It's that (most wonderful) time of the year for a lot of us, and I have decided to try something different this year: although I am not yet at goal I'm taking a maintenance break from Thanksgiving through mid-January.
While I have been through several cycles of weight loss I have never taken a maintenance break before. I'm either losing or...the opposite. In 2019 I have lost 11lb. Since 2016, when I started really tracking, I've lost 23lb. This is slow progress but I am trying to make it stick for life. I think it could be a good experiment to ask my body to settle at my current weight before attempting the home stretch.
I will weigh in and take my measurements on Wednesday morning before leaving for Thanksgiving. That will be my maintenance weight for the next two-ish months. Then I will use this thread to record weigh-ins when I can, but I will be traveling (fun!) a lot over the holidays and staying in places that probably won't have a scale. I usually gain 7-8lbs over this period

and am hoping that a more moderate approach will give me different results this year.
If anyone else is planning a maintenance break for the holidays please join me here!
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What will success look like? Will you be upset with yourself if you ~STILL~ gain eight pounds, or will you just realize it's seasonal? Think about how you will react if you gain back even more since you're increasing your calories. Of course, I hope you will CELEBRATE when you don't gain even a half pound.
I haven't found a decreased psychological load being in maintenance. In fact, in ways it's tougher because you have to view "no change" as success, and you don't get the motivation of seeing weight loss. Well, until my weight goes up and I get to bring it down again. Like for right now....
Keep us updated. We're with you! And do think about how you will react to the possible outcomes when January gets here. You got this!
My way of handling maintenance during the holidays is using weekly numbers. I need plenty of low days to offset the high days. I decided not to eat any the offerings at work so that I can have a little at the weekend parties.
The key is to keep tracking.
You're right @TangledThread tracking is key. If I can just stick to that habit—and I really really do intend to—even if I don't totally nail this I will have some data to look back over and learn from. The reason I am taking such a long time is that I have a perfect storm of Thanksgiving-Christmas-New Year-work travel that takes me from now until January 9. So for me New Year efforts realistically start after that. Exciting and slightly daunting...
I am about to join you on a prolonged break through. Mine is a recomp break that I intend to last for about 4 months. I will practice maintenance while working on fat conversion instead of fat loss. I still have enough to lose that this is an early first recomp but I think it is right for me. I am not in any hurry to finish losing and my plan has been fairly easy to sustain for close to 2 years so getting back to it should not be a mental struggle.
Since the only stress OP mentioned was trying to cut during the holidays season, I’m imagining the issue is all the free flowing tasty treats and eating out when traveling. A person needs to learn how to eat sensibly so why not now instead of waiting until a goal weight. That way next year will be even easer.
I’m cheering for you. Keep tracking and you can do this!
Personally I would consider it a win if you stayed in your current range through the end of January. But that’s a reflection on me.
My tools gets me through the holidays fine but in the cold darkness of January all I want is a snuggly couch blanket to binge watch shows and eat Mac and Cheese. I’ve been maintaining for years and still I find January to be a real struggle. My goal is to hit February 1st no more than 3lbs heavier than today.
I have done this periodically over the two year period when I was losing. I think it's a great idea during traveling and also holidays, and with both of those in the mix, I think you are being smart and realistic. Good luck!