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Upton Town Hall, MAPhoto: John Phelan · CC BY 3.0
A+Outdoors
Outdoors in Upton

Upton has 94 miles of mapped trails, 4.4 for every square mile of land

3,033 acres are parks and preserves, 370 per 1,000 residents. 21% of Upton’s land is conserved, about 2,880 acres. The biggest trail networks: Upton State Forest (27.4 mi), Warren Brook Watershed (4.5 mi), Peppercorn Hill (4.5 mi).

Ahead of 98% of U.S. towns · #109 of 283 in Massachusetts. What drives it

Conserved land
21%
2,880 acres · of 21.6 sq mi of land
Trails
94 mi
4.4 per sq mi of land
Park land
3,033 ac
370 acres per 1,000 residents
Near a park
81%
of residents within ½ mile
Highest peak
600 ft
George Hill
Lakes & rivers
9
1 beach

What kind of outdoors town is Upton?

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

Outdoors grade

How much outdoors does Upton have?

On conserved land, trails, park land and how close residents live to a park, Upton is ahead of 98% of U.S. towns, #109 of 283 in Massachusetts. All four inputs are above most U.S. towns; trail miles rank highest, the share of residents near a park lowest.

A+
OutdoorsA character grade: shown, never part of Upton’s overall grade.
All U.S. towns we grade (21,298)Ahead of 98%
LessMore
Massachusetts towns of 2,500+ (283)Ahead of 62%

Massachusetts towns conserve more land than most (a typical one, 21%; the U.S., 4%), so Upton’s 21% is ahead of 49% of Massachusetts towns, while its trails per square mile lead 91% of them.

How sure. Graded on any three of the four inputs instead, the letter would range from A to A+. 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.

12345678
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 Upton State Forest, with 27.4 miles. Directions go to the nearest trailhead or public parking.

Upton State Forest

Managed by Division of State Parks and Recreation
1,584 acres27.4 mi of trail
Old Hopkinton Spring TrailRabbit RunNuthatch TrailWhistling Cave Trail+1
Dog rules not recorded
Directionsto the parking lot

Warren Brook Watershed

Managed by Town of Upton
325 acres4.5 mi of trail
Dog rules not recorded
No trailhead mapped yet

Peppercorn Hill

Park
299 acres4.5 mi of trail
Walleston Trail
Dog rules not recorded
Directionsto the parking lot

Whitney Conservation Area

Managed by Town of Upton
55 acres2 mi of trail
Dog rules not recorded
Directionsto the parking lot

Pleasant Woods

Managed by Town of Upton
32 acres0.8 mi of trail
Dog rules not recorded
Directionsto the parking lot

West Hill Wildlife Management Area

Nature preserve
78 acres0.7 mi of trail
Dog rules not recorded
No trailhead mapped yet

Walleston Conservation Area

Managed by Town of Upton
31 acres0.4 mi of trail
Walleston Trail
Dog rules not recorded
No trailhead mapped yet

Donald & Anne Kerr Memorial Preserve

Managed by Metacomet Land Trust
25 acres0.4 mi of trail
Dog rules not recorded
No trailhead mapped yet
All 11 parks & preserves
Upton State Forest1,584 acres · 27.4 mi of trail · Division of State Parks and Recreation
Directions
Warren Brook Watershed325 acres · 4.5 mi of trail · Town of Upton
Peppercorn Hill299 acres · 4.5 mi of trail
Directions
Whitney Conservation Area55 acres · 2 mi of trail · Town of Upton
Directions
Pleasant Woods32 acres · 0.8 mi of trail · Town of Upton
Directions
West Hill Wildlife Management Area78 acres · 0.7 mi of trail
Walleston Conservation Area31 acres · 0.4 mi of trail · Town of Upton
Donald & Anne Kerr Memorial Preserve25 acres · 0.4 mi of trail · Metacomet Land Trust
Kelley Family Conservation Area14 acres · 0.3 mi of trail · Town of Upton
Bonner Conservation Land69 acres · 0.2 mi of trail · Metacomet Land Trust
Lake Wildwood5 acres
Who protects it

2,880 conserved acres

21% of Upton’s land. Who manages Upton’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Land trusts & nonprofits295 ac
Army Corps of Engineers78 ac
State natural resources76 ac
State parks59 ac
Town or city56 ac
Joint32 ac
Regional agency22 ac
State Conservation Area · 1,593 acState Resource Management Area · 613 acConservation Easement · 485 acConservation Area · 78 acPrivate Other or Unknown · 73 ac
Good to know

