Week 6 – Winchester Highlands Run

Last Week – While I lounged on the beach, our runners enjoyed the Slattery Saturday Long Run with Matt and Andrea Kerton helping out at water stops. Thanks to the trio for stepping up and helping people get through their training runs before they headed to the Melrose Running Club Summer Party which I hear featured sprinklers.

This Week – I’m back to man a water stop and maybe hop in for some of the run, and Tom Gorman will keep you hydrated as well. The runners will head out to Winchester to run one of my favorite routes.

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Start – Heading north on Main Street, runners leave Melrose by taking a left on Franklin Street and following the road up a hill into Stoneham. Run past Stoneham high school, past a Dunkin Donuts, and turn left at a set of lights on to Summer Street. Summer St will wind over to Main Street in Stoneham, where you’ll cross onto Marble Street. Marble takes you to an overpass of I-93 into Winchester where the road turns in to Forest Street. On your left you’ll find the water stop on the corner of Eugene Drive.

Half Finish – The half route runners will turn back over I-93 to a set of lights on the corner of Park Street. There they’ll turn right which will take them over to Friendly’s in Stoneham. Cross Main Street and continue straight to Pond Street, past the Stone Zoo and turning left to stay on Pond Street down to Grimsby’s. To get your 8.2 miles in you’ll turn left at Grimsby’s onto the Lynn Fells Parkway, running past Melrose High School, and turning right on Melrose Street, and another quick right onto Main Street to finish up at Brueggers.

Full 2 – After leaving the water stop to continue on Forest Street, runners will turn left on Highland Ave towards Winchester Hospital. As you approach the hospital, turn left onto Reservoir Road. This will bring you up to the edge of the Middlesex Fells, with a view of Winchester’s North Reservoir. As the road becomes Hillcrest Parkway, enjoy your surroundings and ignore the hill you’re running up. The road will eventually bring you back to Highland Ave where you’ll turn left. You’ll reach a 5-way intersection where you’ll continue straight across to stay on Highland Ave. At the end of Highland you’ll find a water stop.

Full 3 – Leaving the water stop, turn right on to Main Street in Winchester. You’ll run up to a rotary, as you circle it counterclockwise you’ll pass a little spur street and then turn on the second street to stay on Main Street. There is a sign for Symmes Farm Historical Site as a landmark to tell you you’re on the right road. Stay to the right side of the street, as you’ll come to a fork where Main goes left, you want to stay right to run on to Washington Street. Washington will take you to another 5 way intersection. Cross Mt Vernon Street and stay to the right to keep on Washington Street. If you run past Winchester High School you went the wrong way. Washington will eventually take you to Forest Street, the Gingerbread Construction Company will be the landmark to note that its time to turn. Go right on Forest and climb up a series of hills to get back to the water stop at Eugene.

Full 4 – Leaving the water stop you’ll go over I-93 and turn right at the lights on to Park. Run to Friendly’s and turn right on to Main Street/Fellsway West. This will take you over I-93, past the Sheepfold, under I-93 to Elm Street where you turn left. Elm will take you up to a rotary where you go left and find Flynn Rink. The final water stop will be in the skating rink parking lot.

Full Finish – To finish up the long run continue on Woodland Road to Pond Street, where you turn right to make your way down to Grimsby’s. Continue straight onto West Wyoming and run to Main Street in Melrose. Turn left and finish up at Brueggers.

AltHalf Finish – The alternate half route runners follow the Full 2 and Full 3 sections. After that you still have a few miles more before finishing. Go with the full route runners onto Forest to the set of lights where you turn right onto Park. When you get to Friendly’s turn left on Main Street instead. Main will take you to the intersection with Marble Street where you turn left. Marble will take you back over I-93 to Eugene Drive where you can carpool back.

Water Stops – Tom and I can handle this, with maybe some help from Lois, but if anyone else wants to help us out, let me know.

Roll Call – Who’s in?

21 Responses to “Week 6 – Winchester Highlands Run”

  1. JEP says:

    Ifth and Mike is IFTF but may start early to finish early

  2. Amy G says:

    IFTH thank you!

  3. Dave Bryson says:

    I am in for the half. Thanks.

  4. Dan says:

    In for the half and a bit more; have to run Reservoir Rd! Will turn right at Eaton or the next intersection. Thanks 🙂

  5. Yvonne Liu-Constant says:

    Full. Thanks!

  6. Bobby Taylor says:

    I’m in for the Full and Kristi will be doing some shorter variation of the full to get 12-ish miles.

  7. Diana Hay Mirabello says:

    In for the full

  8. Nicole says:


  9. Judith Dolan says:

    Mike and I in for the half 🙂

  10. Linda Giesecke says:

    In for the half, starting at the water stop

  11. Jessi says:

    In for most! Thanks!!

  12. Sarah says:

    In for the full. Thanks!

  13. Haecha Donnelly says:

    I’m in for the full. I’m starting early. Hopefully I’ll catch Eugene on the way back! Thanks Jim & Tom!!

  14. Donna says:

    Audrey and I are running the half- Eugene to Eugene plus a couple.
    Thank you!

  15. Audrey says:

    Donna and I are in for the half starting at the waterstop

  16. Aine says:

    Myself and David are in for the half. Thank you!

  17. Joe Terranova says:

    Will run a few miles starting from Eugene. Thanks

  18. andy nagelin says:

    IFTF and will start early.

  19. Lynda Field says:

    Paul Locke and I are aiming for 10. A modified half?

  20. Michele DeAngelo says:

    Leaving from home.. hopefully catch up at Eugene or on the route.
    Starting a little early.

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