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[jp the roadgeek]

I think I covered 4 states in about an hour & a half while driving back from New England a few weeks ago: CT, NY, NJ, & PA via the Merritt/Hutch, I-287 over the Tappan Zee, and finally I-78 to its toll bridge over the Delaware River. IIRC I got gas at the Greenwich Service Plaza just before the CT/NY line around 5:45, and then my timestamp for the E-ZPass transaction at the I-78 toll bridge was 7:17. It was probably about a half hour to do CT-NY-NJ, and then another hour on I-287 & I-78 to reach the Delaware River & PA.

Another low-hanging-fruit example that comes to mind is I-95 ME-NH-MA in 15ish minutes?

In about 70-75 minutes, you could drive on I-84 west from Danbury, CT through NY, get off at Exit 1, cross into NJ and get gas, then get back on 84 and drive across the bridge to PA.

 

[chaparral]

Pascoag RI -> Thompson CT -> Webster MA -> Brattleboro VT -> Keene NH -> Kittery ME gets all six New England states in about 5 hours.

[tradephoric]

Factoring in the time changes, you can drive from NYC to LA in under a day if you are competing in the fastest cannonball run.   

[MikeTheActuary]

And you can do TX/NM/OK/KS/CO in about 1 hr and 43 minutes using this route:

https://www.google.com/maps/dir/36.3866217,-103.0391514/37.1426487,-102.0434761/@36.5642506,-103.6490729,8.61z/data=!4m9!4m8!1m5!3m4!1m2!1d-103.0549237!2d36.4918443!3s0x870564757aa64101:0x79735c22e335b8f9!1m0!3e0?entry=ttu

You could cut it down to 90 minutes if you run your car off the road of US 56/412 at the NW corner of Texas, though.

In case anyone else wondered about the "run your car off the road....", here's a collection of photos of the northwestern corner of Texas from Google Maps.
https://www.google.com/maps/place/Northwestern+Corner+of+Texas/@36.5003738,-103.0419676,3a,75y,90t/data=!3m8!1e2!3m6!1sAF1QipOM6sAE8YKhkEgS1iVEr71y2ZKmYz0iV5dhUIME!2e10!3e12!6shttps:%2F%2Flh5.googleusercontent.com%2Fp%2FAF1QipOM6sAE8YKhkEgS1iVEr71y2ZKmYz0iV5dhUIME%3Dw203-h270-k-no!7i3024!8i4032!4m25!1m15!4m14!1m8!2m2!1d-103.0391514!2d36.3866217!3m4!1m2!1d-103.0549237!2d36.4918443!3s0x870564757aa64101:0x79735c22e335b8f9!1m3!2m2!1d-102.0434761!2d37.1426487!3e0!3m8!1s0x8705638479bff2af:0x67f50142351490ed!8m2!3d36.5001975!4d-103.0417924!10e5!14m1!1BCgIgAQ!16s%2Fg%2F11g6qjd_gy?entry=ttu

If you know where to look, you can see the concrete pad supporting the benchmark in GSV.

Isn't that just the witness marker?  I believe the actual corner is nearer to the road.

Looks like you're correct.

Someone posted a video of their visit on YouTube:

[jt4]

6 states (not New England edition): 2 hours 43 minutes from Wickliffe, KY -> IL, MO, AR, TN -> Southaven, MS -- clipping Illinois in Cairo on US-62 and clipping Tennessee in Memphis.

Edit: If you continue east to Alabama, that would be 7 states in 4 hours 35 minutes.