Top Adventures in Randolph

  • Hike the Ponkapoag Pond Trail

    Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. 

    3.82 miles 173 ft gain

  • Hike the Great Blue Hill Trail

    This is family-friendly hike takes you to nice views of Boston, after a moderately challenging stretch of elevation gain. Follow the blue markers along Great Blue Hill Trail to reach the observation tower. This is also a great spot for bird watchi...

    2.3 miles 550 ft gain

  • Hike The Skyline Trail at Blue Hills

    Park in the lot across from Batterymarch Rd off of Willard St. Access the Skyline trail from here, it is marked blue. Follow the signs. The trails in Blue Hills are perfect for training for backpacking because they are so steep and rocky. I would ...

    12.7 miles 2542 ft gain

  • Run the Arnold Arboretum Trail

    Park in the lot off of Arborway to access the trail. This place is gorgeous year round. The winter offers a quiet solitude, fall boasts bright colors, spring is the most beautiful as the flowers start to burst and cherry blossoms take over, and su...

    2.6 miles 150 ft gain

  • Hike the Wilson Mountain Reservation Trail

    This easy, well maintained trail has a little bit of everything you could need for a leisurely loop hike - bridges and streams, views of Boston, bird watching, and a dog-friendly policy (leash on).

    2 miles

  • Run the Jamaica Pond and Victorian Jamaica Plain Loop

    Park in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly. Keep a lookout for (and a respectful distance from) the wildlife that live here. The loop around Jamaica Pond itsel...

    1.5 miles 95 ft gain

  • Explore the Bunkers at Fort Revere

    Fort Revere is an 8-acre (3.2 ha) historic site situated on a small peninsula located in Hull, Massachusetts. It is situated on Telegraph Hill in Hull Village and contains the remains of two seacoast fortifications, one from the American Revolutio...

  • Hike the Norris Reservation Loop

    Choose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that off...

    2.4 miles 60 ft gain

  • Walk the Freedom Trail

    Park along the trail and then hop on. The Freedom Trail allows you to not only see the most beautiful parts of Boston (which is an absolutely gorgeous city) but you can learn some history too! Head off the trail a bit to explore the Charles River,...

    2.9 miles 121 ft gain

  • Walk along Lake Waban

    This is a lake on Wellesley College Campus.  It is easy to get to from just about any direction. Just park and walk toward the lake, and there are paths that will take you there. The easiest place to park (pinned on the map) is just off Washington...

    3 miles

  • Hike Southern Middlesex Fells Loop

    Park in the parking area near Bellevue Pond. There are multiple entrances to the reservation (some closer to the reservoir itself than others). I have spent days in there hiking around and never seeing the water and there are days when I just hike...

    3.5 miles 756 ft gain

  • Kayak Lake Rico

    Lake Rico is a decent sized lake located in East Taunton, MA. You can spend hours out kayaking and exploring. From the parking lot the lake looks pretty small but there is an opening towards the back that leads into three larger sections. There is...

  • Nearby camping, hotels, and more

    • Middleborough, Massachusetts

      Boston / Cape Cod KOA

    • Northbridge, Massachusetts

      West Hill Park

      Overview On a quiet back road and across an old fieldstone bridge lies West Hill Park, where the West River widens to form a large, natural pool. The park and its many services and activities, incl...

    • Sandwich, Massachusetts

      Spring Hill On Cape Cod Cranberry Farm

      Located on a scenic 60 acre site with a 20 acre actively farmed Cranberry Bog. Open fields and forested areas filled with native waterfowl and wildlife. Offering sweeping vista's of the working bog...

      From $99/night

    • Charlton, Massachusetts

      Buffumville Lake (Group Shelters)

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    • Falmouth, Massachusetts

      AutoCamp Cape Cod

      Experience a modern outdoor resort just minutes from the beach in Cape Cod.  AutoCamp Cape Cod is just a 1.5 hour drive from Boston, and 3.5 hour drive from New York City. Situated minutes from the...

      From $129/night

    • Little Compton, Rhode Island

      Maurolou Farm

      Tucked between the edge of our woods and farm pastures, our campsite offers seclusion, and a beautiful view of the Quicksand Pond and the Atlantic Ocean. Enjoy the swans as they float by and on a c...

      From $150/night

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