Flight
Along with Burlington, VT, this location has the shortest drive time to Quimby's--but a border crossing. Right now, we cannot get into Canada, so I would not book flights to fly into Montreal.
Flight
Along with Montreal, Canada (risky at this point since we can't cross the border), this location has the shortest drive time to Quimby's. A couple options to fly through Burlington, Vermont (2.5 hr. drive to Quimby's): (1) Delta redeye combination: 10:30pm departure, stop Detroit 1.5 hrs., land 9:00am (~7.5 hrs. travel); (2) Jetblue ~10:00pm departure, land JFK 1.5 hrs., land Burlington 9:00am.*
Flight
Alaska Airlines has nonstop PDX to Boston flights. Boston is ~4 hrs. driving to Quimby's. These options are ideal if you want a fast flight, don't mind a longer drive, and would like to combine your trip with a visit to Boston.
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JetBlue flies affordably to Boston, which is ~4 hrs. driving to Quimby's. While not as speedy as the Alaska non-stop flights, this flight may be more budget-friendly.
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Southwest flies to Manchester, New Hampshire (~3 hrs. and 15 mins. driving to Quimby's). You will have to depart the day before (Thursday) since no flights appear to land in the afternoon, which would mean a stay in/near Manchester or driving right to Quimby's. Southwest only allows reservations 6 months in advance. More options may appear closer to the big day. Big Southwest plus: up to 2 checked bags for free.
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~3 hrs., 15 mins. driving to Quimby's. We've not looked into this much (clearly), but in case any PDX'ers are interested in seeing the other Portland.
Flight
3~ hrs. driving to Quimby's. We've not looked into this much (clearly), but in case any PDX'ers are interested in seeing Maine.
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~4 hours driving to Quimby's. An unlikely option, but an option nonetheless.