There are about 2300 feet of climbing on this 44-mile ride, with a lot of “out and back” on beautiful roads you may have never ridden.
44-mile Ipswich Hills Ride, 2300 ft. of climb
- 44-mile route at RideWithGPS
- View and print cue sheet
- View and print map
- (Log in to RideWithGPS & click on More to export GPS files)
35-mile ride with 1300 feet of climbing.
- 35-mile route at RideWithGPS
- View and print cue sheet
- View and print map
- (Log in to RideWithGPS & click on More to export GPS files)
15.5 miles, Total elevation gain: 995 ft., Maximum grades: 9-14%
- 15-mile route at RideWithGPS
- View and print cue sheet
- View and print map
- (Log in to RideWithGPS & click on More to export GPS files)
41-mile ride: All of the hills in Ipswich and some quiet roads, 1948 ft elevation
- 41-mile route at RideWithGPS
- View and print cue sheet
- View and print map
- (Log in to RideWithGPS & click on More to export GPS files)
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




