Outbound Collective logo

Chatham, Massachusetts

Top Spots in and near Chatham

  • Harwich, Massachusetts

    West Reservoir

    5.0
    2.65 mi / 59 ft gain
    West Reservoir is a loop trail that takes you by a lake located near Harwich, Massachusetts.
    Read more
  • Eastham, Massachusetts

    Visit Nauset Lighthouse

    4.0
    Nauset Light, officially Nauset Beach Light, is a restored lighthouse on the Cape Cod National Seashore near Eastham, Massachusetts, erected in 1923 using the 1877 tower that was moved here from the Chatham Light.  It was moved to Eastham in 1923 to replace the Three Sisters of Nauset, three smal...
    Read more
  • Truro, Massachusetts

    Hike the Pamet Area Trail

    1.9 mi
    Pamet Area Trail is in Truro, towards the ocean within the Cape Cod National Seashore.  As we were driving to the parking area it felt like it was wrong, as it often does.  There was a dead end and school signs, which are for the N.E.E.D. Academy (apparently also doubles as a hostel during the su...
    Read more
  • Provincetown, Massachusetts

    Hike Provincetown Dunes on the Cape Cod National Seashore

    4.8
    2.8 mi / 287 ft gain
    Begin your journey from a small parking area that holds 3 cars just off route 6 (additionally you can park on the side of the road) The trail head is unmarked until about 50' into the woods where you will find a sign describing the rich history of the area. Continue up the large sand dune immedia...
    Read more
  • Provincetown, Massachusetts

    Dunes' Edge in Provincetown

    Cape Cod, Massachusetts is full of campgrounds and dunes to explore, but the best of the two are located at the very end of the cape, around the areas of Truro and Provincetown. Travel to the very beginning (or end, depending on how you look at it) of historic U.S. Route 6, which spans from Prov...
    Read more
  • Provincetown, Massachusetts

    Explore Hatches Harbor and Race Point

    5.0
    3.3 mi
    Hatches Harbor & Race Point Lighthouse trail is not super long or difficult.  Pretty straight forward, at least up to Hatches Harbor. There is a small parking lot that fits about six cars off Province Lands Rd.  I think we had a good amount of rain leading up to that day and the trail reflect...
    Read more
  • Edgartown, Massachusetts

    Visit Edgartown Lighthouse

    If you're looking for a quick way to get your steps in while taking in beautiful ocean views and the salty air, the walk to the Edgartown Lighthouse is the perfect activity. It's an easy, straight-line trail that will take you directly onto Lighthouse Beach.  In the summer, the beach is a beauti...
    Read more
  • Edgartown, Massachusetts

    Hike Huckleberry Barrens Trail

    0.5 mi
    The Huckleberry Barrens property is a 17 acre expanse of land in Katama, MA managed by the Sheriff's Meadow Foundation. Though the property is quite vast, the trail loop is only approximately 0.5 miles. Quite conveniently, If you're looking to extend your walk, run or bike, there is an opening ha...
    Read more
  • West Tisbury, Massachusetts

    Photograph Lambert's Cove

    While there are a number of beaches on Martha's Vineyard, many of the more well known and popular ones can easily get over crowded. The less widely known Lambert's Cove, however, is a gem that will not disappoint.  To access Lambert's Cove in the summer season, you'll need to get or borrow a pas...
    Read more
  • Chilmark, Massachusetts

    Menemsha Hills Reservation Loop

    5.0
    2.98 mi / 344 ft gain
    GPS service in densely wooded areas on the Vineyard is hard to come by, so plugging in Menemsha Hills Reservation before getting on the road is advised. Traveling down N Road, you'll find an unmarked gravel road located between Turtle Cove and Trustees Lane. A short 400 meter drive will take you ...
    Read more

Top Activities

Camping and Lodging in Chatham

Beach View House
Eastham, Massachusetts

Beach View House

Le Count Beach  House
Wellfleet, Massachusetts

Le Count Beach House

Sunrise House
Wellfleet, Massachusetts

Sunrise House

Ocean View House
Wellfleet, Massachusetts

Ocean View House

Seashore Modern House
Wellfleet, Massachusetts

Seashore Modern House

Bay View House
Wellfleet, Massachusetts

Bay View House

Guides, Insights and Stories from Chatham

My Letter To The Ocean

My Letter To The Ocean

Shaun Logan

Experience Cape Cod - Dune Shack Trail, Provincetown

Experience Cape Cod - Dune Shack Trail, Provincetown

Shaun Logan