Biking – Southern Vermont

Southern VT Biking & Cycling Trails

VTbike2Take 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 Biking – Bicycling Tours & Trails

Wildflower Inn ,Vermont Inn Northeast Kingdom Vermont Inn country inn dining bed and breakfast inn, country inn,
The Wildflower Inn, Darling Hill Road, Lyndonville, VT 05851
"Warm hospitality... the gardens are famous"Yankee Magazine. Hike or bike Kingdom Trails- a multiple-use trail system unlike any other and recently voted as the BEST MOUNTAIN BIKE TRAIL NETWORK in North America by Bike Magazine in their annual Reader's Poll. These non-motorized trails operate year-round with opportunities for all levels of ability. Relax and recharge at this country inn with resort amenities on 570 acres in Vermont's Northeast Kingdom. Offering 24 guest rooms and suites, pool, tennis, trails, petting barn, skiing, snowmobile tours, x-country skiing, hay / sleigh rides, spa, and sauna. Country breakfasts and dinners overlooking perennial gardens and spectacular mountain views. Wedding facilities. Kid friendly. Easy to get to from I-91 & I-93.
Visit The Wildflower Inn Website



InGear Outfitters: Rooted In Cycling Your Headquarters for Bombtrack, Merckx, Hollandia and Joey.




VTbikeChester-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.

Southern Vermont Vacations
Southern Vermont

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Vermont Bike Trails by Region

Vermont Biking Trails

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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