Middlebury, VT Horseback Riding Trails and Maps

254 Reviews

Looking for the best Horseback Riding trails around Middlebury?

Find the top rated horseback riding trails in Middlebury, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.

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5 Results
Activities
Length
Surfaces
Type

Lamoille Valley Rail Trail

94.3 mi
State: VT
Crushed Stone, Dirt, Gravel

Cambridge Greenway

1.4 mi
State: VT
Crushed Stone, Gravel

Cross Vermont Trail (Montpelier & Wells River Trail)

22.9 mi
State: VT
Ballast, Dirt, Gravel, Sand

Delaware and Hudson Rail-Trail

25.8 mi
State: NY, VT
Asphalt, Cinder, Dirt, Grass, Gravel

Cross Vermont Trail

87.4 mi
State: VT
Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
Closure Notice: Portions of the Lamoille Valley Rail Trail (LVRT) are closed due to flood damage. Please refer to the Vermont Rail Trail System website for more details. The Lamoille Valley Rail...
VT 94.3 mi Crushed Stone, Dirt, Gravel
Cambridge Greenway hugs the Lamoille River through the village of Jeffersonville in northern Vermont, about 30 miles northeast of Burlington. It is a four-season trail, popular with cross-country...
VT 1.4 mi Crushed Stone, Gravel
Locals lovingly describe the Cross Vermont Trail as a patchwork quilt that will ultimately form a 90-mile trail from Lake Champlain in the west to the Connecticut River in the east. A component of the...
VT 22.9 mi Ballast, Dirt, Gravel, Sand
The Delaware and Hudson Rail-Trail follows the flowing contours of the western Vermont countryside, rambling in and out of New York state, where there is a 4-mile gap. This border area is known as the...
NY, VT 25.8 mi Asphalt, Cinder, Dirt, Grass, Gravel
The Cross Vermont Trail (CVT) is a statewide route that links a number of Vermont trails and includes on-road sections. As of January 2016, 87 miles of trail are built and scattered across the state....
VT 87.4 mi Asphalt, Concrete, Crushed Stone, Dirt, Grass, Gravel

Recent Trail Reviews

Adirondack Rail Trail

Beautiful scenery from Tupper Lake to Lake Clear. Last couple of miles if going east towards Lake Placid is a deceiving uphill with not much shade. Overall a great trail.

July, 2026 by kjw979

Beautiful scenery from Tupper Lake to Lake Clear. Last couple of miles if going east towards Lake Placid is a deceiving uphill with not much shade. Overall a great trail.

Terry Gordon Trail

Well maintaned

July, 2026 by 450kustumz

Well maintaned

Delaware and Hudson Rail-Trail

Tale of 3 Trails

July, 2026 by trylondm

I did the entire trail, excepting the on-road portion in New York. Each section (the two in Vermont and the central part in New York) was quite different from the others, so I've broken my review into 3 parts.

The northern Vermont section (Poultney to Castleton) was in good shape and appears to get a lot of use, maybe 3 to 1 walkers to bikers. The surface of quarter inch gravel was not ideal, but enough has been brushed aside over the years that the ride was smooth and comfortable. It is well-maintained, mowed with no washouts or potholes, and just the right number of historical signs. It is generally well-shaded but probably the least scenic of the three sections.

The southern Vermont section (West Pawlet to West Rupert) was much more open and scenic, especially near Rupert, but Vermont's choice of quarter inch gravel surface is still generally in place so slows down the ride. A short detour to the general store in West Rupert for ice cream was a treat, as was a trail-side stream at the southern end to cool off in. The gentle slope made the northbound ride here more enjoyable than the southbound one. The trail was as well maintained as the northern portion. Ratio probably 4 to 1 bikers over walkers/joggers but fewer of both than the northern section.

The middle section in New York (West Pawlet to Middle Granville) was completely different. Parts of the surface were cinder (perfect for riding) while other parts were completely grass covered (and mowed) and as a result felt much like riding on someone's lawn - soft and slow. The scenery was less interesting, but the section in Granville was nice, with a park and B&B right on the trail. I didn't have time to explore the town, though. Despite the sunny Sunday, I saw few others using this part of the trail.

