Discover the Best Bike Trails in Massachusetts

Explore the finest bike trails across Massachusetts. Whether you’re a beginner or an experienced rider, there’s something for everyone!

Bike Trails by Difficulty

Intermediate Difficulty

Pearl Hill Southeast Trail

1.5 km | Intermediate | Carreta - Jack Spania

Poet’s Seat Tower Access Road

1 km | Intermediate | SilMod Singletrack

Pipeline Trail

1.7 km | Intermediate | Poe Trail

Main Trail Fire Road

2.1 km | Intermediate | Temecula Creek Trail

Breakneck Ledge Loop

7.5 km | Intermediate | Brooklyn - Southside Junction Trail

White Diamond Trail

1.4 km | Intermediate | C Loop

Right Turn Clyde

0.9 km | Intermediate | Lakeshore Trail

College Rock Run

1.9 km | Intermediate | CT - Segment 24 Detour: Weminuche Wilderness Bypass

Duck Pond Trail

2.5 km | Intermediate | Bristol Head

Red Blaze Trail

1.7 km | Intermediate | Tour de Engineer

Woodhill Trail

2.3 km | Intermediate | Juniata Trail

Difficult Difficulty

Colton Road Conservation Area (AKA Rayburn Trails)

6.8 km | Difficult | Buffalo Gap NF Road

Raptor

0.8 km | Difficult | Buck Snort

Orange Trail

1.2 km | Difficult | Erratic Rock Trail

Blue Dot Trail

1.4 km | Difficult | Riverview Trail

Far East

1.4 km | Difficult | Annandale Trail

Serpentine

1.2 km | Difficult | BallHooter

Tophet Chasm Trail

0.9 km | Difficult | Upper Concrete Block

Friends Trail

1.3 km | Difficult | CT - Camp Hale to Holy Cross Wilderness

Borderland Loop

10.3 km | Difficult | Carson Continental Divide Epic

NEMBA Access Trail

0.7 km | Difficult | Burning Bear Trail

Very Difficult Difficulty

The Diving Board

0.1 km | Very Difficult | Bear Bones

DLS

1.3 km | Very Difficult | Seaborg Trail

Easy Difficulty

Open Space Connector

0.2 km | Easy | Lake Fayetteville

Lakeside Trail

0.5 km | Easy | Blue Flow Trail

Ronald W Evans Memorial Trail

0.2 km | Easy | Council Bluff Lake Shore Trail

Ridge Loop

0.6 km | Easy | Rattlesnake

Warner Trail

4.1 km | Easy | Silver Comet Trail

495 Run

0.7 km | Easy | Woopidy Woo

This Way Out

0.7 km | Easy | Mount Marquette Loop

Swamp Bypass

2 km | Easy | Mt. Adams MTB Trail

Bear’s Den Road doubletrack

1.6 km | Easy | Sallie Barber Road

Intermediate/Difficult Difficulty

Greenfield Ridge/Rocky Mt Park Loop

13.4 km | Intermediate/Difficult | Blue Ribbon Passage

Boundary Trail

5.3 km | Intermediate/Difficult | Root Canal

Far Side

1.8 km | Intermediate/Difficult | Lakeview Loop

Callahan Tour

15.1 km | Intermediate/Difficult | Cossingham Trail

Off-Road Loop

9.2 km | Intermediate/Difficult | Council Trail

Easy/Intermediate Difficulty

Charles River Trail

1.2 km | Easy/Intermediate | Lower Oso Trail

Bolton Town Commons Loop

0.3 km | Easy/Intermediate | Little Beaver Creek Greenway Trail

Longest Bike Trails

1.5 Trail Length

Pearl Hill Southeast Trail

1.5 km | Intermediate | Carreta - Jack Spania

6.8 Trail Length

Colton Road Conservation Area (AKA Rayburn Trails)

