COACH | JESSIE DIGGINS’ SUMMER SESSIONS

Run 11 miles on exciting terrain on a one-way trail from South Londonderry to Jamaica State Park along the West River. thecollaborative.us/westrivertrailrun

Come watch the game’s future stars as they tee it up at Green Mountain National Golf Club. killington.com

This is a family ride, over trails, through pastures, on country roads and covered bridges. It is ideal for all ages. Total distance is approximately 15 miles, with no long climbs. Start and finish at Grace Cottage Hospital. gracecottage.org/get-involved/ tour-de-grace-bicycle-rally/

This is a single-day double-century that travels the length of Vermont, from the Canada to the Massachusetts state line, primarily following VT-100. 100-200.org

Swim .9 miles, bike 28 miles and run 6.2 miles in the Vermont Sun Triathlon, or try the Lake Dunmore Triathlon, with a 0.9-mile swim, a 28-mile bike leg and a 6.2-mile run. Vermontsuntriathlonseries.com

Run a 25K or 50K trail race on wide, hard-packed dirt trails that at Trapp Family Lodge Outdoor Center. The 50K course is two laps on the 25K course which passes rolling highland pastures and hardwood forest, complete with maple sugar tap lines in place and ready for the spring “run.” catamountultra.com

Dress in Renaissance garb and sample Medieval-inspired artisans and craft vendors, beer, wine and cider makers. vtgatherings.com

An original gravel grinder, this ride takes you either 15, 30 or 60 miles of country roads. Look forward to great food, convenient rest stops, well-marked courses, maple creemees, and hula hoops. All to raise funds to build the Cross Vermont Trail. Crossvermont.org.

Enjoy a nine or 3.5-mile flatwater race on the Connecticut and West Rivers to benefit the West River Trail. neckra.org

The Great Race is a canoe triathlon/duathlon which is a tradition 41 years in the making. This family-friendly sporting event was recently taken over by the Town of St. Albans. Run 3 miles, bike 12 miles and paddle 3 miles on beautiful Lake Champlain. Stalbanstown.com

This is the 39th running of this July 4 tradition. Don’t miss it! Gmaa.run

With floats, music and many more surprises this classic Vermont affair is a must on your bucket list of things to do. Get there early! Warrenpajuly4th.com

Ride 20, 35, 50, 77 or 100 miles on roads in the Upper Valley, or wherever home may be. Tackle a 70K or 100K gravel ride. Golf 18 holes, run, walk 3k to 10k, or even row 5-15 miles. The Prouty is in person or virtual this year, but there are still many ways to participate. Limited in-person option. getinvolved.dartmouth-hitchcock.org

Sponsored by the Mad-Dog Chapter of Trout Unlimited and The Silver Trout Fly Shop in Waitsfield. Single hand and Spey casting instruction, fly-tying demonstrations. Learn the basics of fly fishing, talk with a local guide for tips on fly selection and presentation. sugarbush.com

Paddle 1.5 miles, bike 14 miles, and run 3.1 miles or do the Lake Dunmore Triathlon (600 yard swim, 14-mile bike, 3.1 mile run). A classic, pristine course starts and finishes at Branbury State Park. Participants paddle, bike and run around beautiful Lake Dunmore. vermontsuntriathlonseries.com

Though the regular outdoor festival is put on hold still there are wine tasting options for participating restaurants and a fully comprehensive Wine Trail coordinated with distribution partners, Farrell and Baker Distributors and a Wine & Nine golf tournament hosted by Killington Golf Course on Sunday. Killington.com

Featuring unrelenting rollers that add up to 17,000 feet of climbing, the VT100 trail race winds its way over country roads, through forested trails, and alongside breathtaking views of the southern Green Mountains. Vermont100.com

17 | Red Bull Dual Slalom, Killlington Compete head to head on a wild course designed for the Red Bull Raw event by pro MTBer Aaron Chase. Killington.com

Join Onion River Outdoors and Christsonthy Drellos of Blue Sky MTB for a series of fun, supportive clinics for women and non-binary riders to hone your skills, learn to corner and get your wheels off the ground on the Montpelier trails. onionriver.com

This exceptional backcountry course on the trails of the Moosalamoo National Recreation Area starts and finishes at the Blueberry Hill Outdoor Center and benefits the center. From a natural obstacle course to a stunning surprise view from the south end of Hogback Mountain, the Gallop’s elevation profile and rugged terrain have earned the race the nickname “the toughest 10k in New England.” goshengallop.com

A challenging 25 or 55 mile route that includes a significant amount of packed-gravel riding and some major climbing segments. This is not a race. grvl.net/raid-lamoille

Ride 25, 40 or 60 milespast stunning views of Lake Champlain, the Adirondack Mountains, and Green Mountains, in one the most beautiful archipelagos in the country. This group ride ends with a fantastic lunch. Limit 250. farmtoforkfitness.com

This is the 20th year of the Point to Point, a cycling and running event that raises funds and awareness for the Vermont Foodbank. The rides and runs will be virtual, but the goal remains the same: get outside, have fun, and ride or run to help fight hunger. thepointtopoint.org

