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Trails near Middletown, CT

942 trails within 30 miles of Middletown, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (932) Walking trails (919) Bike trails (170) Mountain bike trails (79) Paved trails (139) Horse trails (72) ATV and UTV trails (11) Off-road and 4x4 trails (12) Dog-friendly trails (24) Snowmobile trails (3) Cross-country ski trails (19) Wheelchair-accessible trails (3) Rail trails (16) Greenways (17)

Quick picks

All nearby trails

Long Lane Sidepath

1.6 mi away

0.7 mi long · Easy · Middletown

Hiking Biking Paved

Bridge Trail

2.4 mi away

0.4 mi long · Middletown

Hiking

White Birch Trail

2.4 mi away

0.5 mi long · Middletown

Hiking

Robyne's Trail

2.5 mi away

0.7 mi long · Middletown

Hiking

Discovery Trail

2.5 mi away

0.2 mi long · Middletown

Hiking

Main Trail

2.5 mi away

1.6 mi long · Durham

Hiking

Herbert's Way

2.5 mi away

2.1 mi long · Middletown

Hiking

Laurel Grove Brook Trail

2.6 mi away

0.9 mi long · Middletown

Hiking

Cedar Loop Trail

3.0 mi away

1.1 mi long · Middletown

Hiking

Vortex

3.1 mi away

2.7 mi long · Easy · Durham

Hiking Biking Paved

Little Falls Trail

3.1 mi away

0.7 mi long · Durham

Hiking

Reservoir Loop Trail

3.3 mi away

1.7 mi long · Connecticut Forest and Park Association

Hiking

Blue-Red Trail

3.3 mi away

0.8 mi long · Connecticut Forest and Park Association

Hiking

Mattabesset Trolley Trail

3.5 mi away

2.9 mi long · Easy · Cromwell

Hiking Biking Paved

Westlake Area Bikeway

3.5 mi away

2.2 mi long · Easy · Middletown

Hiking Biking Paved

Air Line Trail Spur

3.6 mi away

0.4 mi long · Portland

Hiking Biking Mountain biking Horses

Push Bike Delight

4.7 mi away

0.7 mi long · Cromwell

Hiking Biking Mountain biking

White Trail #1

4.7 mi away

0.7 mi long · Lake Pocotopaug

Hiking

Yellow Trail

4.8 mi away

0.4 mi long · Lake Pocotopaug

Hiking

Great Hill Lookout Spur

4.9 mi away

0.5 mi long · Connecticut Forest and Park Association

Hiking

Children of the Corn

4.9 mi away

0.5 mi long · Cromwell

Hiking

Red Trail

4.9 mi away

0.9 mi long · Lake Pocotopaug

Hiking

Bear Hill Trail

4.9 mi away

2.1 mi long · Connecticut Forest and Park Association

Hiking

Mattabesett Trail

5.1 mi away

59 mi long · Moderate · Connecticut Forest and Park Association

Hiking

Seven Falls Trail

5.2 mi away

1.1 mi long · Connecticut Forest and Park Association

Hiking

Cyclone

5.4 mi away

0.5 mi long · Cromwell

Hiking

Scovill Blue-Yellow Trail

5.4 mi away

0.2 mi long · Higganum

Hiking

Quary View High Trail

5.4 mi away

0.4 mi long · Connecticut Forest and Park Association

Hiking

Scovill Northern Loop

5.4 mi away

1.0 mi long · Connecticut Forest and Park Association

Hiking

Scovill Southern Loop

5.4 mi away

0.6 mi long · Connecticut Forest and Park Association

Hiking

Berlin Land Trust Yellow Trail

5.5 mi away

0.9 mi long · Kensington

Hiking

White Trail

5.7 mi away

1.2 mi long · Meriden

Hiking

Yellow Trail

5.7 mi away

1.2 mi long · Durham

Hiking

Red Trail

5.7 mi away

0.7 mi long · Meriden

Hiking

Yellow Trail

5.8 mi away

0.9 mi long · Meriden

Hiking

Dana's Rim Walk

5.8 mi away

0.9 mi long · Cromwell

Hiking

Bob Kaye Loop

5.9 mi away

0.7 mi long · Cromwell

Hiking

Furnace

6.0 mi away

0.6 mi long · Higganum

Hiking

Swan Hill Preserve Trail

6.0 mi away

1.1 mi long · Dogs on leash · Higganum

Hiking Dogs allowed

Dinosaur State Park Purple Trail

6.1 mi away

0.4 mi long · Easy · Cromwell

Hiking

Swan Hill Preserve Trail

6.4 mi away

0.5 mi long · Dogs on leash · Higganum

Hiking Dogs allowed

Orange Trail

6.9 mi away

0.9 mi long · East Hampton

Hiking

Cliffside Trail

7.1 mi away

0.3 mi long · Town of Wallingford

Hiking

Coginchaug Cave Trail

7.1 mi away

1.2 mi long · Durham

Hiking

vague trail

7.2 mi away

1.1 mi long · Meriden

Hiking

Orange Trail

7.3 mi away

0.5 mi long · Kensington

Hiking

Pink Trail

7.4 mi away

0.5 mi long · Kensington

Hiking

Green Trail

7.4 mi away

0.7 mi long · Kensington

Hiking

Teal Trail

7.6 mi away

0.5 mi long · Kensington

Hiking

Purple Trail

7.6 mi away

0.3 mi long · Kensington

Hiking

Red Trail

7.6 mi away

1.1 mi long · Kensington

Hiking

Blue Trail

7.6 mi away

0.5 mi long · Kensington

Hiking

Green Trail

7.7 mi away

0.4 mi long · Kensington

Hiking

Orange Trail

7.7 mi away

0.2 mi long · Kensington

Hiking

Yellow Trail

7.8 mi away

1.1 mi long · Kensington

Hiking

Black Trail

7.8 mi away

0.8 mi long · Kensington

Hiking

Old Metacomet

7.9 mi away

0.5 mi long · Meriden

Hiking

Northern Exposure

8.0 mi away

3.0 mi long · Durham

Hiking

Air Line Trail - Southern

8.3 mi away

19 mi long · Easy · Connecticut State Parks

Hiking Biking Horses Paved

Mica Ledges Trail

8.6 mi away

0.7 mi long · Durham

Hiking

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Nearby cities

All trails in Connecticut

Common questions

How many trails are near Middletown?
We list 942 trails within 30 miles of Middletown, Connecticut. This page shows the 60 closest.
What is the longest trail near Middletown?
Mattabesett Trail is the longest on this page at about 59 miles, 5.1 miles from Middletown.
Are there dog-friendly trails near Middletown?
Yes. Map data lists 2 trails on this page as open to dogs, including Swan Hill Preserve Trail, Swan Hill Preserve Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.