6.8 km | Difficult | Buffalo Gap NF Road

0.8 Trail Length

Raptor

0.8 km | Difficult | Buck Snort

0.1 Trail Length

The Diving Board

0.1 km | Very Difficult | Bear Bones

0.2 Trail Length

Open Space Connector

0.2 km | Easy | Lake Fayetteville

Ronald W Evans Memorial Trail

0.2 km | Easy | Council Bluff Lake Shore Trail

0.5 Trail Length

Lakeside Trail

0.5 km | Easy | Blue Flow Trail

1 Trail Length

Poet’s Seat Tower Access Road

1 km | Intermediate | SilMod Singletrack

13.4 Trail Length

Greenfield Ridge/Rocky Mt Park Loop

13.4 km | Intermediate/Difficult | Blue Ribbon Passage

5.3 Trail Length

Boundary Trail

5.3 km | Intermediate/Difficult | Root Canal

1.7 Trail Length

Pipeline Trail

1.7 km | Intermediate | Poe Trail

Red Blaze Trail

1.7 km | Intermediate | Tour de Engineer

1.2 Trail Length

Orange Trail

1.2 km | Difficult | Erratic Rock Trail

Charles River Trail

1.2 km | Easy/Intermediate | Lower Oso Trail

Serpentine

1.2 km | Difficult | BallHooter

1.8 Trail Length

Far Side

1.8 km | Intermediate/Difficult | Lakeview Loop

2.1 Trail Length

Main Trail Fire Road

2.1 km | Intermediate | Temecula Creek Trail

1.3 Trail Length

DLS

1.3 km | Very Difficult | Seaborg Trail

Friends Trail

1.3 km | Difficult | CT - Camp Hale to Holy Cross Wilderness

0.6 Trail Length

Ridge Loop

0.6 km | Easy | Rattlesnake

1.4 Trail Length

Blue Dot Trail

1.4 km | Difficult | Riverview Trail

White Diamond Trail

1.4 km | Intermediate | C Loop

Far East

1.4 km | Difficult | Annandale Trail

15.1 Trail Length

Callahan Tour

15.1 km | Intermediate/Difficult | Cossingham Trail

4.1 Trail Length

Warner Trail

4.1 km | Easy | Silver Comet Trail

0.3 Trail Length

Bolton Town Commons Loop

0.3 km | Easy/Intermediate | Little Beaver Creek Greenway Trail

7.5 Trail Length

Breakneck Ledge Loop

7.5 km | Intermediate | Brooklyn - Southside Junction Trail

9.2 Trail Length

Off-Road Loop

9.2 km | Intermediate/Difficult | Council Trail

0.7 Trail Length

495 Run

0.7 km | Easy | Woopidy Woo

This Way Out

0.7 km | Easy | Mount Marquette Loop

NEMBA Access Trail

0.7 km | Difficult | Burning Bear Trail

0.9 Trail Length

Right Turn Clyde

0.9 km | Intermediate | Lakeshore Trail

Tophet Chasm Trail

0.9 km | Difficult | Upper Concrete Block

2 Trail Length

Swamp Bypass

2 km | Easy | Mt. Adams MTB Trail

1.9 Trail Length

College Rock Run

1.9 km | Intermediate | CT - Segment 24 Detour: Weminuche Wilderness Bypass

2.5 Trail Length

Duck Pond Trail

2.5 km | Intermediate | Bristol Head

10.3 Trail Length

Borderland Loop

10.3 km | Difficult | Carson Continental Divide Epic

1.6 Trail Length

Bear’s Den Road doubletrack

1.6 km | Easy | Sallie Barber Road

2.3 Trail Length

Woodhill Trail

2.3 km | Intermediate | Juniata Trail

Bike Trails by Location

Carreta - Jack Spania Place

Pearl Hill Southeast Trail

1.5 km | Intermediate | Carreta - Jack Spania

Buffalo Gap NF Road Place

Colton Road Conservation Area (AKA Rayburn Trails)

