- Our list of the best things to do in Chatham, Massachusetts, features the top 240 nearby activities — including 124 great attractions with user approval ratings of 90% or more!
- Chatham, MA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Water Activities.
- The results below include the top 22 things to do within the city of Chatham, MA , followed by 219 popular activities in nearby cities, including Hyannis, Barnstable, Brewster, Wellfleet, Dennis, Eastham, Orleans, Harwich, Truro, South Yarmouth, Harwich Port, West Yarmouth, Dennis Port and Sandwich
Showing 321-330 of
451
34.9 Miles
The most popular shopping district in Oak Bluffs, Massachusetts is centered on Circuit Avenue, one of the city's main thoroughfares. Circuit Avenue is full of upscale stores, fine restaurants and other enjoyable places to browse, relax and watch the world go by.
34.9 Miles
Located on the barrier beach between the Nantucket Sound and Sengekontacket Pond, the Island Spirit Kayak offers many exploration activities. Guests can rent their own kayaks for individual adventures or hire a guide to help them discover the hidden gems of the region.
34.9 Miles
Featuring 19th century architecture, Gingerbread Houses presents visitors with quaint, old-fashioned cottages painted in bright colors. During the summer, the houses have a special ceremony where they are illuminated by golden Chinese lanterns.
34.9 Miles
In business since 1947, Martha's Vineyard Bike Rentals offers daily and weekly rental rates on a variety of bikes for adults and children. All bicycles are maintained in the shop and include options for helmets and other safety gear.
34.9 Miles
Along with private charters, Mad Max Sailing Adventures offers daily tours around the island. This includes both afternoon and sunset cruises aboard a spacious vessel with tables and ample seating.
35.0 Miles
97%
95 votes
25 Main Street, Edgartown, MA 02539
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Edgartown Tour Company offers guided tours of Martha's Vineyards Island and Edgartown, allowing visitors a chance to know about local history as well as revisit many sites which featured in the movie 'Jaws'.
35.0 Miles
The Bend in the Road Beach is a free beach that is open to the public. The beach has calm waves, a boardwalk, and shallow water and also provides lifeguard services to the public.
35.0 Miles
The Mad Max Sailing Boat is known for its mast that measures over 70 feet and spacious deck that stretches 60 feet long and 25 feet wide. The company offers private charters for up to 49 people and the boat is fitted with twin hulls.
35.0 Miles
Plan Sea Adventures Boat Charters is basically a boat for hire service within the area of Martha's Vineyard and Cape Cod. The business offers half, full, or simply evening boat trips aboard their motor boat for a variety of private parties and events.
35.1 Miles
44%
9 votes
99 Main St, Edgartown, MA
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Ghosts, Gossip & Downright Scandal Walking Tours features tour guides relaying the history of Martha's Vineyard through spooky local tales. The nightly tour involves patrons walking through buildings such as the church and closed offices.