Guest, Sign inJoin

Post to Oakland

We’ll email a one-tap link to publish your post. No password, and nothing is public until you click it.
Already a member? Sign in
Oakland MEPhoto: P199 · CC BY-SA 3.0
C+Outdoors
Outdoors in Oakland

Oakland has 23 miles of mapped trails, 0.9 for every square mile of land

17% of residents live within a half mile of a park. 2% of Oakland’s land is conserved, about 278 acres. 48 acres are parks and preserves, 7.7 per 1,000 residents.

Ahead of 38% of U.S. towns · #111 of 143 in Maine. What drives it

Conserved land
2%
278 acres · of 25.7 sq mi of land
Trails
23 mi
0.9 per sq mi of land
Park land
48 ac
7.7 acres per 1,000 residents
Near a park
17%
of residents within ½ mile
Bike routes
2.9 mi
2.9 mi paths
Highest peak
541 ft
Mutton Hill
Lakes & rivers
3
2 boat launches

What kind of outdoors town is Oakland?

Read from the map. The page puts what stands out first.

Outdoors grade

How much outdoors does Oakland have?

On conserved land, trails, park land and how close residents live to a park, Oakland is ahead of 38% of U.S. towns, #111 of 143 in Maine. Trail miles hold the grade up; the share of residents near a park pulls it down.

C+
OutdoorsA character grade: shown, never part of Oakland’s overall grade.
All U.S. towns we grade (21,298)Ahead of 38%
LessMore
Maine towns of 2,500+ (143)Ahead of 23%

Water is 9% of Oakland’s area (2 of 28 square miles), so every share here is of land; over land and water together, the conserved share would read 2%.

How sure. Graded on any three of the four inputs instead, the letter would range from C− to B−. Trails and many small parks come from OpenStreetMap, mapped by volunteers, so coverage varies from town to town; the half mile is a straight line from each census block, so a river or highway in the way isn’t counted against it.

PAD-US, OpenStreetMap (© OpenStreetMap contributors), Census 2025 Gazetteer and 2020 blocks; details in Sources below. How TownRatings grades the outdoors →

The map

Conserved land, trails & bike routes

Tap a number to zoom to a park. Tap a layer to hide it.

1234
Easements protect land from building but are usually private.© OpenStreetMap contributors · USGS PAD-US
Places to walk

Pick a walk

The longest trail network is Pleasant Point Park, with 0.2 miles. Directions go to the nearest trailhead or public parking.

Pleasant Point Park

Park
30 acres0.2 mi of trail
Dog rules not recorded
Directionsto the parking lot

Wrigley Recreation Area

Park
14 acres
Dog rules not recorded
No trailhead mapped yet

Oakland Overlook

Park
2 acres
Dog rules not recorded
No trailhead mapped yet

Oakland Waterfront Park

Park
2 acres
Dog rules not recorded
Directionsto the parking lot
Who protects it

278 conserved acres

2% of Oakland’s land. Water is left out: Oakland has 25.7 square miles of land and 2.5 of water, so the share counts land only. Who manages Oakland’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Regional agency217 ac
Land trusts & nonprofits99 ac
State fish & wildlife5 ac
State parks3 ac
Not recorded268 ac
Local Other or Unknown · 440 acPrivate Conservation · 100 acPrivate Other or Unknown · 49 acState Park · 3 ac
Good to know

Conserved doesn’t always mean open to visitors. Public access isn’t recorded for 4 of 9 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Miscellaneous Municipal Lands
Local Other or Unknown
Not recorded218Unknown
Unknown
Local Other or Unknown
Regional agency217Unknown
Belgrade Regional Conservation Alliance
Private Conservation
Land trusts & nonprofits50Closed
Salmon Lake (adjacent)
Private Conservation
Not recorded48Unknown
The Narrows
Private Other or Unknown
Land trusts & nonprofits46Closed
East Pond Access
Local Other or Unknown
State fish & wildlife5Restricted
Snow Pond
State Park
State parks3Closed
Willey Parcel
Private Other or Unknown
Land trusts & nonprofits2Closed
Messalonskee Lake (adjacent)
Private Conservation
Not recorded2Unknown
Things to do

6 places to go in Oakland

Beaches, playgrounds, peaks, falls and more. Pick a kind.

