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13 Seriously Spooky Sights Across the U.S.

13 Seriously Spooky Sights Across the U.S.

In celebration of Friday the 13th, we’ve rounded up 13 of the spookiest, most spine-chilling stops across the United States. From eerie cemeteries to haunted Inns, these destinations are perfect...

13 Seriously Spooky Sights Across the U.S.

In celebration of Friday the 13th, we’ve rounded up 13 of the spookiest, most spine-chilling stops across the United States. From eerie cemeteries to haunted Inns, these destinations are perfect...

Summer Ontario Road Trip

Our Top Summer Road Trip Picks for Ontario

Ready to hit the open road and soak up the sunshine? Ontario is packed with scenic drives, charming small towns, and hidden gems just waiting to be explored. Whether you're...

Our Top Summer Road Trip Picks for Ontario

Ready to hit the open road and soak up the sunshine? Ontario is packed with scenic drives, charming small towns, and hidden gems just waiting to be explored. Whether you're...

Daughter handing her mother a Guess Where Trips Mother's Day gift box.

Why a Guess Where Trip is the Perfect Mother’s ...

Stuck on what to get mom this Mother’s Day? Why not surprise her with something a little more exciting, a little more thoughtful, and a lot more memorable than the...

Why a Guess Where Trip is the Perfect Mother’s ...

Stuck on what to get mom this Mother’s Day? Why not surprise her with something a little more exciting, a little more thoughtful, and a lot more memorable than the...

Street in Harpers Ferry West Virginia

Top 5 Charming Small Towns Near Washington, D.C.

Looking to escape the hustle and bustle of city life? Just beyond the city limits of Washington, D.C., you’ll find charming small towns brimming with character. Whether you’re craving cobblestone...

Top 5 Charming Small Towns Near Washington, D.C.

Looking to escape the hustle and bustle of city life? Just beyond the city limits of Washington, D.C., you’ll find charming small towns brimming with character. Whether you’re craving cobblestone...

Family on a Road Trip to Cincinnati, Ohio

Fun Things to Do in Cincinnati With Kids

Planning a trip to Cincinnati with your kiddos? This vibrant city offers a wide range of family-friendly activities that are sure to keep your little ones entertained. From museums to...

Fun Things to Do in Cincinnati With Kids

Planning a trip to Cincinnati with your kiddos? This vibrant city offers a wide range of family-friendly activities that are sure to keep your little ones entertained. From museums to...

Guess Where Trips Rep sitting in car and holding up a GWT folder

Join us as a Guess Where Trips Road Trip Rep!

Are you passionate about local travel, road trips, and building communities? We're excited to launch our trial Road Trip Rep Program, and we're looking for a creative, self-motivated individual who...

Join us as a Guess Where Trips Road Trip Rep!

Are you passionate about local travel, road trips, and building communities? We're excited to launch our trial Road Trip Rep Program, and we're looking for a creative, self-motivated individual who...