Blue Hills Reservation. Follow the Blue Skyline Trail straight up the steps to the top of Buck Hill. Most of the trails up Great Blue Hill are well-trammeled and rather steep and rocky. ... Hancock Hill via North Skyline Trail. Tucker Hill Loop. ... Great Blue Hill loop via Skyline. EASY 2.0 mi. EASY 2.9 mi. EASY 3.5 mi. This is family-friendly hike takes you to nice views of Boston, after a moderately challenging stretch of elevation gain. 6. Breakneck Ledge Loop via North Skyline Trail. Breakneck Ledge Loop via North Skyline Trail. based on 7 tracks & routes ... Great Blue Hill via Summit Road. This trail goes by Boyce Hill, Buck Hill, and Tucker Hill. ... Colorado, and granted I could see two states at one time from the top. . This trail goes by Great Blue Hill, Houghton Hill, Breeze Hill, Boyce Hill, Tucker Hill, Hancock Hill, Hemenway Hill, Wolcott Hill… 2. This is a moderate loop trail to Buck Hill in Blue Hills Reservation. Monadnock in NH. 1. There large number of trails of variable difficulty that travel up to the sumit as well as around the summit. Hike The Skyline Trail at Blue Hills . 3. 2. The Great Blue Hill Trail is a moderate climb on a 2.3 mile loop to great views of Boston. Home to a lookout tower, a weather facility and a ski area. Hike the Great Blue Hill Trail. Blue hills is great for young and old alike. EASY 2.0 mi. Blue Hills Trailside Museum via Summit Road and North Skyline Trail. 3. EASY 2.0 mi. Monadnock in New Hampshire, is visible close to 70 miles away! Hancock Hill Loop via North Skyline Trail. Blue Hills Trailside Museum via Summit Road and North Skyline Trail. This is a moderate one way trail to Breeze Hill in Blue Hills Reservation. 6. Blue Hills Trailside Museum via Summit Road and North Skyline Trail. The Great Blue Hill Trail is a moderate climb on a 2.3 mile loop to great views of Boston. A little further down, cross Wampatuck Road. This is a easy out and back trail to Great Blue Hill in Massachusetts. follow the blue dots on the Skyline Trail, taking a left at 4214. There are many wild blueberries to pick in August, just remember to pick the ones with the crown on top. Great Blue Hill Located in the Blue Hills south of Boston is the highest peak in this range. ... United States › Massachusetts › Blue Hills Reservation › Breeze Hill via Skyline Trail. EASY 3.5 mi. There large number of trails of variable difficulty that travel up to … Tucker Hill Loop. EASY 3.5 mi. EASY 3.5 mi. Robert Couture. EASY 1.9 mi. EASY 3.5 mi. 7. DIFFICULT 6.6 mi. At the top of Buck Hill you’ll truly appreciate that hiking around Boston affords you great views of Boston as well as the rest of the Blue Hills. 6. Great Blue Hill sees a lot of traffic almost anytime of year. On a clear day, Mt. The flat top is grassy with large boulders to sit on. Halfway up the Great Blue Hill you cross a local road. At 4155, take a left on the Green Dot Trail, crossing Wampatuck Road again to follow the Pipe Line back to Shea rink. At 4155, take a left on the Green Dot Trail, crossing Wampatuck Road again to follow the Pipe Line back to Shea rink. Hancock Hill Loop via North Skyline Trail. This is a moderate one way trail to Breeze Hill in Blue Hills Reservation. DIFFICULT 9.6 mi. Great Blue Hill sees a lot of traffic almost anytime of year. Breakneck Ledge Loop via North Skyline Trail. 4. Breeze Hill Loop. Great Blue Hill via Summit Road. You can make a more mellow lowland loop via wider trails in this section. EASY 3.5 mi. 2.3 Miles Round Trip - … Thousands of hikers ascend Great Blue Hill each year to enjoy the fantastic view. Breeze Hill Loop. Home to a lookout tower, a weather facility and a ski area. 4. Breeze Hill via Skyline Trail . EASY 3.7 mi. Great Blue Hill via Summit Road. Davibbimartino82 8 months, 3 weeks ago Blue Hills Reservation Headquarters to State Police Milton, Milton, MA, USA. This trail goes by Boyce Hill, ... Breeze Hill Loop via Skyline Trail. Wolcott Hill Loop. Buck Hill via Skyline Those folks looking for a short family hike that is kid friendly, from preschoolers to seniors, would love this hour adventure.