- Our list of the best things to do in Orleans, Massachusetts, features the top 269 nearby activities — including 150 great attractions with user approval ratings of 90% or more!
- Orleans, 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 19 things to do within the city of Orleans, MA , followed by 250 popular activities in nearby cities, including Hyannis, Provincetown, Barnstable, Brewster, Wellfleet, Chatham, Dennis, Eastham, Harwich, Truro, South Yarmouth, Harwich Port, West Yarmouth, Dennis Port and Sandwich
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468
38.1 Miles
70%
80 votes
between steamship dock and state beach, Oak Bluffs, MA
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Kids and adults love the three beaches collectively known as Oak Bluffs Town Beach. Located in Oak Bluffs, these beaches are popular destinations for wading, sunbathing, fishing and swimming. The beaches are popular summer music venues.
38.3 Miles
For a quiet ocean experience, Lighthouse Beach is a secluded area with lots of adventure. Within just a short walking distance is a trail that offers scenic views, leading up to the trademark lighthouse. Visitors enjoy views from the top.
38.5 Miles
The name Chappaquiddick is derived from a Native Indian word which means 'separated island' and refers to the the 300-yard wide channel that separates this island from a larger one in the east. This isolated island houses multiple hiking trails and a Japanese garden.
38.5 Miles
The charming Edgartown Lighthouse sits in Edgartown, Massachusetts. It is one of the largest and most popular lighthouses in the Cape Cod area. Visitors are welcome between May and October.
38.6 Miles
The municipal library of Edgartown, Massachusetts is called the Edgartown Public Library. It has large collections of books, periodicals and audio/visual content. The library also hosts a variety of services and programs for all ages.
38.6 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.
38.6 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.
38.6 Miles
Pack the clubs for a day at Farm Neck Golf Club. This semi-private club is open to the public from April through December for golf, tennis and dining. The 18-hole course offers seaside views. Tennis lessons and clinics are available.
38.6 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.
38.6 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.