From the Merritt
Take Exit 37 off of the Merritt.
Turn right at the light at the end of the off ramp. That road is South Avenue that morphs into Mansfield Avenue as you cross into the Darien city limits.
Proceed on South/Mansfield Avenue for 1.5 miles, then turn right onto Middlesex Road.
Proceed .2 miles until the stop sign (you'll see a big polo field on your left), then turn left which keeps you on Middlesex Road.
Proceed another 1.1 miles until you see a white steepled church on the right, then turn right onto High School Lane.
Proceed .3 miles past the school building complex, then turn right into the upper parking lot.

I-95 North
Take Exit 10 off of I-95 North.
Turn left at the light onto Noroton Avenue.
Proceed north on Noroton for approximately 2 miles until it dead ends into DHS.

I-95 South
Take Exit 10 off of I-95 South.
Bear left at the stop sign onto Ledge Avenue.
Turn right at the first light onto Noroton Avenue.
Proceed north on Noroton for approximately 2 miles until it dead ends into DHS.

Once you are in the school's frontage loop road:

Treating the school's clock tower center building as noon on a clock face, the varsity softball field is at 9 o'clock on the clock face.

Challenger Field is the smaller field on the south/central end of the McGuane complex.

I-95 Northbound

Take Exit 10 and turn left onto Noroton Avenue at the light off of the off ramp.

Proceed .2 miles north, beyond the West Avenue intersection, and then turn left into the McGuane Park entrance road just past the Noroton Heights Fire House.

I-95 Sourthbound

Take Exit 10 and turn left onto Ledge Road at the end of the off ramp. Proceed .2 miles to the stoplight at Noroton Avenue.

Turn right onto  Noroton Avenue at the light.

Proceed .2 miles north, through two stop lights, including the West Avenue intersection, and then turn left into the McGuane Park entrance road just past the Noroton Heights Fire House.


Merritt Parkway

Take Exit 36, and turn south on Route 106 toward Darien/Stamford.

Go approx three to Middlesex Road (The first stop light after about two miles is Camp Avenue, go another mile and then the first stop sign is Middlesex Road).  Turn left onto Middlesex Road and follow Middlesex through one stop sign and then at the next stoplight, turn right onto Noroton Avenue and continue about .4 miles to the field entrance.  (If you pass the Noroton Heights Fire House on the right, then you just missed the entrance)
 

From I-95 Take Exit 12 for Rte 136/Tokeneke Road toward Rowayton.
 
Follow it for two miles, and turn left at Roton Avenue.


 

From Southbound on I-95:

- I-95 South to Exit 11
- Left onto Route 1 (Boston Post Road)
- Take first right after Spring Grove Cemetery on right-hand side onto Renshaw Road
 

- I-95 North to Exit 11
- Right onto Route 1 (Boston Post Road)
- Take first right after Spring Grove Cemetery on right-hand side onto Renshaw Road
 

- Take Merritt Parkway Southbound to Exit 37 (Route 124)
- Route 124 to Route 1 (Boston Post Road)
- Right onto Route 1
- Continue about 1/2 mile to Renshaw Road on right-hand side (after Spring Grove Cemetery)
- Turn Right onto Renshaw Road