Sweet Pond State Park
Level: Easy
Time/Distance: 1 hour
This walk around quiet Sweet Pond offers scenery and wildlife, suitable for young children. Take Rt. 5 south to the Guilford Country Store, turn right on Guilford Center Rd., bear left after village onto Sweet Pond Rd. Continue 2.5 miles, park is on the left.
Mt. Wantastiquet
Level: Moderate
Time/Distance: 1.5 hours
This switchback Jeep trail to summit offers beautiful views of Brattleboro and surrounding area. Take Rt. 119 toward Hinsdale, N.H. Immediately after the second bridge over the Connecticut River turn left to parking area on your right.
Molly Stark State Park
Level: Moderate
Time/Distance: 1.5 hours
Climb to the fire tower on Mt. Olga for a striking 100-mile view. Take Rt. 9 west to Marlboro. Park entrance is on the left 1 mile from Hogback Resort. Stop at ranger station for directions.
Day fee: $1.50 adults, $1.00 children four and over.
Appalachian Trail
Level: Varied
The closest trail access is located on the Stratton-Arlington Rd. off Rt. 100. Take Rt. 30 to E. Jamaica and left on Rt. 100 approx. 7 miles to Stratton Rd. on right. Continue 4 miles to trailhead.
Mount Monadnock
Level: Challenging Spectacular above-treeline hiking.
Take Rt. 9 to Keene, N.H. and continue on Rt. 101 to Marlboro, N.H., then right on Rt. 124 to Jaffrey. Monadnock State Park is on the left.
Fee: $2.50, 11 and under free.
Biking Guide
Scenic Rt. 30
Level: Easy
Time/Distance: 20 miles
Take Rt. 30 all along the West River, it offers valley scenery and level terrain. Take Main St. north then bear left on Rt. 30. After you pass the Brattleboro Retreat on the right there is a place to park. Turn at Depot Rd. & return (see loop option).
Scenic Rt. 5
Level: Moderate
Time/Distance: 20-25 miles
Take Rt. 5 north along moderate hills to Putney to view beautiful farms and mountains. Return the same way or turn right on School Rd. in Dummerston. This steep climb will bring you back through the longest single span covered bridge in Vermont and onto Rt. 30 back to Brattleboro.
Scenic Rt. 119
Level: Difficult
Time/Distance: 25 miles
Take Rt. 119 to Hinsdale, N.H., turn left onto Rt. 63 in Hinsdale village for a sturdy climb and spectacular views. Continue on Rt. 63, bear left at Rt. 9 and left on Rt. 5 to bring you back to Brattleboro.
Tri-State Loop
Level: Moderate
Time/Distance: 35 miles
A scenic, rolling ride through the Connecticut River Valley. Go south on Rt. 142 from the Brattleboro Museum (warning: walk bikes over RR tracks at 1.5 mi. point) until the intersection with Rt. 10 in Bernardston, Mass. Turn left and follow Rt. 10/63 1 mile and bear left on RR tracks at 1.5 mi. point) until the intersection with Rt. 10 in Bernardston, Mass.
Mountain Biking Guide
Ames Hill
Level: Steep
Time/Distance: 10 miles
From Rt. 9 west park in front of the West Brattleboro fire station. Continue west and turn left on Greenleaf St. at Christys Store. Bear right onto Abbott Road and continue to the intersection of Ames Hill. Continue up hill and turn left to a beautiful distant view from Moores Apple Orchard. Turn left at the next road and bear left again just before the house. The road turns into a trail that will connect to Melchen Road then bear left on the pavement back to West Brattleboro.
Green River
Level: Varied
From Rt. 9 west turn left onto Greenleaf St. at Christys Store. Follow the paved road 5.5 miles until the pavement ends and turn left to the Green River covered bridge and waterfall. Park to the left at the far side of the bridge. Explore the dirt roads of the region or make a 14-mile loop by exiting the bridge to the left. Bear left at the first junction following the Green River and left again across the bridge at the three-mile point. A stiff climb will bring you into the Deer Park wilderness area of Halifax. Another left turn will bring you into quaint Halifax village. Turn left on stage road and left again back to Green River.
Asylum Pond
Level: Varied
From Rt. 30 take the first left on Cedar St. Park along the road at the base of the ski jump. This dirt road extends to the right of the jump and accesses a variety of trails to explore along the ridge above Brattleboro.