Conserved doesn’t always mean open to visitors. 305 acres are conservation easements, usually private land. Public access isn’t recorded for 8 of 67 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Upton State Forest
State Resource Management Area
Not recorded2,191Open
West Hill Wildlife Management Area
Conservation Area
Army Corps of Engineers78Open
Nipmuc Rod And Gun Club
Private Other or Unknown
Not recorded73Restricted
Town of Upton
Local Other or Unknown
Not recorded33Restricted
Upton Water Supply Land
Watershed Protection Area
Not recorded31Unknown
Nipmuc Regional High School Fields
Research or Educational Area
Not recorded24Restricted
Blackstone Valley Regional Vocational High School Fields
Local Park
Regional agency22Restricted
Ruguleiski Woods
State Conservation Area
Not recorded22Open
Kiwanis Beach
Local Other or Unknown
Not recorded21Unknown
Lakeview Cemetery
Local Historic or Cultural Area
Not recorded20Unknown

5 smaller protected places aren’t shown.

Things to do

11 places to go in Upton

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

Peaks in Upton
George Hill600 ft elevation
Directions
Pratt Hill594 ft elevation · In Upton State Forest
Directions
Peppercorn Hill571 ft elevation · In Walleston Conservation Area
Directions
Christian Hill525 ft elevation
Directions
Ockoocanganset Hill312 ft elevation
Directions
Trails & water

23 named trails and 9 lakes & rivers

Named trails
Open to bikes · 10.3 miHorses · 6.3 miUnpaved · 22.8 mi
Puddin Loop4.0 mi
Orange Trail1.4 mi
Old Hopkinton Spring Trail1.3 mi
Rabbit Run1.2 mi
Nuthatch Trail1.2 mi
Magenta Trail1.1 mi
Yellow Trail0.9 mi
Powerline Trail0.7 mi
Swamp Trail0.7 mi
Walleston Trail0.7 mi
13 more trails
Whistling Cave Trail
0.6 mi
Chickadee Trail
0.6 mi
The Road Less Traveled
0.5 mi
Pipeline Trail
0.5 mi
Spring Street Trail
0.5 mi
Gas Line Trail
0.4 mi
Hawk Trail
0.4 mi
Mammoth Rock Trail
0.4 mi
Warbler Trail
0.2 mi
Beaver Path
0.2 mi
Grouse Trail
0.2 mi
Sparrow Trail
0.2 mi
Eames Lane Link
0.1 mi
Lakes & rivers tap for directions
Biking & sports

0.0 miles of bike routes

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

Courts & fields
6Baseball
3Tennis
2Football
2Basketball
1Lacrosse
1Soccer

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

History along the way

2 places on the National Register

The country’s official list of places worth saving (National Park Service).

History →
Knowlton Hat FactoryBuilding · listed 1982
About it
Upton Town HallBuilding · listed 1999
About it
When to get out

The best walking months in Upton: 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)9.410.511.813.314.615.215.013.912.411.09.79.1
High (°F)363846597078838174625141
Rain (in)3.83.44.54.43.74.33.84.03.95.04.04.6

February is the driest month (3.4 in) and July the warmest (highs of 83 °F). 5.0 inches fall in October, the wettest month. The climate in Upton →

Next door

Upton and its neighbors

Upton has the second most mapped trails of the 8 towns around it. 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
Upton21%4.437081%A+
Milford11%2.31686%A
Hopkinton23%4.015899%+A+
Northbridge17%2.79776%A+
Grafton13%2.08796%A+
Mendon10%1.713955%A
Hopedale23%2.08683%A+
Westborough22%2.011382%A+

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

Questions about parks and trails in Upton

Where can I hike in Upton?

The longest trail networks: Upton State Forest, 27.4 miles; Warren Brook Watershed, 4.5 miles; Peppercorn Hill, 4.5 miles; Whitney Conservation Area, 2 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Upton is conserved land?

21% of its land, against a typical 21% for a Massachusetts town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Upton’s trails?

Upton State Forest and Warren Brook Watershed don’t have dog rules recorded on the map; check the signs at the trailhead.

Is there public land near Upton?

37,740 acres of parks and open public land lie inside Upton or within 10 miles of it (PAD-US), 3,266 of them inside the town line.

How much outdoors does Upton have?

Ahead of 98% of U.S. towns on the Outdoors grade, #109 of 283 in Massachusetts. 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 Upton 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 →