- Our list of the best things to do in Oak Bluffs, Massachusetts, features the top 233 nearby activities — including 102 great attractions with user approval ratings of 90% or more!
- Oak Bluffs, 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 25 things to do within the city of Oak Bluffs, MA , followed by 207 popular activities in nearby cities, including Edgartown, Hyannis, Barnstable, New Bedford, Sandwich, Vineyard Haven, Woods Hole, South Yarmouth, Mashpee, Wareham, West Yarmouth, Dartmouth, Chilmark, West Tisbury, Plymouth, Gay Head and Menemsha
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39.7 Miles
Campground Beach is popular with families that have young children as the beach is small and the waves tend to be calm. The limited amount of sand allows visitors to lounge close to the water.
39.8 Miles
Fort Hill Rural Historic District is a local historic site which dates back to late 19th-century. It can be explored through a scenic walking trail which weaves through the many old homes and farms that lie within the district.
39.8 Miles
Outdoor enthusiasts will enjoy the Fort Hill Trail, which provides great trails for hiking and incredible views of the surrounding natural landscape. Hikers can also follow the trail down to the marshland.
39.8 Miles
A non-profit organization, First Encounter Coffee House has been in operation for over 40 years. Volunteer run and operated, it regularly hosts several live performances including acoustic guitar, folk-rock and bluegrass musical series.
39.9 Miles
Located on the southern boundaries of the Cape Cod National Seashore, Nauset Inlet is a four mile stretch of tidal pools and marshes which offers beautiful views of the surrounding low marsh islands, channels and marine life.
39.9 Miles
Constructed in 1868, the Captain Penniman House is located in Eastham, Massachusetts. It has a detailed Second Empire façade and two floors, with an open attic constituting an additional half-floor.
39.9 Miles
Nauseat Beach is a beach located on a cape which features a lighthouse and access to the ocean. With casual dining and amenities on-site, the beach attracts tourists and locals alike.
39.9 Miles
As one of Bristol's most popular event spaces, the Linden Place Mansion tells the history of the area through grand architecture and beautiful surrounding landscape. The mansion is available for guided walking tours and features a museum store where guests can buy replicated items from inside the home.
39.9 Miles
Pedego Electric Bikes Rhode Island offers 500 watt electric bicycles for sale or rent to take on self-guided tours, and have many bikes in their inventory including tandems. Rentals are by the hour or day.
40.0 Miles
The most venerable wind-powered grist mill on Cape Cod is the Eastham Windmill. Located in Eastham, the rustic mill was constructed decades before the American Revolution. It is a popular tourist attraction.