
Our best fall trips per province
Embrace the Magic of Autumn: Our Best Fall Trips per Province As summer's warmth slowly gives way to the cool, crisp air of autumn, there's no better time to hit the open...
Our best fall trips per province
Embrace the Magic of Autumn: Our Best Fall Trips per Province As summer's warmth slowly gives way to the cool, crisp air of autumn, there's no better time to hit the open...

Hitting the road with your furry friend
Our pet-friendly trips are full of surprise stops that will make your journey with your furry buddy unforgettable.
Hitting the road with your furry friend
Our pet-friendly trips are full of surprise stops that will make your journey with your furry buddy unforgettable.

Our Favorite Small Towns in Georgia
Georgia is home to a plethora of charming towns that embody the essence of Southern hospitality and picturesque beauty. From historic streets to scenic landscapes, each town offers a unique...
Our Favorite Small Towns in Georgia
Georgia is home to a plethora of charming towns that embody the essence of Southern hospitality and picturesque beauty. From historic streets to scenic landscapes, each town offers a unique...

The Fifteen Most Charming Towns in Ontario
When it comes to appreciating the charm of Ontario's small towns, Guess Where Trips has got you covered. Our journeys frequently feature, or end in, delightful and enchanting small towns, where...
The Fifteen Most Charming Towns in Ontario
When it comes to appreciating the charm of Ontario's small towns, Guess Where Trips has got you covered. Our journeys frequently feature, or end in, delightful and enchanting small towns, where...

Canada: How to Combine Two Trips to Create a Gu...
Prepare for an epic road trip by combining not just one, but two of our jaw-dropping trips! We've cherry-picked the most ideal pairings and included our top accommodation recommendations.
Canada: How to Combine Two Trips to Create a Gu...
Prepare for an epic road trip by combining not just one, but two of our jaw-dropping trips! We've cherry-picked the most ideal pairings and included our top accommodation recommendations.

Road Trip Essentials: What to pack for a one da...
Road Trip Essentials: 7 Tips for a Stress-Free Guess Where Trip AKA How NOT To Screw Up Your Mystery Road Trip Planning to take a Guess Where Trip? While the...
Road Trip Essentials: What to pack for a one da...
Road Trip Essentials: 7 Tips for a Stress-Free Guess Where Trip AKA How NOT To Screw Up Your Mystery Road Trip Planning to take a Guess Where Trip? While the...