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Dutchess County

Taconic State Park – Rudd Pond Area

Routes
Hikes
Dutchess County

Taconic State Park – Rudd Pond Area

The best family-friendly hikes and walks in Taconic State Park – Rudd Pond Area

By Fede from komoot

·

Updated May 29, 2026

If you've ever tried planning hiking in Taconic State Park – Rudd Pond Area, you know how quickly the options can feel overwhelming. It's tough to tell which routes are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has explored, mapped, and reviewed these trails, so we've done the legwork to bring you a curated shortlist of the very best. Consider this your shortcut to an amazing day out, saving you all the guesswork.

Hiking in Taconic State Park – Rudd Pond Area truly feels like stepping into a vast, unfragmented forest, offering everything from tranquil pond shores to challenging mountain ascents. You'll find diverse terrain, from easy paths around the 64-acre Rudd Pond to routes with significant elevation gains, all promising views of the Taconic, Berkshire, and Catskill Mountain Ranges. Just remember that while the pond offers winter activities like ice skating and ice fishing, these are only available when conditions allow.

If you're looking for a family-friendly win with a big payoff, we'd start with the Bash Bish Falls – Taconic State Park loop, an easy 1.6 miles (2.5 km) that leads to the famous falls. For those ready for a more demanding day with panoramic views, the Alander Mountain via South Taconic Trail is a moderate 5.5 miles (8.8 km) route with 1,572 feet (479 m) of climbing that's well worth the effort. With an average rating of 4.7 stars from over 30 reviews, the komoot community agrees these trails are special. Start exploring today!

If you only do 3 of these routes

  1. 1

    Alander Mountain via South Taconic Trail
  2. 2

    Bash Bish Falls – Taconic State Park loop from Taconic State Park – Copake Falls Area
  3. 3

    Bash Bish Falls – Sunset Rock Overlook loop from Taconic State Park – Copake Falls Area

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Alander Mountain via South Taconic Trail

8.76 km

480 m

Moderate

Bash Bish Falls – Taconic State Park loop from Taconic State Park – Copake Falls Area

2.59 km

60 m

Easy

Bash Bish Falls – Sunset Rock Overlook loop from Taconic State Park – Copake Falls Area

8.85 km

370 m

Moderate

Copake Iron Works Furnace – The Ore Pit loop from Taconic State Park – Copake Falls Area

5.15 km

110 m

Easy

Harlem Valley Rail Trail to Bash Bish Falls

8.80 km

180 m

Moderate

Guilder Pond and Mount Everett Trail

6.20 km

260 m

Easy

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1.

Alander Mountain via South Taconic Trail

8.76km

02:56

480m

260m

The Alander Mountain via South Taconic Trail offers a diverse hiking experience, starting in open fields before winding through dense forests. You will encounter creek crossings and sections that can be muddy, but the real journey begins as the trail steepens and becomes rockier, leading to the summit. From the grassy, scrub-oak-covered Alander Mountain Summit, you are rewarded with expansive 360-degree views stretching across the Catskill Mountains, Hudson Valley, and the Berkshires.

This moderate route covers 5.4 miles (8.8 km) with a substantial 1573 feet (479 metres) of elevation gain, typically taking around 2 hours and 56 minutes. Parking is available at the trailhead, but arriving early is recommended, especially during peak seasons. Be aware that timber rattlesnakes are known to inhabit the Taconic Range, particularly around Alander Mountain, so keep an eye out during warmer weather.

One unique aspect of this trail is that Alander Mountain sits directly on the border of Massachusetts and New York, meaning you will cross the state line multiple times. The route also connects to the longer South Taconic Trail, offering options for extended backpacking trips, including a popular link to Bash Bish Falls. There is even a free, first-come, first-serve cabin near the summit for overnight stays.

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2.

Bash Bish Falls – Taconic State Park loop from Taconic State Park – Copake Falls Area

2.59km

00:44

60m

60m

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

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5.