All in all, the trail was OK and has a lot of potential. With a better stone dust surface, I would have given it a 5-star. If the 4-mile break in New York between sections were completed, this would become a destination ride. With fall colors, it would be exceptional.

Accordion

Island Line Trail

Can't Miss Trail

July, 2026 by rocksteady107

Top trail for us in our travels so far. Diversity of scenery, activity, and terrain complete this adventure. We started and finished at a midway point, Leddy Park, to avoid potential congestion on the Burlington side, proved to be a good strategy. The Causeway is unique, not too often do you encounter a bike ferry. This is a destination ride to be sure.

Adirondack Rail Trail

lake land

July, 2026 by smashwin111

The part between Saranac and about 3 miles south of Floodwood (where the lakes begin/end) is the best. I thought Saranac to Placid was comparatively boring, although Placid is a must-see tourist town if in the area. The climb up to Placid at the end is worth noting. I did out and back, for reference.

Lamoille Valley Rail Trail

What a wonderful trail!

July, 2026 by wayne.ogden

A group of biking friends and I biked the length of the LVRT from Swanton to Saint Johnsbury (June 29-July 1, 2026). We had been hoping to ride the trail for the past several years but put it off due to the severe damage to it from several years of flooding rains. The LVRT experience was well worth the wait. The trail was in great shape. The scenery was spectacular and the communities along the trail seem to fully embrace the trail and the riders it attracts. There are quality lodging and eating options within a few miles of the trail. Organizations like the Lamoille Valley Bike Tours and Vermont's various governmental agencies have done themselves proud in creating, maintaining and promoting this trail. Even the black flies and mosquitos seemed to encourage riders by ignoring us.

My friends and I have ridden quite a few trails over the past 20 years in both Europe and the US and this little 100 mile gem ranks right up there with the best. Thank you to all the private and public individuals and agencies who made this trail a reality. And, a special acknowledgement of the many property abutters who may have been skeptical when this trail was just a proposal but seem to wholeheartedly seem to support the LVRT now!

Island Line Trail

fantastic ride on a warm mid-June day

June, 2026 by squirrelworks11

My wife and I rode this trail between the Echo all the way to the ferry and back, and we would have ridden the ferry if we didn't need to get back to return our bikes to the rental shop. Clear skies, temperatures in the low 80s, and we had a great time, even forgetting that we were lacking sleep after issues with flights. We hope to try it again some day when we wont feel so rushed.

Warren County Bikeway

Great Ride. Beautiful scenery.

June, 2026 by ckhmzk5664

Biked this well kept trail start to finish. Well marked. There are a couple of challenging uphill climbs but doable by most people. Historical plaques along the route are very informative. There are some rest areas with benches. Highly recommend this trail. Looking forward to riding it again.

Adirondack Rail Trail

A gem in the Adirondacks!

June, 2026 by steve.schwinn

A great ride through boreal forest of the Canadian Shield geological formation! I did an out-and -back from Tupper Lake (the largest trailhead parking lot I’ve ever seen!) to Lake Placid. The trail is in great condition- packed crushed gravel except for a short paved section east of Saranac Lake. The trailheads all have portable toilets. There is a temporary trailhead at Lake Placid as a new one is under construction.
A good portion of the trail runs through deep forest but there are plenty of areas where the views open up, usually associated with the many ponds and lakes.
This one is a gem!

Lamoille Valley Rail Trail

New Trailhead in Swanton, VT

June, 2026 by vanhuttd

There is a new trailhead with parking for about 20 cars near the west end of the trail (Swanton end) where the trail crosses Robin Hood Dr. better option than the Park & Ride a few blocks away which has fewer parking spots and several trailers stored in the lot.

Lamoille Valley Rail Trail

Trail has enough Snow to Ski and Snowshoe. Must remove Skis and Snowshoe to go through Tunnels and Cross Roads.

January, 2026 by fredmutzek

Trail has enough Snow to Ski and Snowshoe. Must remove Skis and Snowshoe to go through Tunnels and Cross Roads.

Cross Vermont Trail

This Trail has been all redone we started at Ricker pond and went to Kettle pond was so much fun the views were amazing

October, 2025 by jeanine05851

This Trail has been all redone we started at Ricker pond and went to Kettle pond was so much fun the views were amazing

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