Where Luxury Meets Loam
Ride hard, recover harder in Woodstock.
2 Riding Days • 3 Trail Networks • Off-Bike Activities • All Pedal Power
Photo Courtesy of WAMBA
If your agenda includes real riding as well as a taste for the finer things, or when your group includes non-riders, Woodstock is your town.
The trails here accommodate riders of all abilities but really reward experience. Long grinding climbs, rooty, rocky descents, and ribbons of loamy flow serve you every physical and mental challenge that you enjoy on a bike, while your traveling partners can happily entertain themselves with all that this charming Vermont village has to offer.
DAY-BY-DAY ITINERARY
The Woodstock Inn offers pet-friendly rooms. (Courtesy Photo)
ARRIVAL DAY
Settle Into a Bit of Vermont History
Check into the Woodstock Inn & Resort, a full-service hotel whose central location and in-house Activity Center make it an excellent hub for your stay. Stroll across the village green and walk through the historic Middle Covered Bridge, built with pegs instead of nails. Browse the shops of Woodstock’s brick-lined main street and then ease into Dr. Coburn’s Tonic for a craft cocktail and a classic Coburn Burger. Arriving late? Bar bites are available at the Woodstock Inn’s brew pub until 11 pm.
A Section of “Shooter” at Aqueduct Trails (YouTube: GreenMountainBiker)
DAY ONE - MORNING
Slay a Forest Full of Singletrack
Get an early start at Mon Vert Cafe to energize yourself for a full day of riding, then drive five minutes to Aqueduct Trails, featuring 13 miles of purpose-built singletrack with a variety of terrain. Beginners can’t miss TNT and Dyno-Mite, while more advanced riders may want to bite off the Cabot Pepper Jack Loop. On your way back to town, grab a sandwich at the Woodstock Farmers’ Market and stock up on Vermont delicacies—local cheese, maple sugar, and a fresh rhubarb pie are impossible to resist.
Abracadbra takes coffee more seriously than they take themselves. (Courtesy photo)
DAY ONE - AFTERNOON
Sip Seasonally-Sourced Strange Magic
The almighty Abracadabra Coffee Roasters will set you up for the afternoon’s ride with a single-origin dose of delight. You’ll need it to lap the Saskadena 6 Trails, which is one of the oldest ski areas in the country, but only spins their lifts in winter. Rely on your fitness and stoke to power you to the top of their 12 purpose-built downhill trails, 75% of which favor intermediate and advanced riders.
For a unique non-riding afternoon, visit the VINS Nature Center to see live raptors up close or take a forest canopy walk.
The beer and food menus at Worthy Kitchen change daily. (Courtesy photo)
DAY ONE - EVENING
Farm to Table Comfort Food? Check.
If the day has you feeling cooked, drop by East End Park for a dip in the Ottaquechee River. It’s a great spot to unwind and there’s even a rope swing if you still crave adventure. Check out Worthy Kitchen for dinner. Created by Dave Brodrick, founder of The Blind Tiger, a beloved but now defunct beer bar in New York City, Worthy Kitchen serves a farm-to-table menu of comfort food and local beer. The Poke Bowl is an unexpected hitter, but you might also spring for truffle fries and a plate of maple bacon chicken wings.
“Despite the luxe vibe of town, the trails are pretty advanced. Climbing is a hallmark of riding in Woodstock, so you can't slouch anywhere.”
Cloud Drop & Sir Bermsalot will make you love Mt. Peg. (YouTube MTBTravelReview)
DAY TWO - MORNING
Relish a Ride Right From Town
Get an early start by having breakfast right at the Inn. Leave your car parked and access the Mt. Peg trails right out the Woodstock Inn’s backdoor. Check out the valley views from the top of the climb, then make sure you get your tires on Cloud Drop and Sir Bermsalot (one of the flowiest combos in Vermont), as well as Schist Creek, the area’s newly rebuilt tech trail.
Trail Break sources fresh ingredients to feed hungry riders. (Courtesy Photo)
DAY TWO - AFTERNOON
Wrap Up with a Burrito
Kick back for a final meal at Trail Break Taps & Tacos, where you can fill up with a burrito or venture into new territory with from-scratch appetizers including street corn, fried duck wings, and grilled watermelon. Motorists leaving toward Boston and New York can catch two more covered bridges (the Taftsville and the Quechee, which spans a scenic waterfall) on their way out of town, while those looking to keep the riding going can drive thirty minutes west to Killington, where lift-served downhills await.
WHERE TO STAY, EAT & SHOP
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Woodstock Inn & Resort** offers luxurious accommodations with small town charm. The inn is tucked just off Woodstock’s friendly main street and caters well to tourists—including skiers and bikers.
The Vesper is a cyclist-owned bed and breakfast known for its vibrant interior, nourishing food, and adventurous guests.
506 on the River Inn** offers quiet, riverside lodging away from the bustle of town and only one mile distant from the Aqueduct Trails.
The Shire** is a charming hotel with river views in the heart of historic Woodstock.
** Offers a VMBA Member Discount
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Trail Break Taps & Tacos** is a colorful from-scratch kitchen serving tacos, burritos, and an array of inventive appetizers. Oh, and they have 28 taps pouring a rotating selection of brews from near and far.
Worthy Kitchen** is a casual farm-to-table pub offering New American cuisine and a selection of local taps that are a worthy attraction of their own.
