Summary Two teams, one composed of Ben & Adam and the other Sam & guest Brian begin in Times Square at 8am EST. They have four days to visit and claim the most US states. Each team draws seven challenge cards; to claim a state, they must complete one of these challenges there, and call the other team to notify them. As the clock strikes 8, both teams make a dash to try and be the first to claim New York. Sam draws, among others, the challenge "Eat Soup in a Helicopter" and attempts to book a helicopter flight to Newark, NJ, but the weather is too bad. Ben & Adam draw the challenge "Compliment the Ugliest Building", and visit the very ugly 432 Park Street, complimenting it on its sheer audacity, and thus claiming New York. Receiving the call that Ben & Adam had already claimed the state, Sam & Brian decide to catch the train to DC (its own state by the rules of the game). Sam intends to use the card "Visit every Spirit Halloween" here because DC only has one. Ben & Adam intend to go to Philadelphia, Pennsylvania as their next stop, placing them on the same train as Sam & Brian.

Ben & Adam arrive in Philadelphia, intending to use their card "Sell Something from a Pawn Shop to a Pawn Shop" and rent bikes to reach a pawn shop (they are unable to ride-share due to their proximity to New Jersey). The pawn shop owner is very skeptical about their chances, but sells them a ring for $6. Meanwhile, Sam & Brian arrive in DC, and walk to the lone Spirit Halloween, where Sam purchases and wears a bald cap, claiming the state. They draw a new card, "Win a Prize from a Claw Machine", and gain a power-up, which they use to immediately swap two cards of their own with Ben & Adam. They give Ben & Adam "High Five at the Highest Point" and "Win a Top Tier Prize at a Carnival Game", while stealing "File a Geodetic Mark Recovery Form" and "Photograph your Partner from Far Away". With the two easy-seeming ones, they intend to quickly claim Maryland and Virginia.

Ben & Adam cycle across the border into New Jersey, then Uber to another pawn shop. They successfully haggle the pawnbroker up to $3, selling the ring and claiming New Jersey and Pennsylvania simultaneously and giving them two power-ups. They redraw, getting "Touch Both Oceans on the Same Day". They Uber back to Philadelphia (they can Uber into a state they have claimed) to catch a train to Wilmington, Delaware. Meanwhile, Sam & Brian walk across the border into Maryland, but have difficulty finding any Geodetic Markers. Eventually, they catch a metro to Bethesda, where they find an intact Geodetic Mark and file a form, claiming Maryland. They draw "Spend $100 at Buc-ee's" and catch the metro under the Potomac River to Rosslyn, Virginia. Brian intends to Back in Philly, Ben & Adam intend to high-five at the highest point in Delaware, close to Wilmington Station. They Uber to Ebright Azimuth, and get their Uber driver, Keaundra, to photograph them high-fiving, claiming them Delaware. Meanwhile, Brian photographs a distant Sam from the top of "The View of DC", netting them Virginia and bringing the total to 3 - 4.

Since Ben & Adam control Pennsylvania and Delaware, they can initiate an attack on Maryland. Both teams draw new cards, Sam & Brian getting "Build a Snowman" and Ben & Adam getting "Get Drunk, Again". Crossing by train into Maryland and headed for Baltimore, Ben & Adam declare a battle.

• Adventure
• Comedy
• Game Show