GUIDE TO MOUNTAIN BIKING IN SOUTHERN VERMONT
Southern Vermont offers a variety of mountain biking trails for riders of all skill levels, from beginner-friendly paths to challenging climbs that reward you with thrilling views. Whether you’re looking for a quick ride close to town or an all-day adventure, these trails showcase the best of Vermont’s rugged terrain.
A major shout-out to our friends at Four Mountain Cycles in Londonderry, VT and at The Boot Pro Ski & Bike in Ludlow, VT, for helping us flesh out this guide with tons of great spots even we didn’t know about. Need to rent a bike or get a tune-up on one you already own? Give them a call.
Location: Manchester, Vermont
Trailhead & Parking: Both at Red Gate trail head, Manchester, Vermont
The network is accessible from the Red Gate (main entrance to the Equinox Preserve) or via West Union Street, just
off Route 7A near the Equinox Resort. Park at the Red Gate Trailhead for the easiest access.
Distance from Honeypot Farmhouse: Approximately 23 miles
Trail Type: Singletrack, forest trails
Distance: Varies (network of trails)
Difficulty: Intermediate
Located behind Burr & Burton Academy, this trail system climbs the lower slopes of Mount Equinox. Featuring a mix of well-maintained dirt trails and more technical sections, it’s a favorite among local riders for its moderate challenge and wooded scenery. With a variety of loop options, it suits both shorter spins and longer rides. Autumn brings especially vibrant views. Additional parking is available at the base of the school please be respectful of school hours and activities. Check trail conditions in advance, as rain can make some areas slick.
Nearby Pit-stop: Stop by Zoey’s Deli in Manchester for fresh sandwiches and silly-good homemade chips. We recommend the Club Sandwich: a classic stack done right, layered with turkey, ham, bacon, cheese, lettuce, tomato, and mayo on their house-baked bread. Simple, solid, satisfying.
Location: Dorset, Vermont
Trailhead/Parking: End of Grouse Lane, off of Tower Road, in Dorset, Vermont
To reach the trailhead, follow Dorset Hollow Road to Tower Road, then turn onto Grouse Lane. Stay left at the fork and
continue until you reach the Green Mountain National Forest kiosk marking the trail’s start.
Distance from Honeypot Farmhouse: Approximately 26 miles
Trail Type: Steep climbing switchbacks, ridgeline trail
Distance: 3.75 miles
Difficulty: Advanced
This is a rugged, steep climb through switchbacks that rewards skilled riders with fast descents and sweeping mountain views. While not officially signed, the trail is well-used by locals. It’s best suited for riders who enjoy technical uphill efforts and flowy downhill rides. Bring plenty of water and a GPS or charged phone—this is a remote area.
Limited parking is available near the kiosk in a small meadow—please avoid blocking private driveways.
Nearby Pit-stop: After you shake out your legs, head into town and grab a seat at The Dorset Inn. It’s a warm, wood-paneled kind of place that feels exactly right after a ride like this. The whole menu leans classic and comforting, but if you know, you know: the bread pudding is the move. Soft, rich, and a little boozy—it’s been a guest favorite for years, and for good reason.
Location: Dorset, Vermont
Trailhead/Parking: Kirby Hollow Road, Dorset, Vermont
While there isn’t an official trailhead, access is typically gained via Kirby Hollow Road, particularly near 1045 Kirby Hollow Road, which is the address of the Long Trail School. This is the most common starting point for riders.
Distance from Honeypot Farmhouse: Approximately 27 miles
Trail Type: Mixed-use, unmarked forest trails
Distance: Varies (network of trails)
Difficulty: Easy to Advanced
A quiet, lesser-known trail network that offers everything from smooth beginner loops to more rugged climbs. Though unmapped, the paths are well-worn and perfect for exploring with a local or navigating cautiously. The radiant and tranquil setting make it a great spot for all levels. Limited parking is available in a small pull-off near the Long Trail School, and remember, this is a school—we suggest avoiding the area during normal school hours. Also,please be mindful of private property, and given the unmarked nature of this option, don’t forget your GPS!
