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Winter Cycling Gear Guide

"winter cycling gear guide"

Matt Donovan,	3rd generation Owner and General Manager of Dedham Bike

By: Matt Donovan,
3rd generation Owner and General Manager of Dedham Bike
Last updated: 11/21/25

Winter Cycling Gear for New England Riders And Beyond

Stay warm, dry, and visible all winter long. Dedham Bike carries gloves, pogies, boots, jackets, lights, and maintenance essentials tuned for Massachusetts weather – whether you’re commuting, riding with the kids, or training through the off-season.

Shop online with free in-store pickup in Dedham, MA, or stop by to get fit and geared up by our experienced staff.

 
  
Trusted Since 1932

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Winter-Riding Experts

Gloves, boots & layers that really work.

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Order online, gear up in Dedham.

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Keep your winter bike running smoothly.

 
  
 
 

Winter Gloves & Pogies

Cold hands end rides early. From windproof lobster gloves to deep-winter pogies, we stock gear that keeps your fingers working when the temperature drops. Perfect for commuters, fat bike riders, and anyone rolling through New England’s shoulder seasons.

  • Insulated full-finger & lobster gloves for freezing temps
  • Pogies/bar mitts for flat-bar commuters and e-bikes
  • Waterproof gloves for slushy, wet days
  Shop Winter Gloves & Pogies 
  

Winter Footwear, Booties & Socks

Warm, dry feet make winter riding downright enjoyable. We carry insulated cycling boots, neoprene shoe covers, and wool or waterproof socks to match how and where you ride.

  • Winter SPD boots for deep-cold rides
  • Thermal & waterproof shoe covers for road and gravel
  • Wool and waterproof socks for everyday commuting
  Shop Winter Footwear & Socks 
  

Jackets, Tights & Base Layers

Layer smart and you’ll ride comfortably from late fall through early spring. We stock windproof jackets, thermal tights, vests, and baselayers tailored for New England’s mix of cold, wind, and road spray.

  • Windproof and waterproof shells for commuting and training
  • Thermal tights and bibs with winter-weight fabrics
  • Merino and synthetic base layers that wick and insulate
  Shop Jackets & Tights 
  

Lights & High-Visibility Gear

Early sunsets and gray days make visibility essential. Upgrade your headlight and taillight, add reflective accents, and consider radar-equipped taillights for dark commutes.

  • Bright USB headlights and taillights for city and suburb riding
  • Reflective vests, jackets and ankle bands
  • Smart radar taillights for extra safety in traffic
  Shop Lights & Visibility 
  

Winter Maintenance Essentials + Winter Prep

Salt, slush, and grit are hard on drivetrains and brakes. A little extra care in the winter goes a long way. Stock up on wet lube, degreaser, brushes, and cleaning supplies, or let our service department set your bike up for winter duty.

  • Wet and ceramic lubes for harsh weather
  • Degreaser, brushes, and bike wash kits
  • Fenders, wider tires and flat-protection upgrades
  Learn + Shop Winter Maintenance Gear 
  

How To Stay Warm Cycling In Winter?

Biking in the winter months is huge fun, especially when the white stuff falls and you are chomping at the bit to get some fresh air.

So, you want to ride your bike outside this winter but aren't sure what winter clothing you'll need to be warm and dry? Read on and we'll give you a hand.

Selecting and wearing the right winter cycling gear and bicycle is the key to staying comfy, warm and safe when the temps really drop.

We've made some solid suggestions on how to dress for the cooler temps and snow that the season brings.

Follow our suggestions and then dress in layers, with heavier outer layers for rain, snow or high winds. 

Keep in mind that fat tires, steep hills and soft surfaces slow you off road, resulting in less wind-chill. 

So, for off-road riding, wear slightly lighter clothing, and be prepared for colder temps on open roads and descents by carrying a vest or jacket. In a nutshell, winter cycling layers make a huge difference!

These suggestion will work great for winter bike commuting as well, it works on the same ideas as any other riding situations.

We've also included a suggested winter bike section as as part of this guide in case you're in the market for a great winter bike.