545 Velo hosts the fourth iteration of this 40-mile course featuring 4,800 feet of elevation gain, with 93 percent of the riding falling on dirt roads. Bring a bike with tires that are 28-35mm or wider in width. bikereg.com/guilford-gravel-grinder-the-g3

Gain 5,000 feet over 11 miles on Vermont’s most technical terrain as you race across the state’s highest peak (rain date 8/1). Nativeendurance.com

Run 14 miles or tackle the ultra, 36 miles of mostly singletrack in the Moosalamoo National Recreation Area. The race is based out of the Blueberry Hill Outdoor Center and will have free camping onsight on Friday and Saturday night (or stay at the Blueberry Hill Inn). Moosamalooultra.com

The course will be closed to those not in the tournament but spectators are welcome. The Tavern will be open and concessions will be offered on the course. magicmtn.com

The trails at Ascutney Outdoors play host to Flow State, the Vermont Mountain Bike Festival, a three-day celebration of all things mountain biking put on by Mountain Flyer. Flowstatemtbfestival.com.

Join in or watch the top riders in the East compete in downhill and enduro on the raw and rowdy trails at Bolton Valley Resort, the only Vermont stop on this summer’s tour. Boltonvalley.com

Join Ted and Laura King for a weekend long celebration of gravel roads, community and all things VT, with necessary Covid precautions in place. Race the long course (82 miles) and 8,000 feet of climbing or go your own pace and do the 48-mile short course. And an epic afterparty featuring local foods and brews follows. rootedvermont.com

Spend the day competing for great prizes, a chance to move on to the championship round and play your way to the grand prize of a trip to play at Pebble Beach with your team. Jaypeakresort.com

Enjoy a 12 mile flatwater race on the Connecticut River or a 5 mile recreational race. neckra.org

Ride a regular or metric century, 36 or 25 miles — or ride the D&H Rail Trail. This is a great way to explore the emerging trails and quiet roads of Slate Valley. There is also a virtual option for this event. tourdeslate.org

Ride Vermont’s infamous four gaps in the Gran Fondo with 130 miles and 11,000 feet of climbing or opt for an 85 or 40-miler. All will take you over heart-stopping hill climbs with breathtaking views. vermontgranfondo.com

This family-friendly event combines 6.5 miles of paddling down a designated Wild & Scenic section of the Missisquoi River and 5 miles of cycling on the adjacent Missisquoi Valley Rail Trail. Northernforestcanoetrail.org

Visit a few of the more than 44 farms across the state that open their doors and offer meals, tastings, crafts and tours of their operations, plus live music. digInvt.org

Yeti Total Archery Challenge fueled by MTN OPS is coming to Killington/Pico, Vermont for 3 days and is bringing you the one of the greatest outdoor 3D archery competition, show and experiences in the country. killington.com

The Vermont Auto Enthusiasts signature annual event is the Vermont Antique and Classic Car Meet. gostowe.com

A summer adventure race for teams of two or three with hiking, biking, and time on the water – as well as requiring you to continually navigate. If you have never done an adventure race before, this is a great way to get started. gmara.or

Head up to the Stateside Amphitheater on Saturday, August 14th for an afternoon and evening of music featuring performances by Vermont acts Ida Mae Specker and Terrible Mountain Stringband, Maple Run Band, Saints & Liars, Sarah King, and Western Terrestrials. jaypeakresort.com

The event starts early in the morning on August 14th and ends with most participants finishing between 5:30 PM and 11:00 PM. The 100 on 100 Relay historically takes place along Vermont’s historic Route 100. Due to Covid protocols, the 2021 event will take place along an all new New Hampshire course starting on the Northern Rail Trail near Lebannon. 100on100relay.com

Love cycling for hours through the beautiful rolling countryside? Often found sharing a favorite beer at the end of rides? If so, the Vermont Bike & Brew tour is sure to rank as one of your most memorable experiences! gosojourn.com/bicycle-tours/ vermont-bike-brew-tours/

Join Onion River Outdoors and Christsonthy Drellos of Blue Sky MTB for a series of fun, supportive clinics for women and non-binary riders to hone your skills, learn to corner and get your wheels off the ground on the Montpelier trails. This second session is on pumps and jumps. 9 am-1pm. onionriver.com

This 7.6 mile race to the summit of the highest peak in the northeast is a fundraiser for the Tin Mountain Conservation Center. The race is known as the toughest hill climb in the world with an average grade of 12%. mwarbh.org

This disc golf tournament is a single day event: one round in the morning, one round in the afternoon. A barbecue lunch and prizes will be provided. Proceeds to benefit the Smugglers’ Notch Ski and Snowboard Club. smuggs.com

The Champlain Valley Fair caps the summer season in Vermont! Vendors, midway rides, games, entertainment, food, agricultural exhibits, nationally recognized performers, and more. champlainvalleyfair.org

29 | Race To The Top Of Vermont, Stowe A 4.3- mile, 2564 vertical ft hill climb up the tallest mountain in Vermont - Mt. Mansfield.The course climbs up the historic Toll Road, is 4.3 miles in length, and climbs 2564 ft. rttovt.com

A 50-mile dirt road bicycle race featuring 6,000 feet of climbing, seven sectors of “Vermont pavé” (unmaintained ancient public roads), two well-fortified sag stops, a magnificently scenic route and an awesome party afterwards. vermontoverland.com