❄️ 7 Easy & Beautiful Winter Hikes in Litchfield County, CT
- Amber in New England

- Jan 9, 2024
- 4 min read
Updated: 16 hours ago
Litchfield County is filled with so many beautiful trails, but when winter hits the northwest corner of Connecticut, it becomes covered in a blanket of snow, sometimes making trails less accessible and difficult to traverse.
If you are looking for an easier but still beautiful trail to hike this winter, one of these seven options is a great place to start.

Many of these trails also show up in my list of short hikes in Northwest Connecticut that work year-round with the right conditions.
Welcome to Litchfield County, CT
Litchfield County is a winter paradise! Rolling hills, charming towns like Litchfield and Washington, and classic New England vibes. The towns are warm and the trails offer over 200 miles of hiking.
Essential Winter Hike Prep
Even though these trails are rated easy, preparing for them requires a winter-specific approach. The key to an enjoyable winter hike is proper layering and traction.
Essential Winter Prep Checklist | Action Item |
Layering | Ditch the cotton! Layer up with a base, mid, and outer layer. (See my full guide on How to Layer for a Day Hike: The Essential 3-Layer System). |
Footwear | Wear tall, wool winter socks. Step into insulated winter hiking boots with ankle support to combat temperatures that can drop below 15 degrees. |
Traction | Toss in a pair of hiking micro-spikes if the trails are icy. For deeper snow-covered paths, opt for snowshoes. |
Backpack | Assemble the perfect day pack stocked with all the essentials. (Use my Day Hiking Essentials Checklist: What to Pack for New England & Beyond). |
Whether you're a seasoned hiker or just eager to explore, these Litchfield County hiking trails are ready and waiting!
The 7 Best Easy Winter Hikes in Litchfield County
1. Little Pond Boardwalk Trail (Litchfield)
The Vibe: A lollipop trail that goes around Little Pond, part of the White Memorial Foundation in Litchfield.
Why It's Easy: This trail is about 1.2 miles long, mostly on an elevated boardwalk that barely gains elevation.
Winter Scene: During the winter, the trail is quiet and peaceful. You can hear birds chirping as you make your way around the loop. A perfect spot for peaceful vibes.
GPS Directions [GPS Link]
2. Topsmead State Forest (Northfield)
The Vibe: Perfect for a laid-back winter hike or an easy stroll. It’s like a mini-adventure for history buffs.
Why It's Easy: Spread across 16 acres, you can wander through the woods, chill by the pond, and check out the grounds of a beautiful English Tudor style house.
Winter Scene: The historic grounds covered in snow offer fantastic photo opportunities.
GPS Directions [GPS Link]
3. Kent Falls State Park (Kent)
The Vibe: If you are looking for a dramatic winter waterfall without a long hike, this is the place.
Why It's Easy: The crown jewel of the region, Kent Falls boasts a series of cascading waterfalls. Only a few steps from the parking lot, you can take in this scene.
The Walk: The trail leads you up a set of stairs and paths, winding through wooded areas and providing a few viewing points. A must-see!
GPS Directions [GPS Link]
4. Campbell Falls State Park (Norfolk/Southfield, MA)
The Vibe: Tucked in the quiet corner of Connecticut and straddling the Massachusetts border, the 100-foot waterfall is surrounded by forests, making for a peaceful experience.
Why It's Easy: The trail leading to the falls from the main parking area in Southfield, MA, is short but rewarding.
Pro Tip: Be warned, in the winter this trail can be icy. To add some mileage, opt to park at the trailhead off Spaulding Road in Norfolk and hike in about 0.5 miles to the falls.
GPS Directions [GPS Link]
5. Orenaug Park (Woodbury)
The Vibe: The perfect opportunity to visit a fire tower without putting in the miles.
Why It's Easy: Park on Park Road by the pond and take the Fire Trail between the two stone pillars. This trail is easy and direct, making it about 1.1 miles roundtrip.
The Reward: Once at the end, you're greeted by a 520 foot fire tower, where you get a 360 degree view of Pomperaug Valley. You also hike to two other viewing points looking out over the town.
GPS Directions [GPS Link]
6. Fox Brook Trail System (Goshen)
The Vibe: An awesome, customizable adventure by the Goshen Land Trust.
Why It's Easy: This is a three-part system of easy trails:
John Ross Trail: About 3.6 miles out and back.
Richard Kobylenski Wildlife Area: Around 2 miles out and back.
Fox Brook Preserve: A quick 0.7-mile escape.
Highlights: These trails will lead you through the woods, across a couple of bridges, and alongside the river, a perfect playground to spot wildlife.
Pro Tip: Parking for Fox Brook Preserve is tight; it's better to kick off from Pie Hill Road or East Street South for a longer hike. Be careful crossing the busy Route 4.
GPS Directions [GPS Link]
7. Barbour Woods (Norfolk)
The Vibe: A series of easy trails throughout the forest and meadows.
Why It's Easy: With so many trails, you can create your own hike, making it as long or short as you wish. The main parking area is off of Lovers Lane.
Highlights: Look for scenic areas like the old stone arch bridge and views of Haystack Mountain across the street.
GPS Directions [GPS Link]
When you are trying to plan your next winter hike, remember: it's not about the distance; it's about taking it easy and having a good time outdoors! Hope you enjoy your next winter adventure in Litchfield County.





















































































































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