Peaks in Oakland
Mutton Hill541 ft elevation
Directions
Hussey Hill499 ft elevation
Directions
Trails & water

7 named trails and 3 lakes & rivers

Named trails
Unpaved · 1.8 mi
Snowmobile Oakland5.5 mi
Snowmobile Fairfield Oakland Trail2.6 mi
Snowmobile Trail 29A2.4 mi
Messalonskee Stream Trail1.7 mi
Snowmobile Oakland Trail1.6 mi
Snowmobile East Pond1.4 mi
Messalonskee School Trails1.3 mi
Lakes & rivers tap for directions
Biking & sports

2.9 miles of bike routes

Bike lanes are often missing from the map in smaller towns, so that number is likely low.

2.9 mi
off-road bike paths
Courts & fields
5Baseball
2Football
2Soccer
2Tennis
2Softball
1Field hockey

Includes school and college facilities, which aren’t always open to the public.

History along the way

4 places on the National Register

The country’s official list of places worth saving (National Park Service). The map also marks 1 historic points from OpenStreetMap: plaques, memorials and old buildings.

History →
Pressey HouseBuilding · listed 1977
About it
Memorial HallBuilding · listed 1977
About it
Gov. Samuel Cony HouseBuilding · listed 1985
About it
Oakland Public LibraryBuilding · listed 2000
About it
When to get out

The best walking months in Oakland: May to September

NOAA’s 1991–2020 normals for the town and the daylight at its latitude. Outlined months have long days, highs of 59 to 86 °F and little rain for the place.

JanFebMarAprMayJunJulAugSepOctNovDec
Daylight (h)9.210.411.813.414.815.515.214.012.410.99.58.8
High (°F)273140536574797870574534
Rain (in)3.22.83.43.93.44.23.53.43.75.04.24.1

February is the driest month (2.8 in) and July the warmest (highs of 79 °F). 5.0 inches fall in October, the wettest month. The climate in Oakland →

Next door

Oakland and its neighbors

Tap a town to see its outdoors.

TownConserved
of land
Trail mi
per sq mi
Park acres
per 1,000
Near a park
½ mile
Outdoors
Oakland2%0.9817%C+
Belgrade4%1.2612%C+
Waterville6%1.31377%A−
Smithfield— not graded: under 1,000 residents or part of its town
Sidney2%0.792%C

The four inputs of the Outdoors grade, from the engine; shares are of land, not water.

Questions about parks and trails in Oakland

Where can I hike in Oakland?

The longest trail networks: Pleasant Point Park, 0.2 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Oakland is conserved land?

2% of its land, against a typical 6% for a Maine town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Oakland’s trails?

Pleasant Point Park and Wrigley Recreation Area don’t have dog rules recorded on the map; check the signs at the trailhead.

Where can I bike in Oakland?

2.9 miles of bike routes are on the map: 2.9 of off-road paths.

Is there public land near Oakland?

2,410 acres of parks and open public land lie inside Oakland or within 10 miles of it (PAD-US), 48 of them inside the town line.

How much outdoors does Oakland have?

Ahead of 38% of U.S. towns on the Outdoors grade, #111 of 143 in Maine. The grade combines the share of land that is conserved, miles of mapped trail per square mile of land, park acres per 1,000 residents and the share of residents within a half mile of a park. It’s a character grade, so it isn’t part of the overall grade. How it works.

Trail talk

Conditions, parking and favorite walks from Oakland neighbors.

Town Square →
Share a tip
Sources

Where this page comes from

Conserved and public land: USGS Protected Areas Database of the United States (PAD-US), service updated July 2026. Parks, trails, playgrounds, beaches and other places: OpenStreetMap (© OpenStreetMap contributors, ODbL), map data as of 2026-10-28. Land and water area: Census 2025 Gazetteer. Residents near a park: 2020 Census blocks. National Register: National Park Service. How TownRatings grades the outdoors →