Nearby Pit-stop: After your ride, do not sleep on Dorset Bakery. Yes, the coffee is great, and yes, the breakfast sandwiches are solid—but let’s talk about those butter croissants. Flaky, rich, and absurdly good for a place this far west of the Champs-Élysées). And if you’re sitting down? Get the French toast. It’s golden, custardy, and just… elegant. Pair it with a mimosa and you’ve got yourself a little post-ride reward that feels like a full-on celebration.
Location: Rutland, Vermont
Trailhead/Parking: 2 Oak St Extension, Rutland, VT 05701
The start of the trail at Pine Hill Park is located at the Giorgetti Athletic Complex, which is at the end of 2 Oak Street Extension in Rutland, VT. There is a parking area there, and you’ll find a trailhead kiosk with maps and info right near the parking lot. From that point, you can access the main trails like Droopy Muffin, Underdog, and the Carriage Trail.
Distance from Honeypot Farmhouse: Approximately 27 miles
Trail Type: Well-maintained singletrack network
Distance: 16 miles
Difficulty: Beginner to Advanced
Located right near downtown Rutland, Pine Hill Park is one of Vermont’s most popular mountain biking destinations. With 17 miles of trails, it offers a mix of fast, flowy sections, technical rock gardens, and forested paths. The park is well-marked, making it a great spot for riders unfamiliar with the area. The variety of terrain ensures an exciting experience for all skill levels. Parking is available at the trailhead.
Nearby Pit-Stop: When you wrap up, do yourself a favor and head to Rutland Beer Works—still lovingly known to locals as “The Hop’n Moose” even after it changed names. It’s Rutland’s very first brewery and one of our go-tos for post-ride recovery. The atmosphere is casual, the food is hearty, and the brews? Top-notch. Better Dayz IPA delivers a bold, citrusy punch with just a hint of pine, thanks to the Simcoe, Calypso, and Citra hop blend. For something maltier, Rutland Red is their house amber ale—rich, smooth, with a gentle herbal finish. Pair either with the maple bacon burger or a wood-fired pizza, and you’ve got yourself the kind of trail-to-table moment that feels exactly right.
The Slate Valley Trails network in Poultney, Vermont, features over 60 miles of professionally-built mountain biking and hiking trails, accessible from multiple trailheads. (Check out our hiking guide here.) Whether you’re after fast descents, steady climbs, or riverside loops, this expansive trail system offers something for every rider level.
Location: Poultney, Vermont
Trailhead/Parking: Located at 937 Endless Brook Rd, this trailhead begins directly behind the gravel parking area.
Clear signage marks the entrance to key trail loops branching into the forested network.
Distance from Honeypot Farmhouse: Approximately 32 miles
Trail Type: Forested singletrack; flow and climb mix
Distance: Varies (interconnected trail network)
Difficulty: Intermediate to Advanced
Tucked into a quiet, wooded setting, Endless Brook offers one of the most dynamic riding experiences in the Slate Valley Trails network. From steady elevation gains and tight switchbacks to fast, flowing descents, this trailhead is a go-to for riders seeking a more technical and immersive ride.
The gravel lot accommodates multiple vehicles, and provides immediate access to some of the area’s most popular loops. With its calm, atmosphere and terrain well-suited to solo training or advanced exploration, Endless Brook has become a local favorite for seasoned riders and those looking to test their skills.
Nearby Pit-stop: After your ride, head into town and choose between two local favorites: Toad’s Burger Bar or Poultney Pub. At Toad’s, the “Toad’s Double w/ Bacon” is our go-to when feeling ravenous. As one local told us, “A smash burger here tastes unlike anything else.”
If you’re leaning toward Poultney Pub, you really can’t go wrong with any of their sandwiches. We love the Vermont Pork Belly Banh Mi and “The Big Dill” chicken sandwich. Their salads deserve some real love, too, with “The Root” being our fave with roasted beets, charred carrot hummus, Vermont Creamery Goat Cheese and other associated deliciousness.
Location: Poultney, Vermont
Trailhead/Parking: Accessed at 131 Town Farm Rd in Poultney, this trailhead starts at the back side of the Fairgrounds field, where a large kiosk displays a detailed trail map. Paved parking is available beside the town athletic fields.
