7 miles with 2,000 feet of elevation gain. Definitely earns its views. The Indian Head overlook is breathtaking - the valley just opens up below you. Rocky terrain and steep sections, so sturdy boots are a must. Solid challenge with major payoff.
This trail is part of Hudson Highlands State Park Preservein the Hudson Valley region — explore all hikes in New York.
Catskills, Elka Park, NY
Indian Head and Twin Mountains is one of those hikes that really earns its views. The trail is about 7 miles with 2,000 feet of elevation gain, so it's a proper workout. We were feeling it the next day, but in a good way.
The highlight is the Indian Head overlook. When you step out onto the ledge and see the Catskill valley spread out below you, it's absolutely breathtaking. We've been there in fall when the colors were insane, and in summer when everything was lush and green - both times it stopped us in our tracks.
The trail has some steep sections, especially on the way up to Indian Head, with rocky terrain that requires some careful footing. Nothing you need ropes or gear for, but sturdy boots are a must. Continuing on to Twin Mountain adds more distance and elevation, but the additional views are worth it if you have the energy.
Trail markers are generally good, though we did have to pay extra attention in a few rocky spots where the blazes weren't immediately obvious. Our advice: start early to get good light for photos at the overlook, bring more water than you think you need, and save some energy for the descent - it's rocky and your knees will thank you for going slow.
See our photos from this hike on Instagram @best.hikes.usa
Early Start for Views
Begin your hike early in the day to savor the stunning vistas at Indian Head without rush. Morning light offers exceptional photo opportunities and a chance to enjoy the scenery before any potential crowds.
Sturdy Footwear
The trail has some rocky and uneven sections. Wear hiking boots with good traction to navigate these terrains comfortably and prevent slips.
Pack Essentials
Carry enough water and snacks to stay hydrated and fueled throughout the hike. Additionally, consider bringing layers as the weather can change at higher elevations.
Camera and Binoculars
Don't forget your camera! The views along this trail are breathtaking, and binoculars can enhance the experience, allowing you to appreciate details in the landscape.
Mindful Footing
Some parts of the trail can be steep or uneven. Pay attention to your footing, especially during descents, and take breaks if needed to avoid fatigue and ensure a safe hike.
The Catskill Mountain Country StoreStore
Charming spot offering a deli and a variety of local snacks. Good place to grab a refreshing drink and some delicious post-hike snacks.
View in Google MapsHunter Mountain BreweryBar
Brewery offering a range of craft beers perfect for winding down after a hike. Pair your brew with their selection of pub-style food for a satisfying post-hike meal.
View in Google MapsDeer Mountain InnRestaurant
Worth the visit for a more upscale dining experience. Features a restaurant serving farm-to-table cuisine and a selection of beverages to relax and rejuvenate after your hike.
View in Google MapsLast Chance Antiques & Cheese CafeCafe
Quirky spot offering a unique combination of antiques and a cafe with a selection of beers. A charming place to relax and grab a drink after your hike, along with some light bites or sandwiches.
View in Google MapsTaconic DistilleryBar
Distillery offering a fantastic selection of handcrafted spirits. They specialize in bourbon and rye whiskey, providing tastings and tours for visitors.
View in Google MapsCatskill Distilling CompanyBar
Distillery offering a range of spirits including whiskey, gin, and vodka. They often have tastings and tours available for guests to learn about their distillation process.
View in Google Maps
ModerateShort but solid. 2.6 miles with enough elevation to feel like real hiking. Steady climb through woods with rocky sections. Views of the Hudson River at the top are perfect - we've done this one a bunch of times and never get tired of it.
View Trail
EasyA beautiful section of the Appalachian Trail near Pawling, NY that takes you through open meadows, rolling farmland, and along a boardwalk through the Great Swamp. One of the more unique AT sections in New York - feels more like the English countryside than a mountain trail.
View Trail
ModerateOur most hiked trail. Mix of woods, rocky sections, and ridge walking with incredible views. Summit tower gives you 360-degree views of the Hudson and surrounding peaks. Solid moderate difficulty - you work but never feel destroyed. Close to the city, beautiful year-round.
View TrailThese are the items we bring on every hike. Links help support this site at no extra cost to you.
You'll be on steep rock and loose dirt. Don't cut corners on footwear.
We use: Merrell Moab 3 Mid WP
Bring at least 2 liters. Most trails here don't have safe water refill points along the route.
We use: CamelBak Chute Mag 32oz
Fits water, food, rain layer, headlamp, and a basic first aid kit comfortably.
We use: Osprey Talon 22
The rocky ridges here — especially on descents — are much more manageable with poles.
We use: Black Diamond Trail Ergo Cork
Trail forests get dark fast. Always carry one even on planned half-day hikes.
We use: Black Diamond Spot 400
Northeast mountain weather is unpredictable. Afternoon storms roll in without warning — always have a packable layer.
We use: Marmot PreCip Eco Rain Jacket
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