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Routes
Hikes
United States
Connecticut
Northwest Hills Planning Region

New Preston

The best walks and hikes around New Preston

4.8

(16)

231

hikers

29

hikes

Hiking trails around New Preston, Connecticut, offer access to a landscape characterized by rolling hills, dense woodlands, and protected natural preserves. The region features varied terrain, including pathways through areas like Hidden Valley Preserve and views of Lake Waramaug. Hikers can explore routes that traverse forested areas and open spaces, providing diverse outdoor experiences. The area also features natural landmarks such as New Preston Falls and Mount Bushnell.

Best hiking trails around New Preston

  • The most popular hiking route is…

Last updated: April 26, 2026

5.0

(2)

5

hikers

#1.

Mount Tom Tower Trail

2.35km

00:47

150m

60m

Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.

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Moderate

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

Easy
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2.83km

00:55

170m

10m

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

Easy

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

Easy

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

Easy
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Frequently Asked Questions

How many hiking trails are available in New Preston?

New Preston offers a good selection of hiking opportunities, with over 15 trails to explore. These routes cater to various preferences, providing diverse experiences for hikers.

What is the general difficulty level of hiking trails in New Preston?

The hiking trails in New Preston are primarily categorized as easy or moderate. There are 9 easy routes and 9 moderate routes, making the area accessible for a wide range of hikers, from beginners to those looking for a bit more challenge.

Are there any family-friendly hiking options in New Preston?

Yes, New Preston has several family-friendly hiking options. Many of the easy trails are suitable for families. For example, the Hiking loop from New Preston is an easy 5.6 km route through local woodlands that can be completed in under two hours, making it a good choice for families.

Can I bring my dog on the hiking trails in New Preston?

Many trails in New Preston are dog-friendly, but it's always recommended to check specific trail regulations before heading out. Generally, trails within preserves like Hidden Valley Preserve welcome leashed dogs. A good option to consider is the Hidden Valley Preserve loop from Hidden Valley Preserve, which offers an easy 5.7 km walk.

Are there any circular hiking routes in New Preston?

Yes, New Preston features several excellent circular hiking routes. The Scenic Nature Pathway loop from New Preston is a popular easy loop covering 6.7 km, offering a pleasant journey through natural surroundings. Another option is the Rock tunnel loop from Washington, a moderate 7.7 km path that includes a notable rock tunnel section.

What kind of natural features or landmarks can I expect to see on hikes in New Preston?

Hiking in New Preston offers views of dense woodlands, rolling hills, and protected natural preserves. You can also discover specific landmarks such as the Steep Rock Tunnel, which is part of some routes. Additionally, the Lake Waramaug State Park is a prominent natural attraction nearby, and the River Trail offers scenic viewpoints.

What do other hikers enjoy most about hiking in New Preston?

The hiking experience in New Preston is highly rated by the komoot community, with an average score of 4.7 stars from over 8 reviews. Hikers often praise the diverse terrain, the peaceful atmosphere of the dense woodlands, and the well-maintained paths within preserves like Hidden Valley. The variety of easy and moderate routes is also frequently appreciated.

Are there any hikes that explore Hidden Valley Preserve?

Yes, Hidden Valley Preserve is a key area for hiking in New Preston. You can explore the preserve on routes like the Hidden Valley Preserve loop from Hidden Valley Preserve, an easy 5.7 km trail, or the Hidden Valley Preserve loop from Washington, another easy 6.3 km option that showcases the preserve's natural beauty.

Is parking available at the trailheads in New Preston?

Parking availability varies by trailhead in New Preston. Many preserves and popular hiking areas typically offer designated parking lots. It's advisable to check specific trail information or local preserve websites for detailed parking instructions before your visit.

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

New Preston offers enjoyable hiking experiences throughout much of the year. Spring brings lush greenery and blooming wildflowers, while autumn is particularly scenic with vibrant fall foliage. Summer is also popular, though trails can be busier. Winter hiking is possible, but conditions may require appropriate gear for snow or ice.

Are there any permits required for hiking in New Preston?

Generally, permits are not required for day hiking on most public trails and preserves in New Preston. However, it's always a good practice to check the specific regulations of individual preserves or state parks, such as Lake Waramaug State Park, as policies can sometimes change or apply to certain activities.

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