A Long Weekend Biking Adventure Based in Springfield, Vermont

When it comes to outdoor adventures, few places offer the diversity, charm, and accessibility that you’ll find in and around Springfield, Vermont. Perfectly situated in the Connecticut River Valley, Springfield serves as an ideal home base for cyclists eager to explore some of the finest road, gravel, and mountain biking Southern Vermont and nearby New Hampshire have to offer, all within a 30-minute drive.
Whether you’re chasing fast descents, scenic gravel roads, or quiet forest singletrack, Springfield’s friendly vibe, affordable accommodations, and vibrant local scene make it the perfect hub for a long weekend of two-wheeled exploration.

Day 1: Arrive, Settle In & Warm Up

Your adventure begins in Springfield, a town rich with New England history, small-town charm, and surprisingly modern amenities. After checking in at one of Springfield’s cozy accommodations, like Tree Farm Campground, the Best Western, or the historic Hartness House, you’ll be ready to stretch your legs and get a taste of the local scene.

Biking in Vermont

Evening Spin: Toonerville Trail

Start your weekend with a relaxed ride along the Toonerville Trail, a 3.1-mile scenic multi-use path that traces the Black River. It’s perfect for shaking off the drive, spotting some local wildlife, and soaking in the peaceful Vermont evening air. The riverside trail is gentle enough for any skill level and makes a great first impression of Springfield’s natural beauty.

Dinner & Local Flavor

Wrap up your first night with dinner at the Copper Fox, known for its creative farm-to-table dishes, or Black Rock Steakhouse, a local favorite for hearty, satisfying fare. If you’re looking for a casual spot, Sheri’s Place serves up comfort food with a Vermont twist.

Day 2: Road and Gravel Riding the Vermont Countryside

Vermont is a cyclist’s paradise, with its rolling hills, pastoral views, and quiet country roads that seem tailor-made for both road and gravel riding. And Springfield sits right in the middle of it all.

Morning Fuel

Start your day with a hearty Vermont breakfast at Maebelline’s on Clinton Street. Trust us, you’ll want the energy for what’s ahead.

Gravel Loop: Windsor & Weathersfield Dirt Roads

Head out on a classic Vermont gravel loop: Depart Springfield and wind your way north through Windsor and Weathersfield. You’ll encounter quiet dirt roads lined with stone walls, historic barns, and maple groves, especially vibrant during spring and fall. These roads offer rolling terrain and a mix of surfaces that will keep gravel grinders engaged without overwhelming novice riders.

Road Ride: Chester & Grafton Loop

For the road cyclists, a popular loop heads west toward Chester and Grafton. Expect quiet paved roads with minimal traffic, postcard-perfect villages, and iconic covered bridges. This route offers gentle climbs, sweeping descents, and panoramic views of the Green Mountains.

Afternoon Recovery

After your ride, refuel at the Springfield Food Co-op Spend the afternoon strolling through downtown Springfield and visit the Gallery at the Vault for local art.

Evening Eats

For dinner, enjoy a casual outdoor meal outside on picnic tables at Two Neanderthals Smokin’ BBQ, known for its slow-cooked meats and friendly atmosphere, or return to one of Springfield’s standout restaurants.

Day 3: Mountain Biking the Green & White Mountains

No weekend cycling adventure would be complete without some time on the trails, and this region doesn’t disappoint. With multiple mountain biking destinations just a short drive away, Springfield makes it easy to experience the best of both Vermont and New Hampshire.

Morning Kickoff

After a quick breakfast at the Springfield Royal Diner, head out for a day of singletrack.

Option 1: Ascutney Trails (Brownsville, VT)

Just 20 minutes north, Ascutney Trails offers nearly 40 miles of well-maintained mountain biking trails ranging from beginner-friendly loops to challenging climbs with breathtaking summit views. Flow trails, rocky descents, and scenic lookouts make this a must-ride for any skill level.

Option 2: Moody Park (Claremont, NH)

Only 15 minutes from Springfield, Moody Park in nearby Claremont offers a fun network of intermediate trails, perfect for families or riders newer to mountain biking. The park’s tight switchbacks and fast descents offer plenty of smiles per mile.

Option 3: Arrowhead Recreation Area (Claremont, NH)

Also in Claremont, Arrowhead offers short but technical downhill-style runs for more advanced riders who want to test their skills on challenging features.

Day 4 (Optional Bonus): More Trails, More Vermont

If you’re lucky enough to extend your stay, you’ll find even more cycling adventures close at hand:

  • Explore the developing trail systems at Muckross State Park.

  • Take a leisurely gravel ride toward Bellows Falls or Saxtons River.

  • Or swap your bike for a kayak or hiking boots to experience Vermont’s diverse outdoor playground.

Why Springfield Is Your Perfect Biking Basecamp

Springfield isn’t just a place to stay, it’s part of the adventure. Here, you’ll find:

  • Diverse riding options for road, gravel, and mountain biking, all within 30 minutes.

  • Affordable accommodations that leave more room in your budget for gear, food, and fun.

  • Small-town charm and modern convenience, including excellent dining, shopping, and even fiber-optic internet.

Access to New Hampshire as well as Vermont’s scenic byways and backroads.

Whether you’re a seasoned cyclist looking for your next challenge or a casual rider hoping to discover hidden gems, Springfield, Vermont, delivers. Plan your long weekend and come ride where the pavement ends, the trails begin, and adventure waits around every corner.

Start planning your Springfield biking getaway today.

Plan Your Perfect Summer Getaway

The best time to experience all that Springfield, Vermont, has to offer is during the summer months, from June through August, when the weather is ideal for outdoor exploration. Whether you’re seeking an adventurous escape or a peaceful retreat, Springfield promises an unforgettable summer experience.

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