- 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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37.5 Miles
Get a feel for a typical 1800s Campground cottage at the Cottage Museum. Complete with period furnishings, the display also includes vintage photos. Open daily during the summer season (fee applies).
37.5 Miles
Nemasket Kayak Center offers guided kayaking tours of Marion Harbor, Nantucket Lightship, Agawam River, and Mill Pond. The experience is a peaceful yet fun and entertaining one that nature lovers will thoroughly enjoy.
37.5 Miles
Showing movies on its big theater screen the Island Theatre has a rotating selection of films for visitors to see. Concessions available at the theater include popcorn, candy, and sodas.
37.6 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.
37.6 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.
37.8 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.
37.8 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.
37.9 Miles
Martha's Vineyard Tours and Transportation is a local compnay which offers guided van tours to the numerous attractions and landmarks on the island including a fishing village, historic homes of whaling captains dating back to the 19th-century and more.
37.9 Miles
Taking place in a reclaimed school bus, Island Transport, Inc. takes visitors through the important cultural and historical landmarks of Martha's Vineyard. During the tour, visitors make stops at different shopping locations and Victorian buildings.
37.9 Miles
At the historic Plymouth colony, visitors can learn about the spooky history of the town with Colonial Lantern Tours. Visitors get to carry their own lanterns to light the dark while walking around the colony and hearing ghost stories.