Drive ≈ 26 min Walk 3 hr 15 min
Explore 8.5 km of trails through the moderate terrain surrounding this Victorian resort in New Paltz, Hudson Valley. Moderate trail of 8.5 km, 462 m of climb.
Dog rules: check the trail page
See the trailor pick your starting city — the number is how many trails we list.
Pick your drive. Save time for the trail.
284 trails within 2 hr of Poughkeepsie by car. Compare the drive, the walking time and the level to choose your next outing.
Photo : Seven Lakes Drive NY
Drive times are estimates (≈) from the city centre, as the crow flies. Walking time comes from the trail page when it has one; a walking filter hides trails without a duration.
Drive ≈ 26 min Walk 3 hr 15 min
Explore 8.5 km of trails through the moderate terrain surrounding this Victorian resort in New Paltz, Hudson Valley. Moderate trail of 8.5 km, 462 m of climb.
Dog rules: check the trail page
See the trailDrive ≈ 53 min Walk 1 hr 15 min
Experience the legendary start of America's most famous long-distance trail in Hudson Valley, New York. Easy trail of 3.2 km, 183 m of climb.
Dog rules: check the trail page
See the trailDrive ≈ 1 hr 6 min Walk 3 hr 15 min
Explore 11.3 km of trails connecting seven pristine lakes through Harriman and Bear Mountain State Parks in the Hudson Valley. Moderate trail of 11.3 km, 380 m of climb.
Dog rules: check the trail page
See the trailHudson Valley
Drive ≈ 14 min Walk 45 min
Level: Easy Dogs allowed
Catskills
Drive ≈ 25 min Walk 2 hr 45 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 28 min Walk 1 hr 15 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 32 min Walk 3 hr
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 35 min Walk 7 hr 30 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 37 min Walk 2 hr 15 min
Level: Moderate
Hudson Valley
Drive ≈ 40 min Walk 45 min
Level: Easy
Hudson Valley
Drive ≈ 44 min Walk 1 hr 15 min
Level: Easy Dogs allowed
Catskills
Drive ≈ 45 min Walk 3 hr 30 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 58 min Walk 2 hr 15 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 2 min Walk 3 hr 30 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 7 min Walk 4 hr 15 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 13 min Walk 4 hr 5 min
Level: Easy Dogs allowed
Catskills
Drive ≈ 1 hr 13 min Walk 4 hr 15 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 19 min Walk 6 hr 15 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 1 hr 20 min Walk 1 hr 30 min
Level: Easy Dogs allowed
Catskills
Drive ≈ 1 hr 22 min Walk 4 hr 45 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 23 min Walk 2 hr 30 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 25 min Walk 3 hr 30 min
Level: Moderate Dogs allowed
Hudson Valley
Drive ≈ 1 hr 32 min Walk 10 hr 15 min
Level: Easy
Catskills
Drive ≈ 1 hr 35 min Walk 3 hr 30 min
Level: Moderate Dogs allowed
Catskills
Drive ≈ 1 hr 38 min Walk 3 hr
Level: Moderate Dogs allowed
Capital-Saratoga
Drive ≈ 1 hr 48 min Walk 1 hr 45 min
Level: Easy Dogs allowed
Leatherstocking Region
Drive ≈ 1 hr 52 min Walk 1 hr 15 min
Level: Easy Dogs allowed
The Berkshires Massachusetts
Drive ≈ 1 hr 5 min Walk 2 hr 30 min
Level: Moderate Dogs allowed
The Berkshires Massachusetts
Drive ≈ 1 hr 10 min Walk 45 min
Level: Easy Dogs allowed
The Berkshires Massachusetts
Drive ≈ 1 hr 12 min Walk 1 hr 30 min
Level: Moderate
The Berkshires Massachusetts
Drive ≈ 1 hr 12 min Walk 2 hr 30 min
Level: Moderate Dogs allowed
Highlands Region New Jersey
Drive ≈ 1 hr 22 min Walk 1 hr 15 min
Level: Easy
Delaware Water Gap New Jersey
Drive ≈ 1 hr 24 min Walk 46 min
Level: Easy Dogs allowed
Skylands Region New Jersey
Drive ≈ 1 hr 24 min Walk 2 hr 30 min
Level: Moderate
Northern New Jersey New Jersey
Drive ≈ 1 hr 29 min Walk 1 hr 30 min
Level: Easy
Northern New Jersey New Jersey
Drive ≈ 1 hr 30 min Walk 2 hr 30 min
Level: Moderate
Northern New Jersey New Jersey
Drive ≈ 1 hr 30 min Walk 1 hr 15 min
Level: Easy
The Berkshires Massachusetts
Drive ≈ 1 hr 32 min Walk 4 hr 30 min
Level: Moderate Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 34 min Walk 9 hr 30 min
Level: Moderate Dogs allowed
Delaware Water Gap New Jersey
Drive ≈ 1 hr 35 min Walk 4 hr
Level: Hard
Northern New Jersey New Jersey
Drive ≈ 1 hr 40 min Walk 5 hr 15 min
Level: Moderate
The Berkshires Massachusetts
Drive ≈ 1 hr 41 min Walk 1 hr 45 min
Level: Moderate Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 41 min Walk 1 hr
