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"Vacation" destination recommendations

Portland Maine or Portland Oregon seem like good candidates at this point.
I'd recommend either. It was a near thing when I was deciding which city to move to when I moved west from the midwest. I had one brother in Portland and one in Seattle. The one in Seattle had a house where I could have my own room while I was getting up on my feet, so Seattle won out. Portland is putting itself back together from the madness of a couple of years ago and it's great to visit. I'm headed down there on Sunday to see Pino Palladino and Black Mills and staying with a friend. If you like books, Powell's is one of the best book stores in the country. Lots to see and there are a great waterfall day hikes all around. The food is fantastic.
 
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If you do go to Amsterdam, which is a great city and offers a lot beyond the usual tourist traps, I'd recommend Noorwijk as a cool secondary location. It's a coastal town, artist colony, can be a bit of a tourist scene, but probably not in January and should be quiet and cold without being frigid. Starkly beautiful. About 45 minutes from Amsterdam and also the Hague.
We have enjoyed Den Hauge, the Maurituis and the Escher Museum there were great. Delft is very nice, like a smaller, quieter Amsterdam, found a cafe at the Beestenmarkt with about 200 Belgian beers, Alkmaar has a surprisingly wonderful Beatles Museum. This summer we went to the beach at Zeeland which was beautiful, while there I wondered what it would be like in the winter.
 
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Hit up Amsterdam

If you do, then go to Rembrandt Square, sit down at St. James's Gate and order up the Guinness Stew. Truly extraordinary.

And stay out of the bike lanes. The bikes have the right of way there and they know it.

The people are beautiful. I mean...physically. Everyone under 30 looks like a model. The girls over 60 are still hot.
 
@Gorn; I was considering suggesting flying out to Denver, renting a car and driving to places like Colorado Springs and other locations. If nothing else, The Garden of the Gods park is very pretty and a natural wonder to be seen in-person, not to mention the "wall" of the Rockies where Colorado Springs rests. However, there are some considerations…
  1. If it's in January, the weather might not be your friend.
  2. Elevation. I helped a friend move from Springfield, NJ to Colorado Springs and the thinner air messed with him while we were transferring his stuff to his new apartment. I was fine, but my friend…not so much. (To be fair, there was a considerable difference in our respective levels of fitness, so… :whistle:)
  3. Last I checked, Budget Car Rental gives a discount if you rent for a whole week. No matter where you go, if you're going to rent some wheels, check prices at both the airport in question and locations outside the airport. Airport rentals frequently cost more, just because.
  4. Sadly for those of us who grew up during the Cold War, there are no tours of NORAD/Cheyenne Mountain, but there are more places to see if you follow the link above.
One last thing regarding "weather", even if you go somewhere like Florida, during the month of January, the temperatures can pretty reasonable. I've visited my mom down there in the months of November and December and I was perfectly fine walking around in cargo shorts and a t-shirt. The coldest was visiting Dizzyworld in mid-December, but all I needed was a hoodie for the mornings and when it got dark, as well as when (not "if") a sudden downpour came just as quickly as it left. (Seriously…after about thirty minutes, you could barely tell it had just rained on us!)
 
OP said very little about how the time is going to be spent. So, why not just drive an hour east to a nice hotel? That would seem to check all of your boxes, and you wouldn't even have to go through airport security.
It's a good point. I don't plan on doing much. I just want to be away from here. I haven't gone anywhere in a long time. I've been all over upstate New York and New Jersey and PA and CT and you're right. I could go an hour away and be somewhere drastically different but I feel like I need to get more physical distance from where I am, for a little while.
 
I'll certainly re-iterate those votes for Western Colorado. Incredible place; above even that I put the Southern Utah quadrant of the Colorado Plateau. Unreal! Zion, Bryce, Canyonlands, Moab, it never ends down there. Not all that weed friendly (afaik, not a weed guy) but if you're adult about it you should be fine. If you do wind up in Colorado don't miss the Black Rock Canyon of the Gunnison. Over 2,000 feet deep and you can throw a frisbee to the other side.
 
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