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Our best fall trips per state

Our best fall trips per state

Embrace the Magic of Autumn: Our Best Fall Trips per State With the summer heat in the rear view, there's no better time to hit the open road and embark on a memorable...

Our best fall trips per state

Embrace the Magic of Autumn: Our Best Fall Trips per State With the summer heat in the rear view, there's no better time to hit the open road and embark on a memorable...

Our best fall trips per province

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

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

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

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 Guess Where Overnight Getaway

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.