1
Southern Woodlands Reservation
Managed by Martha's Vineyard Land Bank Commission
238 acres3.7 mi of trail
Road to Farm Neck
Dog rules not recorded
Outdoors · Oak Bluffs
Oak Bluffs, MA parks, trails & bike paths
About 5.3% of Oak Bluffs is conserved land, roughly 880 acres. There are about 22 miles of mapped trails, and the biggest networks are in Southern Woodlands Reservation (3.7 mi), Trade Winds Field Preserve (1.3 mi), and Wapatequa Wood (0.6 mi).
Conserved land, trails, parks and bike routes in Oak Bluffs, measured from OpenStreetMap and USGS data.
At a glance
Oak Bluffs outdoors
Conserved land
5.3%
880 of 16,489 acres
Trails
22 mi
0.8 mi per sq mi · 12 on conserved land
Parks & preserves
31
163 conserved acres per 1,000 residents
Bike routes
10.0 mi
0.0 mi lanes · 10.0 mi off-road paths
Conserved land is a share of the whole town area. Bike lanes are often missing from the map in smaller towns, so that number is likely low.
Map
Conserved land, trails & bike routes
Tap a number or a place below to zoom in© OpenStreetMap contributors · USGS PAD-US
Places to walk
Parks & preserves with trails
Ranked by mapped trail miles. Directions go to the nearest marked trailhead or public parking.
2
Trade Winds Field Preserve
Nature preserve
72 acres1.3 mi of trail
Dog rules not recorded
DirectionsTo Trade Winds Preserve Parking
3
Wapatequa Wood
Nature preserve
26 acres0.6 mi of trail
Dog rules not recorded
DirectionsTo the trail sign
4
Farm Pond Preserve
Nature preserve
20 acres0.5 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
5
Featherstone Farm
Nature preserve
15 acres0.5 mi of trail
Dog rules not recorded
6
Ocean Park
Park
8 acres0.4 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
7
Lakeside Park
Park
12 acres0.3 mi of trail
Dog rules not recorded
No trailhead mapped yet
8
Trinity Park
Park
3 acres0.3 mi of trail
Dog rules not recorded
DirectionsTo the parking lot
All 31 parks & preserves
Showing 1–10 of 31 parks & preserves
Southern Woodlands Reservation238 acres · 3.7 mi of trail · Martha's Vineyard Land Bank Commission
Trade Winds Field Preserve72 acres · 1.3 mi of trail
Wapatequa Wood26 acres · 0.6 mi of trail
Farm Pond Preserve20 acres · 0.5 mi of trail
Featherstone Farm15 acres · 0.5 mi of trail
Ocean Park8 acres · 0.4 mi of trail
Lakeside Park12 acres · 0.3 mi of trail
Trinity Park3 acres · 0.3 mi of trail
Niantic Park3 acres · 0.2 mi of trail
Waban Park8 acres · 0.1 mi of trail
Things to do
Beaches, playgrounds, falls & more
Pick a kind of place for the list, directions, or pins on the map above.
Beaches in Oak Bluffs
Showing 1–10 of 24 beaches
Doug's Cove
Eastville Beach
Martinelli Beach
Seaview Beach
The Inkwell Beach
Town Beach
Unnamed beach
Unnamed beach
Unnamed beach
Unnamed beach
Trails
Named trails
Open to bikes 0.5 miUnpaved 4.1 mi
- Road to Farm Neck0.8 mi
- Fire Road A0.7 mi
- Road to Wapatequa0.5 mi
- Elderberry0.1 mi
- Holly0.1 mi
- Lilac0.1 mi
- Farm Pond Trail0.1 mi
- Dogwood0.1 mi
- Magnolia0.1 mi
Water
Lakes & rivers
Brush PondpondCrystal LakeDuarte PondpondFarm PondpondHarthaven HarborSunset LakelakeUpper Lagoon Pondreservoir
Tap a name for directions.
Who protects the land
880 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Conserved doesn't always mean open to visitors. 30 acres are conservation easements, which are usually private land. Public access isn't recorded for 8 of 75 parcels. The places listed above are parks and preserves people visit.
Biking & sports
Bike routes, courts & fields
- Painted or protected bike lanes0.0 mi
- Off-road bike paths10.0 mi
- Shoulders & shared lanes0.0 mi
Courts & fields
- Tennis26
- Baseball7
- Pickleball7
- Basketball4
- Football2
- Skate park1
Counts include school and college facilities, which aren't always open to the public.
Public lands
The biggest protected places in Oak Bluffs
From USGS PAD-US: who manages each one and whether visitors are welcome.
Local Conservation Area 236 acPrivate Other or Unknown 208 acPrivate Conservation 123 acWatershed Protection Area 95 acConservation Easement 60 ac
Showing 1–10 of 15 places
| Place | Managed by | Acres | Public access |
|---|---|---|---|
| Farm Neck Golf ClubPrivate Other or Unknown | Not recorded | 208 | Restricted |
| Southern Woodlands ReservationLocal Conservation Area | Other or Unknown Local Government | 188 | Restricted |
| Wapatequa Woods PreservePrivate Conservation | Not recorded | 75 | Open |
| Joseph Sylvia State BeachState Park | Not recorded | 59 | Open |
| Water Department LandWatershed Protection Area | Not recorded | 59 | Access unknown |
| Weahtaqua Springs PreserveLocal Conservation Area | Other or Unknown Local Government | 28 | Restricted |
| Oak Bluffs Water DepartmentWatershed Protection Area | Not recorded | 20 | Access unknown |
| Sail CampLocal Other or Unknown | Not recorded | 20 | Open |
| Featherstone FarmLocal Other or Unknown | Other or Unknown Local Government | 18 | Access unknown |
| Pecoy Point PreserveLocal Conservation Area | Other or Unknown Local Government | 17 | Restricted |
History
Historic places to visit
CampgroundsIn Trinity Park · District
Soldiers MemorialIn Ocean Park · Monument
War MemorialIn Ocean Park · Monument
East Chop LightHistoric site
Oak Grove CemeteryCemetery
Sacred Heart CemeteryCemetery
Nearby
Oak Bluffs and its neighbors
Towns whose outdoors data has been built so far.
Trail talk
Conditions & tips from neighbors
No recent posts about Oak Bluffs's trails yet. Muddy, icy, a bridge out, where to park: a quick post helps the next person.
Sources: trails, parks, preserves, courts and bike lanes © OpenStreetMap contributors (ODbL), map data as of 2026-09-28. Conserved land: USGS Gap Analysis Project, Protected Areas Database of the United States (PAD-US). Measured against the Census town boundary.
How we measure
"Trails" are OpenStreetMap paths, bridleways, public tracks and unpaved footways, plus footways inside a park or preserve or on a named trail route. Sidewalks are left out. Areas are counted on a 21.6-meter grid, so overlapping parcels count once. "Conserved" includes conservation easements, which protect land from development but are usually private property. Trailheads are the nearest marked trailhead, public parking lot or information board within about 150 meters of a preserve. Dog rules come from OpenStreetMap when someone has tagged them; otherwise we show what's typical for the land manager, or say the rules aren't recorded.