October Country Inn has long been a home-base for visiting cyclists. Quiet country roads, stunning scenery, and friendly local drivers make for great cycling. Distances range from 109 miles to 9 miles. This blog post’s featured cycling route is a local favorite. This Woodstock bike ride is the October Country Inn’s home route. It’s short enough for an experienced cyclist to get in a morning ride before breakfast, and long enough to slow down the pace and enjoy the surroundings. Every memorial weekend, the Killington Stage Race uses this course. For Vermont, this route is relatively easy. It consists of about 830 feet of elevation gain over seven miles, with several long downhill stretches. The route consists of three legs that form an 18 mile triangular loop. Despite its modest overall distance, this route has a lot of interesting features, not the least of which is the remarkable Vermont scenery.
Perfect Woodstock bike ride from the October Country Inn.
The first leg of the route passes by the historic Calvin Coolidge homesite. A good place to take a break near the top of the initial 6 mile, 450 foot climb. There is a restaurant, an old-fashioned general store, a museum, and the Plymouth cheese factory at the site. The second leg of the route passes by scenic Woodward Reservoir.
Go for a swim.
At the start of the third leg of the route, a small commercial area contains two convenience stores, a deli, a restaurant, and bicycle shop. This final leg follows the Ottauquechee River.
From October Country Inn, head west on Upper Road to its intersection with Bridgewater Center Road (.11 miles). Turn left onto Bridgewater Center Road to its intersection with Route 4 (.03 miles). Then left to the intersection with Route 100A (.21 miles). Make a right and proceed along 100A to the intersection with Route 100 (7.36 miles). Proceed along Route 100 to the intersection with Route 4 (5.63 miles). Turn right and proceed along Route 4 back to Bridgewater Center Road (5.67 miles). Then turn left on Bridgewater Center Road, and right on Upper Road back to October Country Inn. Map & directions.