- 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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2.0 Miles
A calm beach with warm waters, First Encounter Beach offers tide pools to explore at low tide, and warm, gentle waters at high tide ideal for swimming. The beach offers scenic views, and has a bath house.
2.4 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.
2.4 Miles
The Crosby Mansion takes visitors back in time to a period of elegance and sophistication. The mansion has views of the Cape Cod Bay from its 60 foot viewing tower, and has features such as marble sinks and floors in the bathrooms, 15 fireplaces, and many other luxuries.
2.4 Miles
Beautiful Nickerson State Park is located in Brewster, Massachusetts. This large, scenic space offers lush greenery, well-maintained trails, picnic spots and campsites. Campsites must be reserved and paid for in advance.
2.4 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.
2.4 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.
2.6 Miles
Cape Rep Theatre is a local indoor/outdoor repertory theater which features a range of quality productions in an intimate and comfortable setting.
2.8 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.
2.9 Miles
Paying homage to early life in the community, The Brewster Historical Society offers a memorable and diverse collection. It includes old photographs, documents, furniture, artwork and clothing from the late 1800's to early 1900's.
2.9 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.