Distance from Honeypot Farmhouse: Approximately 31 miles
Trail Type: Mixed terrain; beginner-friendly loops to technical routes
Distance: Varies (network of trails)
Difficulty: Easy to Advanced
Located on level, town-owned land, the Fairgrounds Trailhead is a welcoming access point to the Slate Valley Trails system—ideal for families, new riders, or mixed-ability groups. The open field at the entrance provides a relaxed, social space before transitioning into wooded trails that offer everything from mellow circuits to more challenging singletrack.
With ample paved parking and a clearly marked trail kiosk, it’s an easy and approachable starting point for riders looking to build skills or enjoy a group ride close to town.
Nearby Pit-stop: For a post-ride meal, check out our thoughts above on Toad’s Burger Bar and Poultney Pub.
Location: Castleton, Vermont
Trailhead/Parking: Access the trail system via the marked path behind the Castleton University Pavilion, adjacent to the sports fields. Parking is available in the visitor lot near the Pavilion and athletic complex, with campus signs directing to public trail access.
Distance from Honeypot Farmhouse: Approximately 35 miles
Trail Type: Forest and meadow trails; low traffic
Distance: Varies (interconnected trail network)
Difficulty: Easy to Intermediate
Situated close to Castleton University’s campus, this trailhead offers a quiet, low-traffic setting ideal for quick rides between classes or relaxed outings. The trails weave through open meadows and gentle woodlands, providing a secluded experience perfect for new riders or those seeking a quiet retreat in nature. Clear signage and easy access from campus parking make this one of the most approachable entries to the Slate Valley network.
Nearby Pit-stop: After your ride, head into town and grab a booth at the Birdseye Diner in Castleton—a true retro gem that feels like stepping back in time. If you’re into classic American diners like we are, this one’s a standout. The fried chicken here is next-level—crispy, juicy, and some of the best we’ve ever had. We’ve also got a soft spot for the Roasted Turkey dinner served with their homemade turkey gravy and a buttery mashed potatoes. It’s the kind of comfort food that hits just right after a day on the trails.
Location: Poultney, Vermont
Trailhead/Parking: The trail begins near the York Street Bridge on the western bank of the Poultney River, with
parking available at a small gravel pull-off nearby. Look for the footpath entrance just west of the bridge.
Distance from Honeypot Farmhouse: Approximately 32 miles
Trail Type: Riverside loop
Distance: Approximately 2.5 miles
Difficulty: Easy
This mellow riverside loop is a great option for a relaxed ride or a casual stroll. Starting near the York Street Bridge, the path meanders alongside the Poultney River and links up with an impressive stretch of the historic Delaware & Hudson Rail Trail. It’s a peaceful, tree-lined route with views of wetlands, meadows, and stretches of old stonework that hint at the area’s industrial past.
Keep an eye out for Great Blue Herons near the water, and if you’re into geology, the trail offers glimpses into the region’s rich slate history, with various rock formations visible along the way. Bring a camera or binoculars if bird-watching your thing, and take your time. This one’s less about mileage and more about slowing down.
Nearby Pit-stop: Once more, as noted above, check out Toad’s or Poultney Pub.
Location: Poultney, Vermont
Trailhead/Parking: Access the trail just off Delaney Cross Road through a narrow forest entrance marked by a small wooden sign. Parking is limited to roadside spots—please park fully off the road and respect private property boundaries.
Distance from Honeypot Farmhouse: Approximately 33 miles
Trail Type: Shaded, forested trails
Distance: Varies (interconnected network)
Difficulty: Beginner to Intermediate
Tucked deep within a quiet forest, the Delaney Woods Trail provides a serene way to cool, shaded singletrack. This low-traffic area is favored by riders seeking a chill, meditative, relaxed ride through some lush forests. . Early morning light filtering through the canopy enhances the quiet beauty of this easy ride, making it an ideal spot for beginners or anyone looking for something nice and mellow.
Nearby Pit-stop: For a post-ride bite, swing by The Wells Country Store—a small-town gem just a short drive from the trail. Their Friday lunch specials are always worth checking out with rotating weekly offerings that keep things interesting. Don’t skip the house-baked muffins—they’re a local favorite for good reason, especially the blueberry crumb when it’s in the case. Grab a sandwich, sip a hot coffee on the porch, and soak in the easygoing vibe. It’s the kind of place that makes you want to linger.
