Cliffside.
Cliffside is a short 0.4-mile trail that likely delivers exactly what its name suggests—clifftop views or terrain with notable elevation relief. At under half a mile, it's a quick out-and-back or connector, the kind of segment that packs a punch relative to its modest distance. Expect a brief but potentially steep or exposed stretch, suitable for a quick scramble or scenic pause.
Seasonal pattern for this trail · tops out ~1,253 ft · live closures appear above
- DirtSurface
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What the trailhead is doing today.
Where the hike begins.
Guides, outfitters & shuttles.
If you’re already out here.
Keene.
The corner of the Park this trail calls home — its hamlets, waters, lodging, and the rest of its field record.
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Make a weekend of it.
Closest editorial picks for a meal, a scoop, a pint, a bed, and a sight worth your time.
Eat.
4- The Deer's Head Inn Restaurant1.6 mi
The Deer's Head Inn is a historic Elizabethtown tavern and restaurant — among the oldest inns in the Adirondacks — serving pub fare and regional dishes.
- F.I.G's Riverside Pizza Cafe1.7 mi
A casual pizza cafe on the Boquet River in Elizabethtown serving pies, sandwiches, and cafe fare.
- Forty Six8.0 mi
A small fine-dining room on Route 9N in Keene at the Dartbrook Lodge campus, with a seasonal menu that rotates regularly and elegant plating. Reservations recommended.
- Ausable Inn8.3 mi
Comfortable Keene Valley restaurant, bar, liquor store, and small inn. American comfort menu — wings, fish and chips, Montreal brisket, steak au poivre, plus the locally famous Hungarian mushroom soup.
Sip.
4- Counter Space1.6 mi
A casual cafe in Elizabethtown serving coffee, espresso, and light bites — a local gathering spot in the Essex County seat.
- Pleasant Valley Cafe1.6 mi
A local cafe in Elizabethtown serving breakfast, lunch, coffee, and comfort food in the heart of the Boquet Valley.
- Life Church Cafe1.6 mi
Life Church Elizabethtown is a local church dedicated to connecting lives and building community.
- Old Mountain Coffee Company8.4 mi
Great Coffee, Great Food, Great Baked Goods & Great People. Stop in to enjoy our house roasted coffee, browse our menu for a bite to eat or grab a delicious treat from our bakery. Order Online for pickup or stop in.
Sweet.
4- Black Rooster Maple8.2 mi
Pure Adirondack Maple Syrup, Maple Cream, Bourbon Barrel Maple Syrup
- Cedar Run Bakery & Market8.8 mi
Cedar Run Bakery & Market offers scratch-made baked goods, deli items, fresh menu options, and take & bake meals, alongside a selection of wine and spirits. They are open Friday through Monday from 8 AM to 6 PM.
- Sugar House Creamery11.1 mi
Sugar House Creamery is a farmstead creamery located in the Adirondacks, producing artisanal cheeses from the milk of their own cows. They offer a variety of cheeses, showcasing the quality of their local dairy.
- Whitebrook Dairy Bar15.5 mi
A classic roadside drive-in on Route 86 in Wilmington, five minutes from Whiteface — creamy soft serve (try the peanut-butter dip) plus footlongs and the Wilmington burger. Opening day is a local rite of spring.
Drink.
4- The Knock ADK9.0 mi
The Knock ADK is a restaurant and bar in Westport, NY, offering a plant-based dinner menu alongside classic and craft cocktails. They provide dinner reservations on non-show nights and welcome walk-ins on show nights.
- The Old Mine12.4 mi
The Old Miners Tavern is a historic Adirondack tavern in Moriah, NY, offering classic bar food like juicy burgers and chicken wings, a full bar with rotating craft beers, and a welcoming atmosphere for friends to gather.
- R.F. McDougall's Pub14.7 mi
The casual sibling of the Hungry Trout Restaurant, sharing the same Adirondack riverside property next to Whiteface. Pub food, regional beers, and the same view of the West Branch Ausable at a more relaxed price point.
- Tavern on Main15.1 mi
Tavern on Main brings a Chicago-style modern upscale gastropub to the historic Crown Point square — the closest sit-down dining to the Crown Point State Historic Site and the Lake Champlain Bridge crossing.
Stay.
4- Park Motor Inn1.4 mi
The Park Motor Inn is a charming, vintage, motel-style property that opened in Elizabethtown, New York, during the heyday of automobile tourism in the 1950's. Elizabethtown is where the Adirondack High Peaks meet the Champlain Valley, giving visitors unparalleled access to the region's spectacular lakes, rivers, and mountains.
- The Deer's Head Inn1.6 mi
The Deer's Head Inn in Elizabethtown, NY, is the oldest tavern in the Adirondacks. Reopened in August 2016 as an eatery and inn, it features tavern dining with a changing, seasonal menu focused on local, regional, and sustainably produced…
- The Olde Mill Inn Bed and Breakfast2.0 mi
An eight-room historic B&B inside Cumberland Gap National Historical Park, with an authentic 1700s log cabin, a king-sized suite, and homemade breakfast. EV charging on site.
- The Halfway House Motel2.1 mi
A small motel with an on-site restaurant on Lobdell Lane in Elizabethtown, the Essex County seat between the Northway and the High Peaks. Simple rooms for travelers passing through or basing for a day in the Adirondacks.
See.
4- Adirondack History Museum1.7 mi
The Adirondack History Museum in Elizabethtown tells the story of Essex County and the Adirondacks — pioneer life, mining, tourism, and mountain heritage.
- Hurricane Mountain Fire Tower4.4 mi
Perched atop Hurricane Mountain, this historic fire tower provides hikers with unparalleled 360-degree views of the Adirondacks, Lake Champlain, and Vermont's Green Mountains.
- Keene Arts8.5 mi
Keene Arts is a venue in Keene, NY, hosting diverse events including art exhibits, concerts, film screenings, and a winter farmers market.
- Upper Jay Art Center and Recovery Lounge10.9 mi
The Upper Jay Art Center and Recovery Lounge is a vibrant venue dedicated to presenting music, theater, and visual arts in Upper Jay, NY. It serves as a community hub for various cultural events.
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Frequently asked.
- How long is the Cliffside?The Cliffside is approximately 0.38 miles (0.6 kilometers) — a short out-and-back suitable for most fitness levels.
- How long does it take to hike the Cliffside?Most hikers complete the Cliffside in about 15 minutes at a steady pace with roughly 72 feet of elevation gain. Allow extra time for rest stops, photos, weather, and trail conditions.
- How difficult is the Cliffside?Based on its length and elevation gain, the Cliffside is an easy hike (72 ft of climbing over the route) — gentle grades suitable for most fitness levels and families. This is an estimate from route data, not an official trail rating — check current DEC advisories before heading out.