If you still have questions on how to gear up for cold weather and winter cycling just swing by Dedham Bike and we'll get you set up properly.


Outerwear

Jerseys

Gloves

What to wear mountain biking in the cold?

Well, whether you're riding in the woods or riding on the road the ideas will be similar with a leaning towards more wind breaking materials in your gear for the road where the speeds tend to be higher.

How to dress for winter cycling based on temperature

60 and Below - Think Early Fall & Early Spring

For this temperature range you want light protection that packs easily and/or unzips to let excess heat out. Start with the base layer — an essential piece for all cool-weather exercising. This light, thin undershirt wicks to keep you dry, warm and comfortable so you never catch a chill.

Arm, Leg and knee warmers add protection for your limbs with a cozy layer of warmth, which also helps prevent injuries that can come from exposing the joints to the cold. Warmers are easy to pull on and off, and pack, so they're ideal if you're unsure about the weather or if you’re climbing and descending a lot.

Long sleeve jerseys are perfect for consistent cool or cold temperatures. Their combination of technical wicking, breathability and insulation makes them an excellent outer or inner layer. And if you tend to heat up significantly on your rides, get a jersey with a long or full zipper so you can get enough ventilation when needed.

Wind vests keep your core warm as you slice through chill winds thanks to technical wind-proof material that blocks cold blasts and breathes for ventilation, too. These vests are small and lightweight, too, so you can stuff them in a hydration pack or jersey pocket as the temperature or weather change. Plus, they often sport reflective accents for safety, a nice feature on dark, stormy days.

The speed of cycling can cause the wind to nip at your fingers and ears. Full finger gloves block the it and keep the fingers warm. Plus, the padded palms make them ideal for on- or off-road riding. And, they usually include terry panels great for wiping your face and nose. And don’t forget an ear-warming headband that easily fits into your pocket and can save you on a long, chilly descent.

50 and Below - Mid Fall & Late Winter

At these temperatures you need more protection. For example, frozen feet can ruin a ride quickly. Wool socks, which are warm when dry or wet, are perfect for winter warriors. They're not only incredibly warm and breathable, but they wick to keep you dry, too. For your upper body, a light jacket is great for cool and changing weather. Jackets provide wind protection, breathability and water-resistant or waterproof fabric. Plus they're easy to get on and off, stow easily in a jersey pocket and are form fitting to not catch the wind.

Lightweight Lycra tights are another piece perfect for just about any outdoor activity. Thin and durable, they protect your skin from the wind and elements while never overheating you on 'tweener days. Plus, a form fit means you won't have to worry about fabric tangling with bike parts or impeding you whether you're riding, running or skiing.

"winter bike commuting gear"

Keep That Core Warm

Winter cycling apparel keeps your body temperature high while staying breathable so that you can ride hard and stay comfortable. 

From light windbreakers to heavy-duty waterproof coats, we have you covered. Don't let the weather get in the way of a great ride. 

Plus, keep that core warm help to avoid hunter's reflex. 

This is where your hands get very cold at the start of a ride because your blood goes to your core for warmth.

40 and Below - Now We're Getting Colder

As it starts to get even colder, it’s important to protect your head, hands and toes even more aggressively. There's nothing like a warm hat, booties, and lined gloves to keep Old Man Winter at bay.

We have helmet-friendly hats that provide essential moisture management for your dome. And
lined gloves ready to take on the vicious combination of cold, wet and wind-chill that ends many rides. They boast a water-and wind-resistant outer layer with a warm, wicking removable liner (for easy washing). Plus the flexible, five-finger design prevents numb digits without bulk that would hamper shifting and braking. You'll also want booties that slip over your cycling shoes to block the wind, water and frigid temps too. The soles are built to last and have cutouts for your cycling shoe cleats too.

Up top, maximize your layering power with a warm fleece-lined vest. Like their lighter wind-stopping cousins, these block breezes but with heavier fabric and a cozy fleece lining for moisture transfer and maximum comfort when temperatures drop.