The Ascutney Trails network offers an extensive and diverse range of mountain biking routes, accessible from both the Ascutney Outdoors Center and Town Forest trailheads. Spanning over 45 miles of non-motorized trails, this system stretches across the base and western flank of Mt. Ascutney, showcasing varied terrain and striking forest landscapes. Below are some suggested loops. For stronger riders, just connect multiple sections from either trailhead and enjoy a full-day traverse across the mountainside.
Location: Brownsville, Vermont
Trailhead/Parking: The Ascutney Outdoors Center (AOC) is located at 449 Ski Tow Rd (accessed via Route 44) in Brownsville, Vermont. Just 15 minutes from Exit 8 off I 91, the AOC is the hub for all activities: hiking and biking, skiing and snow-tubing, events and other activities.
Distance from Honeypot Farmhouse: Approximately 40 miles
Trail Type: Multi-use, mapped trail network
Distance: Up to 45 miles
Difficulty: Easy to Advanced
Serving as the primary hub for the Ascutney Trails network, the Ascutney Outdoors Center (AOC) provides access to a diverse range of trails, from beginner-friendly loops to challenging climbs and descents.
Located at the base of the former Ascutney Mountain Resort, this trailhead sits on land that once hosted a popular ski area, which operated from the mid-1940s until it closed in 2010 due to financial and declining skier traffic. Visitors can still see remnants of the old infrastructure, including lift towers, ski runs now repurposed as trails,and the base lodge area—now transformed into a community outdoor hub.
The trailhead features clear signage, nearby facilities, and a spacious parking lot suitable for vehicles with bike racks and trailers, making it ideal for riders looking to explore the extensive mountainside trails or embark on longer adventures.
Nearby Pit-stop: Food and drink options are a bit limited around here, but if you’re starving, swing by The Maple Kitchen at the Holiday Inn for some simple, locally-inspired fare—their Vermont BLT really ain’t that bad.
If you’re up for a short drive—about 10 miles down the road—Harpoon Brewery in Windsor is well-worth the visit.Their famous Harpoon Pretzel, paired with one of their signature UFO beers, is one of those classic combos that never gets old. Whether you’re winding down after a big ride or just looking to soak in some local flavor, both spots have their own charm and make for a satisfying finish.
And before you head back to Honeypot from Harpoon, be sure to check out Blake Hill Preserves and SILO Distillery
tucked into the same little complex
Location: Brownsville, Vermont
Trailhead/Parking: Less than a mile from the AOC at 102 Mountainside Drive you will find a small parking area (just a few cars) which allows for easy access to the privately-owned Mile Long Field. Cross over the bridge to stroll, run or ride up the expansive Mile Long Field.
Distance from Honeypot Farmhouse: Approximately 39 miles
Trail Type: Multi-use, mapped trail network
Distance: 45+ miles (interconnected)
Difficulty: Intermediate to Advanced
This lesser-known entry point into the Ascutney Trails offers a tranquil and scenic start to your ride. The Mountainside Drive trailhead provides access to connecting trails that integrate into the broader Ascutney network.
While the Mile Long Field is privately owned, landowners have generously permitted public recreational use in partnership with the Ascutney Trails Association. Visitors must stay on designated trails and respect signage and closures. Parking is limited to roadside pull-offs—please take care not to block driveways or access points. This location is best suited for experienced riders seeking a quieter, more secluded trail experience.
Nearby Pit-stop: One more time, stop by The Maple Kitchen if you must, and Harpoon Brewery if you can swing it.
Whether you’re looking for a challenging ride up the mountains or a leisurely cruise through the woods, Southern
Vermont’s trails offer something for everyone. Be sure to check trail conditions before heading out, and always pack the essentials for a safe and enjoyable ride!
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Welcome to Honeypot Farmhouse— Your family's year-round VT retreat. We're under 10 miles from Okemo & Magic, 14 miles from Bromley, & less than 35 miles from Stratton, Mt Snow & Killington. We just renovated our 1850s home to be a balance of modern and cozy; where we—and you—will never want to leave. Come for a fun-filled weekend on the mountains skiing or a relaxing getaway in nature. End your day curled up by the fire in our cozy Great Room or over a glass of wine in our open-concept kitchen