Harlem Valley Rail Trail to Bash Bish Falls

8.80km

02:30

180m

180m

This moderate 5.5-mile (8.8 km) hike to Bash Bish Falls offers a unique blend of easy rail trail cruising and a rewarding climb to a spectacular waterfall. You'll start on the paved Harlem Valley Rail Trail, winding through serene wooded areas, wetlands, and open farmland, before the terrain dramatically shifts to a forested path alongside Bash Bish Brook. The grand finale is Bash Bish Falls, Massachusetts' highest single-drop waterfall, plunging 60 feet into an emerald pool, a truly ethereal sight after 2 hours and 29 minutes of hiking.

To plan your visit, note that the trail connects via Taconic State Park in Copake Falls, New York. While the Harlem Valley Rail Trail is largely flat and accessible, the final push to Bash Bish Falls involves a more significant elevation gain of 600 feet (183 metres), with steeper sections and rocky terrain, particularly on the Massachusetts side. Parking is available, and the trail is generally open year-round, though conditions vary seasonally.

What makes this route stand out is its ability to combine two distinct hiking experiences: the gentle, multi-use Harlem Valley Rail Trail and the rugged, dramatic approach to Bash Bish Falls. This blend of rural landscapes and a powerful natural landmark in the southern Taconic Mountains makes it a distinctive and appealing option for those seeking varied scenery and a memorable waterfall destination.

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6.

Guilder Pond and Mount Everett Trail

6.20km

01:59

260m

250m

The Guilder Pond and Mount Everett Trail offers a delightful blend of serene waterside paths and invigorating summit climbs, making it a popular route for those seeking diverse scenery. You'll start with gentle sections around Guilder Pond, navigating roots and rocks, before the Mount Everett terrain becomes more rugged as you ascend. This easy 3.8-mile (6.2 km) hike, with 854 feet (260 metres) of elevation gain, typically takes around 1 hour and 58 minutes, providing a rewarding experience for its Guilder Pond and Mount Everett Trail hiking difficulty.

When planning your visit, aim for spring to see vibrant blooms or autumn for stunning fall colors, as these are often the best time to hike Guilder Pond Mount Everett. While specific parking information isn't always detailed, arriving early is always a good idea for popular trailheads. The shortest path to the Mount Everett summit is a steep half-mile trail starting near Guilder Pond, offering a quicker way to the panoramic views.

This trail is nestled within the Mount Everett State Reservation, known for its spectacular scenery and the convergence with the Appalachian Trail near the summit. Guilder Pond, the second highest pond in Massachusetts, is a beautiful natural feature, and the summit itself boasts a rare dwarf pitch pine habitat. The Mount Everett viewpoints provide expansive 360-degree vistas across three states, making it a truly memorable destination.

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Tips from the Community

benji
January 21, 2026, Sunset Rock Overlook

Tryed it today, through the bishbash fall and overlook path in komoot, we did the loop to the overlook in reverse and got stuck becaise multiple trees where down and couldnt find the next trail blases. There where steps i. The snow that stopped and turned aoud before us.

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mtm05005
February 22, 2024, Taconic State Park

Taconic State Park is a popular park on the border of New York and Massachusetts. There are several waterfalls within the park and multiple hiking trails for visitors to enjoy.

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Alander Mountain is a heavily wooded mountain on the border of New York and Massachusetts. The trail to get to the peak is straightforwards and moderately challenging. It is worth the effort to get to the top, as you are treated with a great view of the surrounding peaks of the Taconic Mountains.

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Taconic State Park is a popular park on the border of New York and Massachusetts. There are several waterfalls within the park and multiple hiking trails for visitors to enjoy.

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mtm05005
February 6, 2024, Bash Bish Falls

Bish Bash Falls State Park is home to the largest waterfall in Massachusetts. The falls drop 80-feet into a beautiful emerald blue pool.

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Tyler Sanders
January 31, 2024, The Ore Pit

This pond is located in Taconic State Park and offers a nice place to cool off with a swimming area and a wading pool for young children. It's a great stopping point to rest and take in the beauty.

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Tyler Sanders
December 28, 2023, Bash Bish Falls

Bash Bish Falls, the highest waterfall in the state at around 200 feet, features several cascades, with the last one forming a twin falls. To get the best viewpoint, you may need to dismount and do a little hiking from this point.

