Seven Hills of Ipswich

There’s about 2300′ of climbing on this 44-mile ride, with a lot of “out and back” on beautiful roads you may have never ridden. Experience these hills and views, in order of occurrence:

  • Start from the Hammatt St. parking lot in Ipswich
  • Town Farm Rd. out and back, up Town Hill at Highland Cemetery
  • Pineswamp Rd. out and back, skirting Turkey Hill
  • Mount Pleasant St. in Ipswich
  • Bush Hill  on Kennedy St.
  • Scott Hill off of Topsfield Rd.
  • Turner Hill (big climb)
  • Some easy riding, then a hill on Chebacco Rd.
  • Castle Hill at the Crane Estate
  • Heartbreak Hill on Argilla Rd.
  • Nice side trip to Labor in Vain Creek, with a little climb
  • Plover Hill at Great Neck
  • A steep climb up Town Hill on Spring St.
  • Back to the start

44 mile route at RideWithGPS
View and print cue sheet
View and print map
GPX file

TCX Course

Hate hills? Here’s a 35 mile version with 1300 of climbing, which is 1000 ft. less than the above version.

Route at RideWithGPS
View and print cue sheet
View and print map
GPX file

TCX Course

Hills in Ipswich Massachusetts

Bartholomew Hill – 204′ off Linebrook behind Doyon School
Bear (Boar) Hill – off Topsfield Road near Little Turner
Bush Hill – 193′ off Topsfield Road
Castle Hill – 165′ at end of Argilla Road
Elm Hill – Marini’s Hill (Elm Hill Farm)
Heartbreak Hill – off Argilla Road 164 ft.
Jewett Hill – 212′ off High Street at Rowley line
Little Turner Hill- 197′ off Topsfield Road
Plover Hill – Great Neck
Prospect Hill – 262′ Ipswich/Rowley line
Sagamore Hill – 172′ Ipswich/Hamilton line
Scott Hill – 180′ off Topsfield Road
Steep Hill – off Argilla Road facing Crane Beach
Tilton’s Hill – near Treadwell Island
Town Hill – 184′ East of town center
Turkey Hill – 240′ between Pineswamp & Topsfield Road
Turner Hill – 250′ off Topsfield Road
Vine Hill – off Topsfield Road (Masonic Temple)
Windmill Hill – County & Essex Roads (Cable Hosp

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