The hardest part of hiking with a family isn't finding a trail — it's finding the right trail. Too hard and your six-year-old melts down at mile two. Too short and the teenagers complain it wasn't worth the drive. We filtered our 58,943 New York trails to the easy-difficulty, under-4-mile picks, then ranked the shortest and most stroller-friendly options first. These are the ten New York hikes most likely to end with everyone wanting to come back next weekend.
New York has more family-sized hikes than most lists credit. New York compresses Adirondack High Peaks, Catskills, Finger Lakes gorges, Long Island shoreline, and Hudson Highlands into one state. The Adirondacks alone are larger than several Western parks. Harriman State Park, Bear Mountain, and the Watkins Glen gorge trail provide scenic, accessible introductions.
Our rankings here are data-driven — pulled from the 58,943 mapped entries OutsideAtlas tracks in New York — but the data has limits worth being honest about. Filter is easy-difficulty, under 4 miles round trip, with usable surface tags so we can flag stroller potential. The list skews to well-mapped frontcountry trails; great family hikes in less-mapped regions may be missing.
The Ranking
Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.
#1. NET/M&M Trail (white)
NET/M&M Trail (white) near Granby in Hampshire County is 0.10 mi of forgiving terrain — the gentlest pick on our family list. Expect 0.10 mi, asphalt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the NET/M&M Trail (white) trail page →Map, elevation profile, current weather, and OSM source.#2. Quehanna Trail
Quehanna Trail near Frenchville in Clearfield County is 0.10 mi of forgiving terrain — a #2 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, wood surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Quehanna Trail trail page →Map, elevation profile, current weather, and OSM source.#3. Holland Glen
Holland Glen near Belchertown in Hampshire County is 0.10 mi of forgiving terrain — a #3 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Holland Glen trail page →Map, elevation profile, current weather, and OSM source.#4. Holland Glen West
Holland Glen West near Belchertown in Hampshire County is 0.10 mi of forgiving terrain — a #4 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. Compared to similar trails in New York, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Holland Glen West trail page →Map, elevation profile, current weather, and OSM source.#5. Loyalsock Trail
Loyalsock Trail near Hillsgrove in Sullivan County is 0.10 mi of forgiving terrain — a #5 entry that keeps kids engaged without wearing them out. Expect 0.10 mi on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Loyalsock Trail trail page →Map, elevation profile, current weather, and OSM source.#6. M&M Trail (white)
M&M Trail (white) near Belchertown in Hampshire County is 0.10 mi of forgiving terrain — a #6 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the M&M Trail (white) trail page →Map, elevation profile, current weather, and OSM source.#7. NET/M&M/RFT Trail (white/blue/orange)
NET/M&M/RFT Trail (white/blue/orange) near Granby in Hampshire County is 0.10 mi of forgiving terrain — a #7 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the NET/M&M/RFT Trail (white/blue/orange) trail page →Map, elevation profile, current weather, and OSM source.#8. NET/M&M/RFT Trail (white/blue/orange)
NET/M&M/RFT Trail (white/blue/orange) near Granby in Hampshire County is 0.10 mi of forgiving terrain — a #8 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the NET/M&M/RFT Trail (white/blue/orange) trail page →Map, elevation profile, current weather, and OSM source.#9. NET/M&M/RFT Trail (white/blue/orange)
NET/M&M/RFT Trail (white/blue/orange) near Granby in Hampshire County is 0.10 mi of forgiving terrain — a #9 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. Compared to similar trails in New York, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the NET/M&M/RFT Trail (white/blue/orange) trail page →Map, elevation profile, current weather, and OSM source.#10. NET/M&M/RFT Trail (white/blue/orange)
NET/M&M/RFT Trail (white/blue/orange) near Hadley in Hampshire County is 0.10 mi of forgiving terrain — a #10 entry that keeps kids engaged without wearing them out. Expect 0.10 mi, dirt surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan for half the pace of an adult-only hike. Bring snacks, layers, and an exit strategy if anyone's miserable — the goal is to want to come back. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the NET/M&M/RFT Trail (white/blue/orange) trail page →Map, elevation profile, current weather, and OSM source.Planning your New York trip
A few pieces of context are worth keeping in mind specifically for New York. May-October for high routes; black flies in late spring; fall foliage in early October is the visual peak. Hypothermia in shoulder seasons (Adirondack weather changes fast), ticks (Lyme endemic), and slick rock on exposed High Peaks routes.
Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.
If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.
More New York hiking guides
If you found this useful, the rest of our New York coverage continues below.
- Top 10 longest trails in New York — Multi-day routes and through-hikes ranked by distance.
- Steepest trails in New York — Hikes with the most elevation gain in the state.
- Best beginner hikes in New York — Easy, well-marked trails for first-time hikers.
- Most challenging hikes in New York — Expert-rated routes for experienced hikers only.
- Best national parks in New York — Federal parks and recreation areas ranked.
- Best waterfall hikes in New York — Trails leading to named falls, ranked by accessibility.
- Best dog-friendly hikes in New York — Where leashed dogs are explicitly welcome.
Rankings like this are starting points, not verdicts. Trail conditions change, new routes get tagged, and what was the toughest trail in New York last year might not be next year. We refresh these articles when the underlying data shifts meaningfully.
Got a correction, a route we missed, or a question? Drop us a note via the contact page. We read every email and we'd rather hear it from you than miss it.
