4.8
(16)
244
hikers
7
hikes
Family friendly hiking trails around New Preston, Connecticut, are set within a landscape of rolling hills, dense woodlands, and diverse natural preserves. The region features varied terrain, from forested areas to open spaces, providing a range of outdoor experiences. Notable natural features include Lake Waramaug, the second-largest natural lake in Connecticut, and the historic New Preston Falls on the East Aspetuck River. These elements combine to create a compelling destination for exploring the outdoors.
Last updated: May 11, 2026
2.83km
00:55
170m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
32
hikers
6.73km
02:00
180m
180m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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10
hikers
12.7km
03:36
270m
270m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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This is a tiny but highly scenic little park. The roads that circumnavigate Lake Warmaug are partially shaded and go right up to the water's edge, and the views out across the water are especially beautiful in the autumn. There is also camping, hiking, and kayaking here, as well as a couple small beaches for swimming.
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This small lake-side park comes equipped with picnic benches and plenty of trees to provide shade on a summers day. A great spot to take a break.
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There are 6 family-friendly hiking trails around New Preston featured in this guide, offering a variety of experiences for different ages and skill levels. These include 3 easy routes and 3 moderate routes.
The New Preston area features diverse terrain, from rolling hills and dense woodlands to scenic paths around lakes. You'll find trails with gradual ascents, boardwalks, and picturesque views, making for an engaging family hiking experience.
Yes, for an easy circular option, consider the Scenic Nature Pathway loop from New Preston. This 6.7 km route takes approximately 2 hours and offers a pleasant walk through local woodlands, perfect for families.
Many trails in the New Preston area, including those in preserves like Macricostas Preserve and Hidden Valley Preserve, are generally dog-friendly. However, it's always best to check specific trail regulations or park rules beforehand. Please ensure your dog is on a leash and you clean up after them.
Absolutely! The Meeker Trail within Macricostas Preserve leads to Waramaug's Rock, offering stunning panoramic views of Lake Waramaug and the surrounding valley. Additionally, the historic New Preston Falls on the East Aspetuck River provides a beautiful natural backdrop in the village itself.
Beyond the trails, you can visit Lake Waramaug State Park, which offers opportunities for swimming, picnicking, and enjoying the scenic lake. The Steep Rock Tunnel is another unique landmark worth exploring in the wider area.
Yes, most popular trailheads in the New Preston area, including those for Macricostas Preserve and Lake Waramaug State Park, offer designated parking areas. It's advisable to arrive earlier on busy days, especially weekends, to secure a spot.
Public transport options directly to specific trailheads in New Preston can be limited. Most visitors typically access these trails by car. We recommend checking local bus schedules or ride-sharing services for any available connections to the general New Preston area, and then planning for a short walk or taxi to the trailhead.
Spring and fall are particularly beautiful for family hikes in New Preston. Spring brings lush greenery and blooming wildflowers, while autumn offers spectacular fall foliage, especially around Lake Waramaug. Summer is also great, but be mindful of warmer temperatures and potential insects. Winter hiking is possible, but trails may be icy or snowy.
Yes, the diverse natural preserves like Macricostas Preserve are known for wildlife. The Macricostas Lookout, for instance, overlooks a hayfield known for songbirds, butterflies, and other small wildlife. Keep an eye out for deer, various bird species, and other forest creatures during your hike.
The family-friendly trails around New Preston are highly rated by the komoot community, with an average score of 4.8 stars from 16 ratings. Reviewers often praise the well-maintained paths, beautiful natural scenery, and the suitability of the routes for all ages, making them perfect for a family outing.
For families with young children, the Meeker Trail is an excellent choice. While it has a gradual ascent, it's relatively short at 2.8 km and offers rewarding views from Macricostas Lookout, making it manageable and engaging for little ones.
Yes, for families with older children looking for a more extended adventure, the Lake Waramaug State Park – Lake Waramaug loop is a moderate 13.8 km hike. This route offers beautiful views of the lake and a longer duration, providing a good challenge while remaining family-friendly.


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