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Hikes
United States
Connecticut
Northwest Hills Planning Region

Sharon

The best walks and hikes around Sharon

5.0

(4)

101

hikers

9

hikes

Hiking around Sharon offers diverse landscapes, including expansive forests, open fields, significant wetlands, and bogs. The region features rocky hills, rambling streams, and various water bodies such as Lake Massapoag and Sharon Lake. Hikers can explore areas with hardwood forest stands, historical elements like old charcoal pits and stone walls, and diverse ecosystems supporting local wildlife. The terrain includes dense woodlands, wetlands, and rocky hills, providing varied scenery for outdoor activities.

Best hiking trails around Sharon

  • The most popular hiking route is Hiking loop from Housatonic Meadows State Park, a 2.5 miles (4.0 km) trail that takes 1 hour 22 minutes to complete, winding through forested areas.
  • Another top favourite among local hikers is Macedonia Ridge Trail, a moderate 6.5 miles (10.4 km) path. This route offers views from elevated terrain.
  • Local hikers also love the Pine Knob Loop Trail, a 2.4 miles (3.9 km) trail leading through varied natural landscapes, often completed in about 1 hour 20 minutes.
  • Hiking around Sharon is defined by dense woodlands, wetlands, and rocky hills. The network offers options for different ability levels, from easy walks to more challenging routes.
  • The routes in Sharon are highly rated by the komoot community with an average score of 5.0 stars from over 3 reviews. More than 90 hikers have used komoot to explore Sharon's varied terrain.

Last updated: June 28, 2026

5.0

(1)

37

hikers

#1.

Pine Knob Loop Trail

3.86km

01:20

210m

200m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

5.0

(3)

27

hikers

11.1km

04:06

450m

460m

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

1.22km

00:22

60m

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard
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Popular around Sharon

Road Cycling Routes around Sharon

Cycling around Sharon

Tips from the Community

Kniebolek
August 16, 2025, Cobble Mountain Summit View

Nice Lookout westwards

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Great Falls Reservoir sits just off the Appalachian Trail near Falls Village, Connecticut, offering a worthwhile detour for thru-hikers or section hikers passing through town. Formed by a dam on the Housatonic River, the reservoir spills into Great Falls—a wide, powerful cascade that’s especially impressive after heavy rain. While the AT doesn’t pass directly by the falls, it’s less than half a mile from the road walk into Falls Village, making it an easy side trip. The area has historical significance as a former mill site, with old stone structures still visible near the river. For hikers stopping in town, Great Falls adds a dose of natural drama to this otherwise mellow stretch of trail.

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Scott
February 27, 2024, Great Falls Reservoir

The Housatonic River was a vital resource and transportation route for indigenous populations for centuries. The river played a role in the development of the region, powering mills and factories during the Industrial Revolution. You can see reminisces of the railway Amesville shop bridge from this point.

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To reach this point, you'll go through a heavily forested area with several viewpoints along the way. From here, you can enjoy one of these viewpoints, offering a scenic vista of the rolling hills of the Housatonic Meadows State Park.

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Can be slippery with leaves and water or ice. Take your time. Easier to climb up than slide down imho

1

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360 awesome summit view with little scrambling.

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Frequently Asked Questions

How many hiking trails are available in Sharon?

Sharon offers a selection of 5 hiking routes, catering to various skill levels. These trails are popular among local hikers, with over 90 people having explored the area using komoot.

Are there any easy hiking trails suitable for beginners in Sharon?

Yes, Sharon has options for beginners. An easy route is the Hiking loop from Housatonic Meadows State Park, which is approximately 2.5 miles (4.0 km) long and winds through forested areas.

What kind of landscapes can I expect to see while hiking in Sharon?

Sharon's hiking trails feature diverse landscapes, including expansive forests, open fields, significant wetlands, and bogs. You'll encounter rocky hills, rambling streams, and various water bodies like Lake Massapoag and Sharon Lake. Some areas also preserve historical elements such as old charcoal pits and stone walls.

Are there any family-friendly hiking options in Sharon?

Many areas in Sharon are suitable for families. The Moose Hill Wildlife Sanctuary in Sharon, MA, for example, offers trails and a nature center with educational programs. The Sharon Nature Preserve in Medina County, OH, also features a 0.6-mile ADA accessible gravel trail, making it suitable for a wider range of visitors.

Can I bring my dog on the hiking trails in Sharon?

Many natural areas in Sharon are dog-friendly, but policies can vary by specific location. For instance, Borderland State Park is generally dog-friendly, but it's always best to check the specific rules for areas like Moose Hill Wildlife Sanctuary or Sharon Mountain Preserve before you go.

Are there any circular hiking routes in Sharon?

Yes, several routes in Sharon are designed as loops. Examples include the Hiking loop from Housatonic Meadows State Park and the Hiking loop from Cornwall Bridge. The Sharon Mountain Preserve also features a scenic 2-mile loop trail.

What are some notable natural attractions or landmarks I might see on a hike?

Hikers can discover a variety of natural and historical features. Highlights include the red maple swamp boardwalk at Moose Hill Wildlife Sanctuary, the 100-foot bog bridge at Sharon Mountain Preserve, and the scenic Lake Massapoag. Some trails also offer views, such as the Summit Trail at Moose Hill Wildlife Sanctuary with distant views of Gillette Stadium, or the Mary Moore preserve with vistas spanning three states.

What is the best time of year to go hiking in Sharon?

Sharon offers hiking opportunities throughout the year. Spring brings wildflowers and lush greenery, while autumn showcases vibrant fall foliage. Summer is ideal for enjoying the lakes and ponds, and winter can offer unique snowshoeing or cross-country skiing experiences, though some trails may be more challenging.

Are there any trails with significant elevation changes or viewpoints?

Yes, for those seeking more challenging routes and views, the Cobble Mountain Cliff Face – Cobble Mountain Summit View loop from Amenia is a moderate 6.5-mile path offering elevated terrain and scenic vistas. The Mount Prospect – Great Falls Reservoir loop from Sharon Mountain Campsite is a more difficult option with substantial elevation gain.

What kind of wildlife might I encounter on the trails?

Sharon's diverse ecosystems support a variety of wildlife. Depending on the area, you might spot wood ducks, turtles, frogs, and toads around bogs and wetlands. Larger mammals like deer, coyote, muskrat, racoon, and groundhog are also present, along with various bird species such as the brown creeper and wood thrush.

Is public transport available to reach hiking trails in Sharon?

While some areas might have limited public transport access, many of Sharon's trailheads, especially those for larger preserves and state parks, are primarily accessed by car. It's advisable to check local transport options for specific trailheads before planning your trip.

Where can I find parking for hiking trails in Sharon?

Most major hiking destinations in Sharon, such as Moose Hill Wildlife Sanctuary and Borderland State Park, provide dedicated parking areas for visitors. For smaller or less-known trails, parking might be more limited, so it's always a good idea to research specific trailhead parking in advance.

Are there any trails suitable for horseback riding?

Yes, the Sharon Mountain Preserve in Sharon, CT, is known for its trails that are open year-round for equestrian use, offering a unique way to experience the diverse habitats of the area.

Most popular routes around Sharon

Easy hikes around Sharon

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