6.8 km | Difficult | Buffalo Gap NF Road

Buck Snort Place

Raptor

0.8 km | Difficult | Buck Snort

Bear Bones Place

The Diving Board

0.1 km | Very Difficult | Bear Bones

Lake Fayetteville Place

Open Space Connector

0.2 km | Easy | Lake Fayetteville

Blue Flow Trail Place

Lakeside Trail

0.5 km | Easy | Blue Flow Trail

SilMod Singletrack Place

Poet’s Seat Tower Access Road

1 km | Intermediate | SilMod Singletrack

Blue Ribbon Passage Place

Greenfield Ridge/Rocky Mt Park Loop

13.4 km | Intermediate/Difficult | Blue Ribbon Passage

Root Canal Place

Boundary Trail

5.3 km | Intermediate/Difficult | Root Canal

Poe Trail Place

Pipeline Trail

1.7 km | Intermediate | Poe Trail

Erratic Rock Trail Place

Orange Trail

1.2 km | Difficult | Erratic Rock Trail

Lakeview Loop Place

Far Side

1.8 km | Intermediate/Difficult | Lakeview Loop

Temecula Creek Trail Place

Main Trail Fire Road

2.1 km | Intermediate | Temecula Creek Trail

Council Bluff Lake Shore Trail Place

Ronald W Evans Memorial Trail

0.2 km | Easy | Council Bluff Lake Shore Trail

Seaborg Trail Place

DLS

1.3 km | Very Difficult | Seaborg Trail

Rattlesnake Place

Ridge Loop

0.6 km | Easy | Rattlesnake

Lower Oso Trail Place

Charles River Trail

1.2 km | Easy/Intermediate | Lower Oso Trail

Riverview Trail Place

Blue Dot Trail

1.4 km | Difficult | Riverview Trail

Cossingham Trail Place

Callahan Tour

15.1 km | Intermediate/Difficult | Cossingham Trail

Silver Comet Trail Place

Warner Trail

4.1 km | Easy | Silver Comet Trail

D Loop Place

Little Beaver Creek Greenway Trail Place

Bolton Town Commons Loop

0.3 km | Easy/Intermediate | Little Beaver Creek Greenway Trail

Brooklyn - Southside Junction Trail Place

Breakneck Ledge Loop

7.5 km | Intermediate | Brooklyn - Southside Junction Trail

C Loop Place

White Diamond Trail

1.4 km | Intermediate | C Loop

Council Trail Place

Off-Road Loop

9.2 km | Intermediate/Difficult | Council Trail

Annandale Trail Place

Far East

1.4 km | Difficult | Annandale Trail

Woopidy Woo Place

495 Run

0.7 km | Easy | Woopidy Woo

BallHooter Place

Serpentine

1.2 km | Difficult | BallHooter

Lakeshore Trail Place

Right Turn Clyde

0.9 km | Intermediate | Lakeshore Trail

Upper Concrete Block Place

Tophet Chasm Trail

0.9 km | Difficult | Upper Concrete Block

Mount Marquette Loop Place

This Way Out

0.7 km | Easy | Mount Marquette Loop

Mt. Adams MTB Trail Place

Swamp Bypass

2 km | Easy | Mt. Adams MTB Trail

CT - Segment 24 Detour: Weminuche Wilderness Bypass Place

College Rock Run

1.9 km | Intermediate | CT - Segment 24 Detour: Weminuche Wilderness Bypass

Bristol Head Place

Duck Pond Trail

2.5 km | Intermediate | Bristol Head

Tour de Engineer Place

Red Blaze Trail

1.7 km | Intermediate | Tour de Engineer

CT - Camp Hale to Holy Cross Wilderness Place

Friends Trail

1.3 km | Difficult | CT - Camp Hale to Holy Cross Wilderness

Carson Continental Divide Epic Place

Borderland Loop

10.3 km | Difficult | Carson Continental Divide Epic

Burning Bear Trail Place

NEMBA Access Trail

0.7 km | Difficult | Burning Bear Trail

Sallie Barber Road Place

Bear’s Den Road doubletrack

1.6 km | Easy | Sallie Barber Road

Juniata Trail Place

Woodhill Trail

2.3 km | Intermediate | Juniata Trail

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