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Hikes
United States
Connecticut
Lower Connecticut River Valley Planning Region

Middletown

The best waterfall hikes and walks around Middletown

4.5

(47)

541

hikers

5

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Waterfall hiking trails around Middletown offer diverse landscapes, from forested watersheds to established parklands and riverine environments. The region features a mix of gentle paths and more challenging routes through woods and along reservoirs. Hikers can explore areas characterized by natural features such as streams, small falls, and varied woodland. These trails provide opportunities to experience the local natural beauty.

Best waterfall hiking trails around Middletown

  • The most popular waterfall hiking route is Seven Falls Loop, an easy 1.3 miles (2.2 km) trail that takes 35 minutes to complete. This path leads through a scenic area featuring multiple small cascades.
  • Another top favourite among local hikers is Giant Laurel – Wadsworth Little Falls loop from Wadsworth Falls State Park, an easy 2.2 miles (3.5 km) path. This route explores the natural beauty around Wadsworth Little Falls.
  • Local hikers also love the Main Trail, a 3.7 miles (5.9 km) trail leading through wooded areas, often completed in about 1 hour 35 minutes.
  • Hiking around Middletown is defined by reservoir trails, dense woodlands, and parkland, offering options for various ability levels.
  • The routes in Middletown are highly rated by the komoot community with an average score of 4.5 stars from more than 30 reviews. More than 400 hikers have used komoot to explore Middletown's varied terrain.

Last updated: June 23, 2026

1

hikers

#1.

Bear Hill Loop

17.3km

04:50

290m

420m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

2.17km

00:36

50m

10m

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

Easy
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4.5

(4)

21

hikers

5.89km

01:35

70m

70m

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

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

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

Easy

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Tips from the Community

Lisa
September 28, 2024, Coginchaug River Dam (Pistol Shop Dam)

This dam is a relic of the era's industrialized past, when both the Coginchaug and Sumner-Pameacha stream systems had more than a dozen power-producing dams each.

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Lisa
February 25, 2024, Wadsworth Falls

It's well worth hopping off your bike here for the short walk to Wadsworth Falls, AKA Wadsworth Big Falls. This is widely considered one of the best waterfalls in Connecticut, and its 30-foot drop is especially impressive after a big rain.

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This waterfall is considered one of the best in the entire state. It offers a perfect place to cool off and enjoy the sights and sounds. It is best to visit after rainfall, as the waterfall becomes more impressive. However, be cautious and watch your footing, as the rocks can get slick. Make sure you step off the bike before heading down the path.

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maniboyflex
January 26, 2024, Bear Hill

This small hill sits along the Mattabesett Trail at only 652 ft high, with a rock overcrop that offers a splendid view above the Spiderweed Preserve. This can be a nice place to watch the sunset and have a picnic.

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This waterfall is considered one of the best in the entire state. It offers a perfect place to cool off and enjoy the sights and sounds. It is best to visit after rainfall, as the waterfall becomes more impressive. However, be cautious and watch your footing, as the rocks can get slick.

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They rightly named it Wadsworth Little Falls because it is a smaller version of its older sibling, Wadsworth Falls, but nonetheless, it remains an impressive site.

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True to its name, the Giant Laurel stands prominently. You won't miss it as it's clearly marked, making it an ideal spot for a fantastic photo session.

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Frequently Asked Questions

How many waterfall hiking trails are there in Middletown?

Middletown offers a selection of 5 dedicated waterfall hiking trails. These routes vary in length and difficulty, providing options for different preferences.

What is the best time of year to visit Middletown's waterfall trails?

The waterfall trails in Middletown are beautiful throughout the year, but spring and autumn often offer the most vibrant experiences. In spring, you'll find lush greenery and wildflowers, while autumn brings stunning foliage colors. Water flow can be particularly strong after periods of rain.

Are there easy waterfall hikes suitable for families or beginners?

Yes, Middletown has several easy waterfall hikes perfect for families and beginners. For instance, the Seven Falls Loop is an easy 1.3-mile trail featuring multiple small cascades. Another great option is the Giant Laurel – Wadsworth Little Falls loop from Wadsworth Falls State Park, an easy 2.2-mile path exploring the natural beauty around Wadsworth Little Falls.

Are there any longer or more challenging waterfall hikes in Middletown?

For those seeking a longer adventure, the Bear Hill Loop is a moderate 10.7-mile hike that takes approximately 4 hours and 50 minutes to complete. This route offers a more extensive exploration of the area's natural features.

What kind of natural features can I expect to see on these trails?

Middletown's waterfall trails wind through diverse landscapes, including forested watersheds, dense woodlands, and parklands. You'll encounter streams, small falls, and varied woodland environments. Some areas, like those near the Middletown Reservoir Trails in New York, feature century-old white pine stands and offer views of reservoirs.

Are there any circular waterfall routes in Middletown?

Yes, many of Middletown's waterfall trails are designed as loops, allowing you to experience varied scenery without retracing your steps. Examples include the Seven Falls Loop and the Giant Laurel – Wadsworth Little Falls loop from Wadsworth Falls State Park.

What do other hikers say about the waterfall trails in Middletown?

The waterfall trails in Middletown are highly regarded by the komoot community, boasting an average rating of 4.5 stars from over 30 reviews. Hikers often praise the peaceful natural settings, the beauty of the cascades, and the variety of routes available for different skill levels.

Are there any notable attractions or landmarks near the waterfall trails?

Yes, while exploring the waterfall trails, you can find several interesting nearby attractions. Wadsworth Little Falls itself is a significant natural highlight. Other points of interest in the broader Middletown area include Castle Craig, a unique man-made monument offering views, and various lakes like Bradley Hubbard Reservoir and Crescent Lake Park, which provide additional scenic spots.

Is there parking available for the waterfall trails?

While specific parking details vary by trailhead, many popular hiking areas in Middletown, such as Wadsworth Falls State Park, typically offer designated parking facilities. For trails like the Middletown Reservoir Trails in New York, access is often minutes from downtown, suggesting convenient parking options.

Can I bring my dog on the waterfall hikes?

Many outdoor trails in Middletown are dog-friendly, but it's always best to check specific regulations for each park or preserve. For example, the Middletown Reservoir Trails in New York are a protected watershed area with restrictions on activities, so confirming pet policies beforehand is advisable.

Are there any trails that offer scenic viewpoints of the waterfalls or surrounding landscape?

Absolutely. Trails like the Seven Falls Loop are designed to showcase multiple cascades. Additionally, the region's diverse terrain, including areas around reservoirs and elevated points like those near Castle Craig, often provide excellent panoramic views of the natural landscape.

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