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The Copake Iron Works, established in 1845 and in operation from 1848 to 1903, was listed on the National Register of Historic Places in 2007. It stands as one of the most intact examples of 19th-century industrial iron making, providing a perfect opportunity to glimpse into the area's history.

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Frequently Asked Questions

How many family-friendly hiking trails are available in Taconic State Park – Rudd Pond Area?

There are over 7 family-friendly hiking routes in the Taconic State Park – Rudd Pond Area that are perfect for exploring with children. These range from easy strolls to more moderate adventures, ensuring there's something for every family.

Are there any easy loop trails suitable for families with young children?

Yes, for an easy and scenic loop, consider the Bash Bish Falls loop from Taconic State Park – Copake Falls Area. This easy 2.5 km trail is a great option for families looking for a shorter walk with a beautiful natural feature as a reward. The Rudd Pond Trail itself is also rated as easy with minimal elevation gain, making it suitable for all skill levels.

Can we bring our dog on the family-friendly trails?

Many trails in the Taconic State Park – Rudd Pond Area are dog-friendly, provided your furry friend is kept on a leash. The Rudd Pond Trail, for instance, is known to be dog-friendly. Always check specific trail regulations before heading out to ensure a pleasant experience for everyone.

What are some natural features or landmarks we can see along the trails?

The area is rich in natural beauty. You can hike to the stunning Bash Bish Falls, Massachusetts' most famous waterfall, which is accessible via a short trail from the park. Many routes also offer panoramic views of the Taconic, Berkshire, and Catskill Mountain Ranges, as well as the Hudson Valley. Rudd Pond itself is a central feature, offering opportunities for swimming and boating.

What is the best time of year to visit Taconic State Park – Rudd Pond Area for family hikes?

The Taconic State Park – Rudd Pond Area is beautiful year-round, but spring and fall offer particularly pleasant hiking conditions with mild temperatures and vibrant foliage. Summer is also popular, especially for combining hikes with swimming or boating in Rudd Pond. Winter offers opportunities for ice skating and ice fishing, conditions permitting.

Are there any trails that lead to a waterfall?

Absolutely! The Bash Bish Falls loop from Taconic State Park – Copake Falls Area is an easy hike that takes you directly to the impressive Bash Bish Falls. Another option is the Harlem Valley Rail Trail to Bash Bish Falls, a moderate route that also leads to this iconic waterfall.

What do other hikers enjoy most about hiking in Taconic State Park – Rudd Pond Area?

The area is highly rated by the komoot community, with an average score of 4.7 stars based on 33 ratings. Reviewers often praise the diverse terrain, the beautiful views from various summits, and the tranquil atmosphere of Rudd Pond. The accessibility of trails for different skill levels, including family-friendly options, is also frequently highlighted.

Are there any moderate trails suitable for families with older children?

For families seeking a bit more challenge, the Alander Mountain via South Taconic Trail offers a moderate 8.7 km hike with rewarding views. Another moderate option is the Bash Bish Falls – Sunset Rock Overlook loop from Taconic State Park – Copake Falls Area, which provides a longer adventure with scenic overlooks.

Is there parking available at the trailheads?

Yes, parking is generally available at the main access points for trails within Taconic State Park – Rudd Pond Area. Specific parking information can often be found on the park's official website or by checking the starting points of individual komoot tours.

Are there any less crowded family-friendly hikes in the area?

While popular spots like Bash Bish Falls can attract visitors, exploring trails like the Taconic State Park – Copake Iron Works Furnace loop from Taconic State Park – Copake Falls Area might offer a quieter experience, especially during off-peak hours or weekdays. This easy 5.1 km loop also provides a glimpse into local history.

What should we bring when hiking with children in this region?

When hiking with children, it's always wise to bring plenty of water, snacks, sun protection (hats, sunscreen), insect repellent, and a basic first-aid kit. Comfortable hiking shoes are essential. Depending on the weather, layers of clothing are recommended. Don't forget binoculars for wildlife spotting and a camera to capture the beautiful scenery!

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