaurants on this trip that will be take-out only through the Ontario lockdown.

Fourth Stop: The “feline” option is currently closed until restrictions ease in Ontario.

Fourth Stop: The “beer” suggestion is open for take-out only and has adjusted their hours to Wednesday – Saturday, 12 pm – 8 pm.

Want To Keep Going?: The brewery option is currently operating on reduced hours through the lockdown. These are Tuesday – Sunday, 12 pm – 6 pm.

First Stop: Some shops may change their hours through the colder months as we recommend a super cute small town. Please take a moment to Google them, just in case!

Second & Fourth Stop: If you own snowshoes this is the perfect time to get them out this winter. We’ve recommended an amazing network of trails for you to enjoy. No snowshoes? Both stops are still perfectly accessible with good winter boots.

Third Stop: All wineries are open, however, their hours may change slightly during the winter months. Please do a quick Google search before heading over to make sure they are open.

Fourth Stop: The “valley” suggestion may have some flooding along low-lying trails and boardwalks. Please use caution and wear appropriate footwear. We have recommended another fabulous spot where this shouldn’t be an issue.

Want To Keep Going?: Our “ocean” dinner suggestion is now closed on Tuesday. Hours are as follows: Wednesday – Monday, 11:30 am – 12 am

First Stop: Our cafe suggestion has changed their hours for the winter. They are now open 10 am – 5 pm, Daily. If you are in the Greater Vancouver Area, we recommend leaving around 9 am if you’d like to start your day here. Otherwise, we recommend a few great outdoor activities and you can leave between 8 am – 9 am to explore these.

Fourth Stop: The “farm” stop is currently closed until January 31st 2022. There are lots of things to do and see on this stop!

Fourth Stop: The “distillery” will be open Friday & Saturday, 2 pm – 5 pm through the winter. There are lots of things to do and see on this stop!

Second Stop: The “boutique” option is closed until February 15th for a winter break. We recommend other great things to do at this stop.

If you are travelling in the winter on a Sunday, we recommend leaving Calgary at 10:30 as your first and second stop has updated their hours.

Second Stop: Our cafe suggestion is closed through the colder months. They are set to re-open in April 2022! We recommend a few other great outdoor activities at this stop.

Third Stop: The brewery suggestion is currently open 7 days a week for in-person dining and tasting. Their secondary location we mention has just the store ONLY through the winter months.

Third Stop: The pizza suggestion is closed for a short winter break. We have two other lunch recommendations in the town over!

Fourth Stop: The “deli” is open for take-out from 4 pm – 8 pm

Fourth Stop: Our brewery suggestion is now closed until April 2022.