Top products from r/Biking

Truth is, the best preparation you can do is to acclimate by riding in the cold weather - you'll get used to it.
Having said that, I use certain pieces of gear that really help me out. Here are a few key pieces...

Pogies - insulated bar mitt covers. The go over your handle bars and cut the wind, but are also insulated. You still wear a glove, but this is far better than just a glove or mitt.
Check this site out...
https://bikepacking.com/gear/pogies/

Next, you need to have good head covering.
I use OR Windstopper Balaclava
https://www.outdoorresearch.com/us/en/sonic-balaclava/p/2435420001006

Ski goggles are a must.

Wool tube scarf for your neck.

For your torso and chest, you need to layer:
Base layer - I choose merino wool. There are basically 3 thicknesses to choose from.
Wool keeps you warm even if you sweat, dries well, doesn't stink.

Next, insulating layer or layers.
Something warm like a shirt + Polartec jacket - again, 3 different thicknesses depending on you and how cold you get.
Long johns / fleece pants.

Last layer is a shell with at least a wind panel on the front. Gore Windstopper is my #1 choice, but I have many different jackets. I prefer jackets that have pit zips (zippers in the arm pits) so I can ventilate excess heat.

My cycling pants have a wind panel on the front to stop the wind.

Wool socks.
Darn Tough, a Vermont company, guarantees their socks for life - if they ever wear out, they will replace them for free.

Good boots, nothing too big. If you use a cycling shoe, there are insulated covers available for winter use or even winter cycling boots.

Whatever you do - don't let yourself sweat.
You need to find the balance point of being warm without sweating. If you sweat, you will become cold.

It all becomes an attempt at equilibrium - finding that comfortable warm spot without overheating & sweating, or allowing yourself to get cold.

Protect exposed skin especially your face, nose, ears, & cheeks.
Goggles keep your eyes warm, your lashes free from frost, and prevent your eyes from tearing. The polarised lenses help you see better.

As for your bike.
Studded tires - check out Schwalbe tires - actually may help, otherwise a winter tire with a winter rubber compound should do the trick.
Do you necessarily count on your knobby MTN bike tires doing a good job, the rubber may become too hard to properly grip the road or ice.

Lights...go with something detachable that uses a standard battery. Bring your light in to keep it warm.

I'm currently using:

Rear light: Portland Design Works Danger Zone Tail Light https://www.amazon.com/dp/B00435IPFK/ref=cm_sw_r_cp_apa_i_-uj5CbV3JHJA6

And a Planet Bike Blaze Front light X 2.

Www.PlanetBike.com

Keep your bike clean - wash the salt off regularly.
CLEAN AND LUBE YOUR CHAIN AND DRIVETRAIN.

At the end of winter, give your bike a deep cleaning.
Change your cables.
Undo your headset, crank, wheel hubs, clean the bearings and repack with new clean grease.
Tune your derailleurs.
Check your chain for stretch and replace if needed.
Check you rear derailleur hangar.
Spray done tube saver in your down tube and you're ready for summer.

Check out these sites for gear.

Www.MEC.ca

Www.Rei.com

Www.Bikepacking.com

on YouTube: GCN & GMBN

Hope the info helps.
Cheers,

Interesting challenge. If I had to narrow it down to one ride at that price, it’s going to come down to both how it’s set up at purchase, and how potentially upgradeable it is.

That being said, after a bit of shopping, this is my pick, at the moment:
Schwinn Volare 1400 Road Bike, 700c/28 inch wheel size, red, Fitness Bicycle, 53cm/Medium Frame Size https://www.amazon.com/dp/B01N5XTB94/ref=cm_sw_r_cp_api_i_CMtXCbVDDFV54

It’s “near” the setup you’d likely eventually want. 2x up front, pretty standard 100/130 spacing for the wheels, brifter-style levers, 1 1/8 threadless forks, comes with “decent for the price” Tourney stuff for both derailleurs and the brake/shifter levers, quick releases. It’s also pretty light, at I think 25 pounds or something. The cheap Schwinns usually use pretty standard sized, and therefore easily upgradable, bottom brackets, things like that.

I’d use the rest of the $300 to replace the freewheel to something like this:
DNP Epoch Freewheel 7spd 11-28 Nickel Plated https://www.amazon.com/dp/B007A8RPUS/ref=cm_sw_r_cp_api_i_4ZtXCbXVFYWQK

That might get you a bit closer to a more fancy road bike’s gearing, with the 11t high gear. Past that, when you had the cash, I’m sure a change of tires, brake pads, a different seat, maybe a cheap replacement free hub wheelset would make quite a difference. Maybe a bigger chain ring. I think those Tourney front derailleurs can handle 50t.

I’m sure most people would say not to upgrade a $266 bike. But all of that doesn’t add up to much more, especially since so many are basically maintenance/wear parts anyway.

I can’t say I wouldn’t pick something else tomorrow. But if I had to put one in the cart right now for that price, that’s the best I can do.

I wouldn't have thought of that, but it makes sense. I have this one... DAWAY Comfortable Men Women Bike... https://www.amazon.com/dp/B01NGZR13O?ref=ppx_pop_mob_ap_share
I raised my seat as someone else here suggested. That seems to have helped a lot.

This should help you. It's magnetic, and you have to twist the water bottle a little but to take it off. It won't fall off accidentally.

https://www.amazon.com/Fidlock-Twist-Bottle-Holder-Attached/dp/B07T3PMBJG/ref=mp_s_a_1_1_sspa?adgrpid=57153083038&gclid=Cj0KCQjww7HsBRDkARIsAARsIT5nj-0Pohp5gNO2Fpk6Q9ULwAVQ-fGC7G14gOek0vaCVWCA0emmz_8aAjjwEALw_wcB&hvadid=274699179564&hvdev=m&hvlocphy=9016975&hvnetw=g&hvpos=1t1&hvqmt=e&hvrand=6875282200210066260&hvtargid=kwd-432043372720&hydadcr=16216_9875787&keywords=fidlock+water+bottle&qid=1569543647&sr=8-1-spons&psc=1&smid=A3BXMG40I90MJ3&spLa=ZW5jcnlwdGVkUXVhbGlmaWVyPUEyTTlGUVAzUjU5UVEzJmVuY3J5cHRlZElkPUEwMDAyMDU2OTkzRzY1Wk1aSUpWJmVuY3J5cHRlZEFkSWQ9QTA0MDU3MTAxVVQyNFJNSFkyRzY3JndpZGdldE5hbWU9c3BfcGhvbmVfc2VhcmNoX2F0ZiZhY3Rpb249Y2xpY2tSZWRpcmVjdCZkb05vdExvZ0NsaWNrPXRydWU=