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Blue Hills Hikes for Kids

Blue Hills Trails

Short, rewarding Blue Hills hikes for families, from Houghton’s Pond to the Observatory on Great Blue Hill.

Aerial view of the Blue Hills range and Blue Hill Observatory

The best Blue Hills hikes for kids are short, end somewhere worth reaching, and leave energy for the way back. The reservation has plenty: a pond loop for little legs, rock scrambles for climbers, and a summit with a real weather station on top. Here are our favorites, from easiest to biggest adventure.

Hikes by age The Observatory Tips for families Schools and groups FAQ

Hikes by age

Houghton’s Pond Yellow Dot Loop

About 1.15 miles · under an hour · toddlers and up

Flat, shady, and close to the car, with free parking at 840 Hillside Street in Milton and swimming in summer. The easiest start in the reservation.

Buck Hill via the Skyline

About an hour · preschoolers and up

A short climb with a real summit at the end. It works for preschoolers and grandparents alike. Park at Houghton’s Pond.

Chickatawbut Hill

Short · ages 5 and up

Big views and plenty of rocks to scramble, a favorite for kids who like to climb. The Chickatawbut Overlook on Chickatawbut Road has parking and picnic tables.

Little Blue Hill

Short · ages 5 and up

Great Blue’s smaller neighbor, a much shorter climb through shaded woods. A good choice on hot days.

Great Blue Hill by the Summit Road

About 1 mile one way · 20 to 30 minutes · ages 6 and up

Paved and steady, but steep in places. The payoff is the highest summit in the range and the Observatory at the top.

Great Blue Hill Red Dot Trail

Slightly shorter · rocky · ages 8 and up

Starts behind the Trailside Museum and climbs straight up over rock. Older kids love it. Wear real shoes and come down the Summit Road if legs are tired.

Ages are a rough guide. You know your kids. For full route details and parking, see our Blue Hills hiking guide.

Make the summit the reward

At the top of Great Blue Hill, Blue Hill Observatory has recorded the weather every day since February 1, 1885. Kids can see the instruments, visit the Mish Michaels Exhibit Hall, and climb to the top of the tower for the view.

Children under 5 are free. A Discovery Tour is $10, free for members. Café 635 & Shop is open during public hours for a snack before the walk down. Check the Visit page for hours.

Blue Hill Observatory on the summit of Great Blue Hill seen from above

Tips for hiking with kids

  • Pick the hike for your slowest walker, and turn around while everyone is still happy.
  • Bring more water and snacks than you think, and plan a restroom stop before you start.
  • Dress for the summit. The top of Great Blue Hill is often windier and colder than the parking lot.
  • Teach the blazes: blue rectangles for the Skyline, red, green, and yellow dots for the loops. Many intersections have a numbered post that matches the DCR map.
  • Timber rattlesnakes and copperheads live in the Blue Hills. They are shy. Stay on the trail and give them space.
  • Dogs must be leashed, and the reservation is open dawn to dusk.

School and group visits

More than 5,000 students a year learn at the Observatory on field trips, in classroom visits, and in summer and school break programs. Groups of 25 or more hiking in the reservation need a DCR permit.

Family hiking FAQ

What is the easiest hike in the Blue Hills for kids?

The Yellow Dot loop around Houghton’s Pond, about 1.15 miles and under an hour, with free parking and swimming in summer. For a first summit, try Buck Hill via the Skyline Trail, a short climb that works for preschoolers.

Can kids hike to the top of Great Blue Hill?

Yes. The paved Summit Road is about one mile and takes most families 20 to 30 minutes. It is steep in places, so plan on breaks. At the top, kids can visit Blue Hill Observatory and look out from the tower.

How much does the Observatory cost for kids?

Children under 5 are free. A Discovery Tour is $10, free for members. Current prices and hours are on the Visit page.

Are there bathrooms on the trails?

There are no restrooms on the trails. Plan a stop before you start, and check DCR for facilities at your parking area.

Can my school visit the Observatory?

Yes. More than 5,000 students a year visit on field trips and in classroom programs. Field trip scheduling is open on our Field Trips page.

Guided hikes

Bring your group on a guided hike

The Summit Stroll suits most ages: about a mile up Great Blue Hill with a staff guide, ending with a tour of the Observatory. A good fit for scouts, schools, and family groups.

Up to 30 people · By appointment, any day, year-round · From $250 per group, members save

See guided hikes

Bring the kids to the top

Climb Great Blue Hill, then step inside a working weather station that has never missed a day since 1885.

Plan your visit See the summit now