Hello Kathy - again - depending on which order you read my replies ;) 

Congratulations to fulfilling your dream AND finding such a fine gentleman to do it with. You are very lucky!

I have a question back for you: what is the reason you can't ride during the winter months? I live in Sweden and the cold and snow here doesn't stop people much from riding, so I am curious if you get so much snow it isn't possible to get through, or if it is related to other problems? 
Technically, it shouldn't stop you, but if you are confined to ground work in the round pen, maybe try and teach him some "tricks" or plain helpful things like coming to the mounting block or walking through obstacles. Could you walk him by hand outdoors? Then take as long walks as you can muster.
Don't persist with Join-up if that has been achieved already.  

No need to keep him extra fit over winter if you' re not going to use the energy. Reduce energy feed (if he gets that) and let him have a "vacation" period; taking it slow in the field and he might not get too excitable in the cold weather. Taking him in for an hour to brush, do a check up and change rugs if he have one, and just hang out, can be enough if riding/working isn't an option. 

Hopefully other students here, with more experience with western riding have more ideas for you! :)

Thanks Kicki,
This will be my first winter with horses, but I'm thinking that due to the deep snow we get that stays on the ground for a few months, that riding might not be an option. I guess I'll see how that goes.
I like your ideas. I can hand walk Henry and that would be fun. I also brush him each night and hang out with him. I'll have to look into some tricks and things to do for fun.
Take care!
Kathy

You're welcome! :) 
It is great fun to ride in the snow! I hope you get a chance to try.

Some pointers for winter conditions:
If the snow is powdery and soft horses usually get on fine in it even if t is deep.
If you get the kind of snow I have to put with most of the time; wet, soggy and hard packed, it pays to be mindful of the harder work for tendons and muscles, and also! Remember to put studs in the shoes if it gets icy!!! (barefoot horses have much better traction!) 
And a wooden club to beat out the snow stilts that can build up in a shoe in wet (thaw) conditions. 

Hi Kathy. Henry is the same age as Max - both are true gents & don't really need to learn much new or improve. However, you could teach him to come & find you on the mounting block - lessons on the Uni. That's fun & an impressive skill you can show off to visitors/friends. The one thing I would advocate doing is the one thing few horse owners seem to value - just spend time together. Not grooming, not training, not fussing, just being in each other's company. A fortnight ago the farrier was due but he was running late & arrived a few minutes after the end of his projected appointment window. No matter, I was still in the field. I hadn't caught & tied up my guys in readiness - no need as they enjoy visits & group round as soon as anyone, including the vet, arrives. So, being as the farrier was late we spent an hour standing together from mutual choice. The family of 3 snoozed, leaving me to keep lookout & Max grazed close by. So, when the farrier did arrive my guys were in a positive frame of mind & cooperative rather than bored & rebellious. I've posted examples of when our mutual trust has avoided serious injury ( Kirk getting stuck in fences & a gate / Humphrey, as an entire 2 year old, waiting to be rescued when he was accidentally trapped out of sight by a gate that blew closed ). See 'Trust is a two way street' post too. Trust is the most precious thing. Many horses offer acceptance but true & total trust is rare & life saving. Cheers, Jo.

Hi Jo, I cannot thank you enough for this beautiful post! This confirms that I am doing some things correctly because I spend so much time just "visiting" and hanging out with the horses. I was feeling like it wasn't enough and that I should be teaching and doing, but your post makes me feel like I am on the correct path. THANK YOU! Kathy

Kathy

Jo is so right about time well spent with your horse. Training is not necessary on a daily basis unless you are in the business of training horses.
I am 69 years old, and own 5 horses. I'd like to tell you a short story. 
 I remember when I was 4 years old my dad gave me my first horse. ( Rocky) He was a paint quarter horse and only about 14 hands high. Very small. I loved him so much I would spend the night in the barn with him. My mother made me a homemade sleeping bag and my dad would carry it out to the barn and arrange it so I would not get stepped on when I fell asleep. I stayed with him many many nights and he and I became really good friends. I have fallen asleep on him several times and would wake up with him leaning against the stall wall to make sure I didn't fall off. I really think he knew I would get hurt if I had fallen. The reason I'm telling you this is because if more horse owners treated their horses like they were friends and not animals then horses would have a much better world to live in. I know because I see horses in pastures every day and there's no shelter anywhere in sight for inclement weather. That's so sad to me.
You spend all the time with your boy you want. Get close to him and let him hear you talk and rub on him.
 I actually spray a certain after shave on myself before I go out every single day to spend time with my boys and girls. Every day. In my mind they know how I smell and I let them hear me breathing very slowly around them. I always stay as calm as I can be in any circumstance that might come up because they will learn to trust you and know that you will handle anything that might happen when you're calm. This past weekend we had company visiting and they ask to pet the horses. I walked them out to the pasture and called them up. All 5 came straight up to me first, to get that rub, and to hear me talk. I think it's because they trust me and know I wouldn't let anything or anyone do anything to upset them. 
I didn't mean to drag on but just trying to make a point that it is a good thing just to spend time with them, and to make them feel like they are family and not animals.
Bless you in your venture and I hope you have many days enjoying your new relationship with one of God's greatest creations!!!
Connie Mack

Connie, this makes my heart happy! It's funny because I do spray perfume on and was wondering if they'd recognize me from it. I am having so much just hanging with them. I listen to worship music and my boy, Henry, will stand beside me for at least a half hour and barely move. I do take one weekly lesson and am enjoying that too. I love your beautiful story! Thank you!
Kathy from Wisconsin