Biking – Rutland Woodstock

South Central VT Biking & Cycling Trails

VTbike2The Killington, Woodstock, Quechee, Thetford, Plymouth, and Rutland region is a good choice for your Vermont bicycling vacation.  Looking for a Vermont biking adventure? It could not be easier. Custom bicycling tours, mountain bike trips, back roads bike tours – you name it.

Find Vermont bike trails and cycling location that is perfect for your skill and style. Share your Vermont biking updates or ask us about VT biking vacations. To feature your business, contact us.

Rutland Woodstock Okemo VT Bicycling Tours & Trails

The Vermont Inn - A Killington VT Country Inn
The Vermont Inn, 78 Cream Hill Road, Mendon, VT 05701 | 802-775-0708
The Quintessential New England Country Inn. The Vermont Inn is located in the Green Mountains, halfway between Rutland and Killington. The Vermont Inn has been welcoming guests since the 1940s. Originally built as a farmhouse in the 1840s, the inn now features 15 individually decorated guest rooms and suites. Sensational Vermont Breakfast, Pet Friendly rooms available. Seasonal outdoor pool. Inquire about small weddings, family gatherings, or special requests.
Visit The Vermont Inn - Mendon, VT


Okemo Resort
Okemo Resort, Jackson Gore Condo Rental, Ludlow, VT
Welcome to your stunning 1-bedroom condo for 4, where beautiful and convenient living awaits. Located close to amenities, shops and attractions, you'll have everything you need right at your fingertips. Access top Okemo resort amenities and more, to make your stay truly unforgettable! Check current rates and availabilities below.
Visit Okemo Resort, Jackson Gore, Ludlow, VT


VTbikeDeleware & Hudson Rail Trail
Castleton to West Rupert, VT
20 Mile Trip – Easy Rating
This trail is comprised of two portions of a 34-mile rural trail connecting western Vermont and eastern New York. This old railroad bed is covered with original ballast extending 10 miles from Castleton to Poultney with an additional 10-mile segment traveling from West Pawlet to West Rupert. Both sections are connected via 14 miles of undeveloped rail bed in New York State. Used for mountain biking, walking, horseback riding, and snowmobiling with 17 bridges along Vermont routes and abundant wildlife viewing.

Plymouth Union-West Bridgewater Loop
Plymouth to Union, VT
19 Mile Loop – Moderate Rating
This road biking tour begins at the junction of SR 100 and 100A and follows SR 100A to Bridgewater Corners. The tour ascends a difficult hill (known as Hysteria Hill) that offers a six-mile decent. The tour includes an optional side trip to the historic town of Plymouth, where it turns left onto US Route 4 West in Bridgewater Corners and continues for six miles to West Bridgewater before turning left onto SR 100 South to return to the starting point.

Union Village Dam Project
Thetford Center to Union Village, VT
2.5 Mile Trip – Easy Rating
This fairly flat gravel road runs through the Union Village Dam Project with streamside picnic areas and follows along a gorge traversed by the Ompompanoosuc River. The trip is especially popular among families with children.

South Central VT
South Central Vermont

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SUGGESTED WOODSTOCK VT LODGING Visit Woodstock Vacation Specials. Browse Woodstock VT 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

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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