Woodstock Farmers’ Market** is a specialty grocery store, bakery, cheesemonger, and bottle shop all under one roof. A selection of delicious grab-and-go sandwiches make it an excellent spot to snag a quick bite plus some provisions for later.
Mon Vert Cafe serves up organic country food in a cozy, classy setting. Think hearty breakfast sandwiches and maple lattes—yum.
Abracadabra Coffee is a coffee roaster and cafe serving single origin coffee, liége waffles, donuts, canelés, and, in the summer, signature takes on the Vermont-classic creemee.
Santé partners with nearby Peace Field Farm to offer globally-inspired small bites and entrées as well as premium wines and handcrafted cocktails.
** Offers a VMBA Member Benefit
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The Woodstock Inn Activity Center offers convenient mountain bike rentals. They stock both adult and youth sizes and can set you up with a cross country or enduro bike depending on your day’s plans. With a prior reservation, the Activity Center will also transport your rental(s) to and from the Mt. Peg and Saskadena Six trailheads.
Woodstock Sports is a great spot to take your bike for a quick fix or to pick up sports nutrition or gear that you may have left at home. The shop also has a rental fleet.
Route 4 Bikes is an independent, by-appointment-only local service that offers bike sales and maintenance.
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The Marsh-Billings-Rockefeller National Historical Park is Vermont’s only National Park. Tour the mansion for its outstanding collection of Hudson River School artwork and walk along the park’s carriage roads to see the oldest professionally managed forest in the United States.
Take the kids to the Vermont Institute of Natural Science (VINS) Nature Center to learn about local ecosystems. Raptor demonstrations, a songbird aviary, and a forest canopy walk are highlights on site.
Give yourself a driving tour of Woodstock’s four covered bridges, which are local relics of what was once a common form of crossing.
Take a dip in the Ottauquechee River, which is lined with swimming holes and runs right through town. East End Park hosts easy river access and a rope swing.
Visit Quechee Gorge State Park to stare 165 feet down into Vermont’s deepest gorge, or take a hike down to see it from the bottom.
For more information, visit the Woodstock, VT Tourism Website
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You can save a lot of money by becoming a VMBA member before your trip!
Becoming a VMBA member supports mountain biking and trails throughout Vermont, as well as our local chapters.
Everyone is welcome. Individual memberships are $60, with discounts available for families and those under 25.
Join VMBA today for immediate access to the member benefits in this region, through our App**.
STAY
The Woodstock Inn & Resort
10% OFF Best Available Room*The Shire
15% Off Your Reservation506 On the River Inn
15% Off your reservation.*
EAT & DRINK
TRAIL BREAK Taps + Tacos
15% Off your meal (Monday - Thursday only)
15% Off your meal Friday, Saturday, Sunday (Before 5pm)Woodstock Farmers' Market
20% Off your entire purchase (One Time - Per Location)Worthy Kitchen
Free order of donuts
BIKE SHOPS
Vermont Bike & Brew
10% Off full-price eBikes
10% off all self-guided Bike & Brew tours(Everyone rides an eBike!)
ACTIVITIES
Woodstock Nordic Center
Complimentary day pass (valid for Fat Biking, Snowshoeing or skiing)
Local VMBA Chapter:
**Please note that restrictions may apply to the above offers. Please consult the VMBA Member App for terms and conditions for each of these offers.
ROUTES & RIDE TIPS
“Aqueduct is rooty cross-country riding. Saskadena Six was purpose-built as a bike park so everything rolls but it's on the steeper side, and at Mt. Peg: Sir Bermsalot, even boasting its golden loam, is no joke.”
Mt. Peg Trails
Mt. Peg Trails
Woodstock Area MTB Association VMBA Chapter
Boasting everything from enduro-style singletrack to grassy double track across sixteen miles of trail, the woods and meadows of Mt. Peg offer something for everyone. Adaptive riders and riders looking for wider, less technical terrain can climb up the Village Trail right from town to reach the summit of Mt. Peg. A loop into Nick's Neighborhood extends the ride into additional beginner-friendly terrain, and more advanced riders can continue on to the rest of the Mt. Peg trail system.
Intermediate and advanced riders can also access the Mt. Peg trail system from the north at East End Park or from the south from Knox Meadow on Route 106. Knox Meadow offers the easiest access for riders to reach Cloud Drop & Sir Bermsalot (one of the flowiest combos in Vermont) as well as Schist Creek, the area’s newly rebuilt tech trail.
Aqueduct Trails
Aqueduct Trails
Woodstock Area MTB Association VMBA Chapter
Less than ten minutes west of town, the Aqueduct trail system is home to 13 miles of purpose-built singletrack with a variety of terrain for all levels. While more advanced riders might want to lap its 600 vertical feet of potential descending, those looking for a more relaxed outing might do a short loop around TNT and Dyno-Mite, or extend their ride for a trip around the Vondell Reservoir.
A dedicated parking area on Cox District Road is a great place to unpack a chair, flow around the pumptrack, and hang post-ride as you mingle with other riders.
Aqueduct Trails Videos
Saskadena Six Trails
Saskadena Six Trails
Woodstock Area MTB Association VMBA Chapter
Home to lift-served skiing during winter, the Saskadena Six Trail system hosts some of Vermont’s most exciting pedal-powered downhill trails from June through October. The 600 feet of climb to the top is well worth the long, flowy downhills that traverse the face of the mountain.