Winter Adventures


Montgomery Adventures provides guided winter adventures through the natural world surrounding Montgomery, VT, only 12 miles from Jay Peak Mountain. This amazingly picturesque part of Vermont is known for its untouched woodlands, pristine lakes and rivers, and rolling hills, and is the perfect area to enjoy dog sledding, snowshoeing, winter camping, and ice fishing. Come discover the fun you can have exploring the world in winter with us!



One of our most popular guided Winter Adventures is Dog Sledding. Adults and children alike will enjoy the benefits gained from a dog sledding excursion. Our dogs are authentic sled dogs – our male, Naugh-Tue, and our female, Natasha, both come to us from our Iditarod friends in Alaska. Together with their pups, which were raised here in our home kennel, Naugh-Tue and Natasha show visitors a part of the Vermont that most people don’t get to see. Our extensive experience and love for the sport will make your adventure with us an authentic and exciting dogsledding experience.

Learn more about our various Dog Sledding Adventures below.


Dog Sledding Classic Rides

Learn how to harness your team and help hook them to the sled before your ride. our musher’s training sleds allow you to get the feel of driving the team with an experienced musher on the sled behind you. This is a two hour adventure. There is hot chocolate to warm you up when you get back from your adventure.


  • $125 per adult (an adult is anyone over 100 lbs as dog sledding is about weight)
  • $50 for a child 65 lbs and under
  • $75 for a child 65 lbs – 100 lbs

Moonlight / Starlight Dog Sledding Rides

  • Adults Only
  • Rides begin after 4 pm
  • $150 per person

This adrenaline pumping ride is Mother Nature’s answer to the Roller Coaster Tunnel! Using headlamps, you’ll experience the Vermont landscape as few ever do while you are whisked away on this nighttime run under a moonlit or starlit sky. Although it is not a requirment that riders have previous dogsledding experience, it is helpful. Adults only on nighttime rides, please.

Kids’ Dog Sledding Rides

  • A perfect introduction to dog sledding
  • Given at our kennel site
  • Controlled atmosphere
  • $50 per child

For children who want to experience dog sledding, our Kid’s Rides are the perfect introduction. A shorter tour than our standard ride and available on the Mountain Haven property at our kennel site, these rides provide a very controlled atmosphere where parents can watch their children as they go ’round on the sled. Perfect for photo ops for next season’s holiday cards. After a half hour dog sledding ride, kids and parents can enjoy half an hour of sledding on our sledding hill.




Our guided Snowshoe tours are a wonderful way to explore the backwoods of Vermont in Winter! Our Snowshoe Tours can accommodate groups, couples, or active families. If you don’t need a guided tour but want to rent snowshoes, snowshoe rentals are available for $15 per person,

Guided Snowshoe Tours

Montgomery Adventures will work with you to develop a wonderful guided snowshoe adventure for you or your group.


  • $35 per person includes guide and snowshoe rentals
  • Tours can be customized for you, whether you are a beginner or an experienced snowshoer
  • Our Snowshoe Tours are a great way to see dazzling ice formations and breathtaking winter scenery
  • Consider combining Snowshoeing with other winter adventures, like Dog Sledding or Ice Fishing. Call Keith and Lori to discuss the possibilities



Below are some other adventures we offer, but remember, our adventures are not just limited to what we have listed here. We can plan a family fun week or if you have an adventure you would like us to help you with, give us a call. We are here to make sure you have the time of your life here in Montgomery and its surrounding areas.

Basic Winter Survival Courses – start at $100.00 per person includes wilderness survival training. Learn how to make a lean-to, a fire in the snow with no matches, how to make signals, and other basic survival skills.

Overnight Winter Survival Courses – tailored to your specific needs, so prices will vary. Call Keith and Lori for details.

Ice Fishing – January through March, enjoy a full day of ice fishing with an experienced guide.  Food and equipment are included. Fishing licenses are not included and must be purchased separately prior to your adventure. Visit to purchase a fishing license online.

Child’s Winter Birthday – $40 per child for up to 4 children; $30 per child for 5 or more children. 4 hours of winter fun activities include dog sledding, snowshoeing, sliding, a bonfire with s’mores or wienies for roasting. Minimum of 3 children; Maximum of 8 children.