There’s something undeniably magical about a covered bridge—rustic, timeless, and nestled into the pastoral beauty of Vermont like they were always meant to be there. Southern Vermont is home to some of the most picturesque covered bridges in New England, and one of the best ways to experience them is with a leisurely driving tour starting from Wilmington and looping through the scenic towns of West Dover, Whitingham, Halifax, and Marlboro.
If you’re staying at Valley View Villa, this makes for a perfect half-day outing with stunning views, quiet roads, and countless photo ops. Pack some snacks, cue up a Vermont road trip playlist, and hit the road!
🛻 Covered Bridge Driving Tour Overview
- Total Drive Time: ~2–3 hours (including stops)
- Best Season: Fall for foliage, but beautiful year-round
- Ideal Start Point: Wilmington Village (just 10–12 minutes from Valley View Villa)
- Great For: Families, photographers, history buffs, romantic day trips
📍 Stop 1: Wilmington’s Creamery Covered Bridge
- Location: Route 100 (Creamery Rd), Wilmington
- Built: 1879
- Length: 80 feet
- Fun Fact: One of the few bridges in Vermont with sidewalk railings—great for up-close photos
This is the perfect first stop, right near the heart of Wilmington. Park nearby and stroll across to admire the exposed timber trusses and peaceful brook below.
📍 Stop 2: Green River Covered Bridge
- Location: Jacksonville Stage Rd, Guilford/Halifax line
- Built: Circa 1870
- Length: 104 feet
- Setting: Quintessential New England—complete with a white church and general store nearby
This is one of the most photographed covered bridges in Vermont—and for good reason. The setting feels like something out of a postcard. It’s a little off the beaten path, but absolutely worth the detour.
📍 Stop 3: Hall Covered Bridge (Route 112)
- Location: Near Jacksonville, VT
- Built: 1867 (Rebuilt 1982 after flood damage)
- Length: 120 feet
- Features: Bright red exterior and a wide single lane
This one is easy to access from Route 112 and is close to a few local farm stands and scenic pull-offs. It’s a great place to stretch your legs and grab a snack from the car.
📍 Stop 4: Bartonsville Covered Bridge (Optional Longer Detour)
- Location: Rockingham, VT (about 1 hour from Wilmington)
- Built: Originally 1870, rebuilt in 2012 after Hurricane Irene
- Why Go: If you’re in the mood for a longer drive, this rebuilt bridge has a great story and sits near charming Chester and Grafton.
📍 Bonus Stops Along the Way:
- Hogback Mountain Overlook: Grab a panoramic view of three states—especially stunning in fall.
- Sticky Fingers Bakery (West Dover): Fuel up with coffee and a cinnamon roll before your drive.
- Green River Village: A historic hamlet with peaceful views and picnic spots.
Covered Bridge Tips:
- Best Time to Go: Late morning to early afternoon for the best light
- Bring a camera or smartphone with a wide lens to capture the full bridge length
- Most are still in use, so be cautious when stepping into the roadway for photos
- Fall Foliage Alert: Early to mid-October is peak season for dramatic colors
Back to the Villa
After your loop through Vermont’s covered bridge country, head back to Valley View Villa to relax with a glass of wine by the fire or a soak in the hot tub. It’s the perfect mix of adventure and serenity—and a wonderful way to experience the quiet beauty of southern Vermont at your own pace.
