Skip To Main Content


Directions to Shepherd Hill Regional High School
68 Dudley-Oxford Road, Dudley, MA 01571
(Refer to a map to get you to one of these immediate areas)

From Connecticut Area: Rt. 395 to Exit 2. At end of ramp, take a left onto Main Street heading towards Webster and Dudley. Follow Main Street through two traffic lights. At third traffic light bear left (there will be a brick building in front of you—Webster First Federal Bank). You are still on Main Street, pass though four sets of traffic lights. At the fifth traffic light, take a right onto Mason Road (Fire Department on your right). Follow Mason Road to a stop sign. Take a left onto Dudley-Oxford Road. Shepherd Hill is less than 1/2 mile on your left.

From Sturbridge, MA Area: Rt. 197 East to Dudley. Take a left at Yummy’s Chinese Restaurant (Center Road) and follow green signs to Nichols College. Follow road for 1.4 miles past Nichols College. Go straight at 4-way intersection onto Dudley-Oxford Road. At the stop sign, bear right and Shepherd Hill is located on your right. From Worcester Area: From Mass Pike Exit 10 at Auburn or I-290 from Worcester. Take I-395 South to Exit 4B Sutton Ave., Oxford. Proceed on Sutton Ave. through traffic light for approximately 1/2 mile. Turn left onto Dudley Road and travel 3.7 miles to Dudley-Oxford Road. Bear right onto Dudley-Oxford Road and proceed about 1 mile. Shepherd Hill will be on the left.

The gym is located in the back of the school. Teams will enter to register around the very back of the gym by the tennis courts.