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Weekly Hike & Eats

Issue #17 — Wednesday, September 2, 2026

One family-friendly hike within a 2-hour drive of Hoboken — plus where to take the kids to eat in the city and NJ. Hike it or skip it; either way your weekend's sorted.

This week

High Point Monument Loop

Sussex, NJ (Montague Township) · ~85 minutes from Hoboken
Weekend forecast — Hoboken
Saturday
81°F
Sunny · wind 7–10 mph
Sunday
77°F
Sunny · wind 9 mph
Source: NWS
The Aha

You hike to the highest point in New Jersey (1,803 ft), then walk inside a 220-foot granite obelisk built as a WWI memorial and climb its spiral staircase to an observation deck with a 360-degree view spanning New Jersey, New York, and Pennsylvania. The tower's only open to climb roughly Memorial Day through Columbus Day — so this is one of the last weekends this year you can actually go inside it. Then you drive twenty minutes to Warwick, NY, where the apple orchards are just opening for picking season.

A monument you climb from the inside, on the one peak where three states meet your eye at once. That's the bar for this newsletter.

Quick stats

Distance from Hoboken
~60 miles / 85 min via Route 23 N
Trail length
4.5-mile loop (Blue Dot, Iris & Monument Trails)
Elevation gain
~850 ft
Difficulty
Moderate. Rocky and rooty in spots, short steep pitches near the summit ridge.
Time on trail
2.5 to 3.5 hours with kids, plus tower time
Best for ages
7 and up. Younger kids can still do the short paved walk up to the monument itself from the closer lot and skip the full loop.
Cost
$10/car NJ resident, $20 non-resident (High Point State Park day-use fee, Memorial Day–Labor Day weekends)
Dogs?
Yes, on leash (not permitted inside the monument)

Why your kids will actually like this one

The trail, in plain English

Park at the main High Point State Park lot near the monument. The loop starts on the Blue Dot Trail, heading out through oak and hemlock forest that's rocky and rooty underfoot from the first quarter mile — good sneakers or light hikers matter more here than on a smooth path. After about a mile you'll pick up the Iris Trail, which does the real work of the loop, climbing gradually with a few short, steep, hands-on-rock pitches as you approach the summit ridge. This is the part that feels like a real hike.

The Monument Trail brings you back around to the obelisk itself, where the reward is twofold: the view from the ridge, and then the option to walk inside the tower and climb the spiral staircase to the observation deck (open roughly Memorial Day through Columbus Day, so check hours before you go). If younger kids have had enough by the time you're back near the monument, you can skip the last stretch of trail and walk the short paved path straight up to the tower instead — same payoff, a fraction of the mileage.

The full loop closes back at the parking lot. Total elevation gain is moderate (~850 ft) and spread out rather than front-loaded, so it doesn't hit like a wall the way some fire-tower hikes do — it's more a steady climb with a couple of short punchy sections.

Pro tips

The "cute town" payoff: Warwick, NY

Twenty minutes from the trailhead, Warwick's Main Street is surrounded by orchards that open for picking right around now. Some easy hits:

What to pack

Water (1L per person), sturdy sneakers or hiking shoes, layers for the exposed summit ridge, snacks, sunscreen, sunglasses, a small first-aid kit, and cash or a card for the park's day-use fee.

Quick rating

🌄 View
5 / 5
👨‍👩‍👧 Kid-friendly factor
4 / 5
🏚️ Aha factor
5 / 5
🛍️ Town adjacent
4 / 5
🚗 Drive worth it?
Absolutely
🍽️ Or skip the trail

Where We're Eating

Not feeling the drive this week? Here's where to take the kids instead — in the city and across the river. (No connection to this week's hike.)

🍕 In the City

🌉 In Jersey

👀 New & Worth Knowing

How was it?