Southern VT Biking & Cycling Trails
Take a bicycling adventure in Southern Vermont. Chester, VT is a scenic village that is a good choice for your Vermont biking vacation. This village offers nice local lodging, dining, and scenery to make your biking trip truly memorable. Make a selection below to view suggestions for a southern Vermont biking adventure. Find southern Vermont bike trails, bicycling routes, and cycling locations for every skill level. The State of Vermont is home to hundreds of miles of mountain biking trails and bicycle routes. Share your Vermont biking updates, ask us about VT biking vacations or feature your business, contact us.
Southern Vermont Bicycling Tours & Trails
The Wildflower Inn, 2059 Darling Hill Road, Lyndonville, VT 05851 | 802-626-8310
Trailside Lodging in the Northeast Kingdom of Vermont. Your next great adventure awaits at The Wildflower. A four-season destination property for the best in outdoor recreation and Vermont experiences. With our 25-room Inn, full-service restaurant, pub, Village Sport bike shop (with rentals) and KCE guide company right on the property, you will have everything you need to make the most of your Vermont visit.
Visit The Wildflower Inn - Lyndonville, VT
Mount Snow Summit Grand Resort Hotel & Conference Center, 89 Grand Summit Way, West Dover, VT 05356
Relax after a day on the slopes, skiing, hiking or biking excursions by indulging in spa treatments or unwinding on the outdoor pool deck. Find out why this is one of the most popular destinations in Southern Vermont. Find current specials and rates below.
Visit Mount Snow Grand Summit Resort Hotel & Conference Center - Mt. Snow, VT
The Lodge at Spruce Peak, a Destination by Hyatt Residence, 7412 Mountain Road, Stowe, VT 05672
Welcome to Spruce Peak in Stowe, Vermont! This Luxurious ski resort by Hyatt Destinations offers ski-in/ski-out access. The resort's spa offers in-room massages and wellness treatments such as aromatherapy, body scrubs, body wraps, and facials. Other on-site facilities include a steam room, a sauna, and a spa tub. Find exclusive specials and rates below.
Visit Lodge at Spruce Peak - Stowe, VT
Trapp Family Lodge, 700 Trapp Hill Rd, Stowe, VT, 05672
Escape to the enchanting Trapp Family Lodge in Stowe, Vermont, where Austrian charm meets breathtaking Green Mountain views. Indulge in cozy accommodations, world-class dining, and endless outdoor adventures on over 2,500 scenic acres. Whether you're savoring a quiet moment by the fire or exploring the trails, the Trapp Family Lodge promises an unforgettable Vermont retreat. Check availablilities and current specials below.
Visit Trapp Family Lodge, Stowe, VT
North Hero House Inn, 3643 U.S. Rte 2, North Hero, VT 05474
The North Hero House Inn & Restaurant offers a charming lakeside escape with beachfront dining, a firepit, and a complimentary local breakfast. Guests rave about the attentive staff, cozy individually decorated rooms with free WiFi and Smart TVs, and relaxing spa services like deep-tissue massages. Enjoy drinks at two inviting bars, unwind in a smoke-free setting, and savor fresh Vermont flavors while soaking in the stunning waterfront views. Check availablilities and special rates.
Visit North Hero House Inn, No. Hero, VT
Chester-Cambridgeport Loop
Chester, VT
26 Mile Loop – Moderate Rating
Travel through picturesque historic towns beginning on Main Street in Chester and continuing straight onto SR 103 South for approximately six miles before turning South onto Pleasant Valley Road. The trail bears right at the intersection with SR 121 and follows a narrow and winding, yet fairly flat, stretch to the town of Grafton. Trail then turns right onto SR 35 North, traveling back to Chester and turns right again onto SR 11 to return to the starting point.
Dorset-Rupert-Pawlet Loop
Dorset, VT
30 Mile Loop – Moderate Rating
This scenic ride through the Vermont countryside is a popular mountain biking excursion. The route travels north on SR 30 to Pawlet and continues two miles farther north before turning left onto a Secondary Road that follows the Mettawee River to the intersection with SR 153. The trail turns left and heads South to Rupert, traveling through beautiful countryside on SR 30 to East Rupert before returning to the starting point in Dorset.
Mount Snow
West Dover, VT
140 Mile Network – Easy to Difficult Rating
Mount Snow is the first Vermont ski area to promote mountain biking, and is known as the area’s ‘Mountain Bike Capital’. For a modest fee, you can access Mt. Snow’s 3,556-foot summit via chairlift. Mt. Snow also offers a Mountain Biking School.
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SUGGESTED SOUTHERN VT LODGING Visit Southern VT Vacation Specials. Browse Manchester VT area vacation rentals, inns, resorts, and pet-friendly lodging availabilities below.Adult Bikes Electric Bikes Trail Bike Sale
- Lightweight 16-inch steel frame is the perfect bike for rides around your neighborhood or trails. The 24-inch wheel frame fit riders 5’5” to 6’0” inches tall
- Bicycle comes with an alloy crank that provides steady gear changes that cause less maintenance
- Mountain bike has twist shifters with a rear derailleur to make gear changes quick and easy
- Wide knobby mountain tires sit on a lightweight and durable alloy wheel that adds stability and balance to the rider for all weather and terrain types
- Front and rear alloy linear pull brakes provide secure stopping power and speed control so you can ride with confidence in a variety of conditions.
- All-terrain, wide knobby mountain tires provide the grip and stability you need out on the trail, while alloy wheels add lightweight strength.
- 21-speed twist shifters provide quick, precise gear changes on the trail. Plus, the Schwinn alloy crank offers optimal gearing and less maintenance.
- Accessories that are included are quick release seat posts that make for a quick and easy adjustment
- Lightweight Aluminum Frame: Built with a 17-inch lightweight aluminum frame for durability and ease of maneuverability, perfect for tackling mountain trails and all-terrain adventures.
- 21-Speed Gear System: Equipped with a 21-speed drivetrain for precise and smooth shifting, offering versatility for climbing hills, navigating rough trails, or cruising flat paths.
- Knobby All-Terrain Tires: Features rugged knobby tires designed to grip various terrains, from rocky trails to gravel paths, ensuring stability and control on every ride.
- Reliable Alloy Linear Pull Brakes: Includes alloy linear pull brakes for dependable stopping power, giving you confidence on steep descents and uneven surfaces.
- Ergonomic and Convenient Design: Designed with comfort in mind, it includes an ergonomic saddle, comfortable grips, and a kickstand for added convenience when parking or storing.
Vermont Bike Trails by Region

Bike Vermont! Explore Vermont bicycling in every region. Champlain Valley, Northeast Kingdom, North-Central, South-Central and Southern Vermont.
Champlain Valley VT Biking
Burlington, Middlebury, St. Albans, the Islands of NW Vermont
North Central VT Biking
Montpelier, Barre, Randolph, Waterbury, Stowe, Mad River Valley
Northeast Kingdom VT Biking
St. Johnsbury, Newport, Barton, Lyndonville, Burke, Jay, Island Pond
South Central VT Biking
Rutland, White River Jct., Woodstock, Quechee, Brandon, Killington, Ludlow, Weston, Chester
Southern VT Biking
Bennington, Brattleboro, Manchester, Arlington, Newfane, Mt. Snow area
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