Look at all-weather jackets and rain pants for more protection. With water resistance, wind proofing and toasty warmth, they are just the thing to keep you commuting and training strong all winter. Features, such as sealed seams, shockcord bottoms, weatherproof collars and extended cuffs keep you comfy. Plus, breathable materials, fleece lining and dexterity-friendly designs make these jackets and pants just right for much of your winter riding.

"dress in winter cycling layers"

Dress Right For Winter Cycling. Layers Are A Must For Best Comfort.

A good long sleeve jersey keeps you warm and mobile in all conditions. 

If you're riding in the middle of the day and it's a little too warm for a jacket, the jersey acts as a second layer and has you covered. 

Or wear the jersey with the jacket and shed it if things warm up. Stay warm and dry no matter how the sun decides to behave.

30 and Below - Buurrrrr!

When the temperatures drop below freezing, it’s really time to bundle up. And balaclavas are essential for all-season cyclists. They offer complete head, neck and lower face coverage and protect your lungs from cough-causing cold by warming your breath. 

To add to the layers a good baselayer is also a solid add on here, once we dip below freezing layers become even more important than ever.

For the torso, a thermal jacket is like having your own heater. Its outer shell boasts multi-ply laminate for complete immunity from the wind, water and cold. Inside there's a breathable membrane and comfortable fleece to keep you warm and dry. And you'll love a pair of thermal tights when it's freezing out. The fronts are covered in wind-resistant fabric while the backs offer comfortable ventilation. The thermal-fleece fabric next to your skin makes you feel as if you were sitting in front of a fireplace.

Winter riding boots or shoes are a great addition over and above shoes covers as they are intended solely for the deep cold and don't require any addtional coverings to do their job. We are big fans of 45NRTH winter gear and apparel for their dedication to winter riding add-ons.

Another great add on when things really dip below freezing are pogies or handlebar mitts. These add an extra wind protecting and cold protecting barrier over your hands by attaching to your handlebars. Think of them as a "garage for your hands".

Stop by the shop today and get prepared to bicycle in all weather!

Winter Cycling Gear FAQs

What gear do I really need to ride through a New England winter?

Start with warm hands, feet, and a good outer layer. Most riders can stay comfortable with winter gloves or pogies, wool socks, a windproof jacket, and a set of bright front and rear lights. From there, add tights, booties, and waterproof pieces if you plan to ride in colder or wetter conditions.

Do I really need special winter cycling gloves and shoes?

You can get by with regular gloves and shoes for short rides in mild weather, but dedicated cycling gloves and footwear are warmer, drier, and easier to control your bike with. They’re designed around brake levers, shifters, and clipless pedals so you stay safer and more comfortable as temperatures drop.

How should I dress for winter riding in layers?

Use a moisture-wicking base layer, an insulating mid-layer, and a windproof or waterproof outer shell. On milder days you may only need a base and shell. On colder days, add a mid-layer and warmer tights or bibs. It’s normal to feel slightly cool at the start of the ride – you’ll warm up quickly once you’re pedaling.

How do I protect my bike from salt and winter grime?

Rinse your bike regularly, especially the drivetrain, and use a wet or all-weather chain lube. Fenders, wider tires, and periodic degreasing make a big difference. A winter tune-up can also catch worn cables, brake pads, and chains before they become bigger issues.

Can I keep riding my e-bike in the winter?

Yes, many riders use e-bikes all year. Just be mindful of range (cold can reduce battery life), keep your battery warm when not riding, and use appropriate tires and lights for the conditions. We’re happy to recommend winter-friendly tires, fenders, and accessories for your specific e-bike.

Dedham Bike has been helping riders in Dedham, Westwood, Needham, Norwood, Canton, and the greater  Boston area stay on their bikes through New England winters since 1932. Whether you’re commuting to  work, riding with the kids, or training for next season, our winter cycling gear is selected to  handle cold, wind, and wet roads.

Not sure what you need to stay comfortable? Visit the shop, call us, or contact us for personalized  recommendations. We’ll help you choose the right gloves, layers, lights, and maintenance products,  and get your bike ready for winter with in-store or mobile service.