When the snow falls and blankets our charming town, Brattleboro transforms into a winter wonderland, and that’s when the fun begins! If you’re still wondering what the best things to do in winter are, look no further.

We’ll cover our top picks, from outdoor thrills to creative escapes. Our town delivers plenty of activities to keep you busy all season long. Get ready to explore the most memorable adventures and fun things to do in Brattleboro, starting with one of our top favorites: snowshoeing.

Embark on a Snowshoeing Adventure

If you’ve never been snowshoeing, this is one outdoor adventure you must try — and you’ll get to channel your inner explorer for this one, making it even more exciting. There are several trails in the Brattleboro area.

Each trail is picturesque and enchanting — perfect for an adventure whether you’re looking to ignite romance, out with your friends, or on a family vacation. So, bring your phones and capture those Insta-worthy moments to share with your tribe online.

A few popular snowshoeing spots include:

No snowshoes? No problem! You can find snowshoe rentals easily in Brattleboro. So, plan now for your next — or first — snowshoeing adventure. Just bundle up and embrace your sense of adventure before heading out to hit the trails.

Challenge Yourself with a Scenic Winter Hike

Not up for snowshoeing? No worries. Consider a cozy and stunning winter hike up Wantastiquet Mountain instead. Winter hikes near Brattleboro, VT, are incredible regardless of how you choose to enjoy them. Breathtaking views and powdery snow-covered trees make for the perfect winter wonderland experience as much as a frame-worthy picture or a quiet moment together.

Just remember to wear your boots and layer up to stay warm.

Do you prefer something less intense than a winter mountain hike? Stroll along West River Trail and enjoy the serenity of nature and the quiet, frosty woods. There’s a trail in Brattleboro that’s perfect for every fitness level.

Click Into Some Skis and Glide Across Slopes and Trails

Skiing is the quintessential Vermont winter sport. In other words, for Vermonters, it’s a must! The good news is that there are plenty of cross-country trails and downhill slopes, so there’s plenty to explore and enjoy all winter.

The Nordic trails at Prospect Hill are always fun if you’re up for a drive — it’s about 45 minutes to an hour from Brattleboro, but it’s worth the day trip. Or head to nearby Memorial Park and zip down the beginner-friendly slopes.

And if you’re new to skiing? Worry not — there are plenty of local instructors and seasoned experts to offer lessons and pointers to help you get started. Skiing in Brattleboro is less about speed and fear factor. It’s not about who can take the most challenging trails or zip through them the fastest — and more about savoring the charm of a small-town winter wonderland.

Rev up for a Snowmobile Tour

Love the rush of adrenaline? Don’t we all! If you consider yourself an adrenaline seeker, this one’s for you. Of the many outdoor activities, one thing is as common as the winter snow — snowmobile adventures and tours at Mount Snow! Depending on your locale, you’ll find snowmobilers everywhere, zipping across fields and pathways — maybe even parked at a church for Sunday service — you never know.

New Englanders love their snowmobiles. We heartily invite you to join the bite of frosty air and the speed of the woods disappearing in your rearview mirror. Embrace the rush and dare of zipping across a frozen lake and countryside or the thrill of seeing a distant, reclusive moose. There’s nothing like it in the world.

With the Green Mountains as your backdrop, every bend and turn of the trail offers postcard picture views worthy of a Kinkade painting. So bring your phone — or camera, if you’re into photography — and snap some mementos of your adventure.

Get Artsy: Participate in a Local Workshop

Got a love for art and perhaps not so much for Jack Frost? No worries. When the frost nips at your nose and cheeks, and you’re looking for somewhere warm, head indoors and embrace your inner Picasso or Michaelangelo. Our community has opportunities for artists of every age and experience level.

Get ready to paint, glass blow, learn pottery or photography, sculpt, draw, play jazz, and much more. Like the outdoors, art is an adventure — a wonder, discovery, and enjoyment journey. A few of the fine Brattleboro places to check out include:

Nothing beats the cozy vibe of creating something unique while snowflakes dance past the window and out of view. And who knows? You might return home with the ultimate winter souvenir you’ll treasure forever!

Embrace a Winter Wonderland in Brattleboro, VT

Winter in Brattleboro offers abundant small-town charm and a friendly, welcoming atmosphere. Stroll our historic downtown to enjoy festive lights, shop our quaint boutiques, and dine in our cozy Brattleboro, Vermont restaurants after your adventure. If you want an authentic New England experience, these are the best things to do in winter — New England-style.

Once you’re exploring and meandering for the day are done, head back to the Historic Latchis Hotel. Unwind at the Latchis Pub and Underground Lounge with some craft beer and live music, or catch a flick at the Latchis Theatre — there’s always something good playing. Then, tuck in for the night in a bed fit for a queen — or king — and a room with a view in our historic and charming Brattleboro, Vermont hotel.

Ready for your winter adventure? Reserve your room today, and let the fun begin!