Level: Easy
Northern New Jersey New Jersey
Drive ≈ 1 hr 41 min Walk 1 hr 45 min
Level: Moderate
Northern New Jersey New Jersey
Drive ≈ 1 hr 42 min Walk 1 hr 30 min
Level: Moderate
Skylands Region New Jersey
Drive ≈ 1 hr 43 min Walk 45 min
Level: Easy Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 45 min Walk 1 hr 30 min
Level: Easy
Northern New Jersey New Jersey
Drive ≈ 1 hr 46 min Walk 1 hr 15 min
Level: Easy
Northern New Jersey New Jersey
Drive ≈ 1 hr 48 min Walk 30 min
Level: Easy Dogs allowed
Central Connecticut Connecticut
Drive ≈ 1 hr 48 min Walk 1 hr 15 min
Level: Easy
The Berkshires Massachusetts
Drive ≈ 1 hr 49 min Walk 1 hr 45 min
Level: Easy Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 50 min Walk 1 hr 30 min
Level: Easy
Northern New Jersey New Jersey
Drive ≈ 1 hr 51 min Walk 2 hr 15 min
Level: Moderate Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 52 min Walk 1 hr 15 min
Level: Easy
Central Massachusetts Massachusetts
Drive ≈ 1 hr 53 min Walk 1 hr 30 min
Level: Moderate
The Berkshires Massachusetts
Drive ≈ 1 hr 56 min
Level: Hard Dogs allowed
Northern New Jersey New Jersey
Drive ≈ 1 hr 57 min Walk 2 hr 15 min
Level: Moderate
No trail matches these filters. Widen the drive or remove a filter.
Think about the way back, the breaks and the parking.
Opening hours, parking and access conditions can change with the season.
Changing weather can make some trails harder.
Match the length and the level to your group and the time you have.
Without a car, an outing takes more planning. Some destinations near Poughkeepsie may be served by public transit, but none of our trail pages lists it yet.
Check schedules and the last return trip with the transit agency before you go.
See the frequently asked questionsSpring
Spring in Poughkeepsie brings mild temperatures and blooming wildflowers, making it an ideal time to explore the Hudson River Valley's scenic trails.
The Walkway Over the Hudson offers spectacular views of the river and surrounding landscapes without muddy conditions. Pack layers as temperatures can vary from cool mornings to warm afternoons, and consider waterproof boots for potentially wet trail sections.
Summer
Summer hiking around Poughkeepsie means warm, humid conditions perfect for early morning or evening trail adventures.
The shaded paths along the Hudson River provide relief from the heat, while elevated trails offer cooling breezes and panoramic valley views. Bring plenty of water, insect repellent, and start your hikes early to avoid the hottest part of the day.
Fall
Fall transforms the Poughkeepsie area into a hiker's paradise with spectacular foliage displays throughout the Hudson Valley.
The crisp, comfortable temperatures make this the most popular season for exploring local trails and scenic overlooks. Layer your clothing as temperatures can drop quickly, especially at higher elevations, and expect busier trails during peak foliage season in October.
Winter
Winter hiking near Poughkeepsie offers peaceful, snow-covered landscapes with fewer crowds on the trails.
The Hudson River Valley's moderate winter climate allows for year-round hiking, though ice cleats or microspikes are recommended for safety on potentially icy sections. Dress in moisture-wicking layers and check daylight hours as winter days are significantly shorter in this region.
The page lists 284 trails. The closest is Dutchess Rail Trail (≈ 4 min drive from downtown), the farthest Kings Point Park (≈ 2 hr). Drive times are estimated as the crow flies.
23 trails are within ≈ 30 min of driving, 97 within ≈ 1 hr, and all of them within ≈ 2 hr. These are estimates from downtown.
Among the trails on this page, the most viewed on Let's Go Play Outside are Seven Lakes Drive NY, Fitzgerald Falls and Sugar Loaf Mountain.
274 listings give a length, from 0.3 km (Monksville Reservoir) to 160.9 km (Appalachian Trail CT). The other 10 do not say.
Yes: among the trails on this page that give a level, 146 easy, 94 moderate and 21 hard. The closest easy ones: Dutchess Rail Trail, Peach Hill Park and Hudson Valley Rail Trail Parking Lot.
105 listings say dogs are allowed and 1 say they are not. For the other 178, the rule is not confirmed: check the trail page before you go.

Free guide: 25 hikes under 2 hours from Montreal
Drive time, distance and level for each one. The ones we go back to ourselves.
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