Lollipop.
The Lollipop covers just 0.3 miles, making it one of the shortest named routes in the park—likely a connector or interpretive loop rather than a destination trail. At under half a kilometer, it's brief enough for young hikers or a quick leg-stretcher between longer objectives. Check local trail maps or the managing land steward for current conditions and access points.
Seasonal pattern for this trail · tops out ~764 ft · live closures appear above
- DirtSurface
Read the line before you walk it.
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.
Read the Region→
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 Restaurant0.7 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 Cafe0.8 mi
A casual pizza cafe on the Boquet River in Elizabethtown serving pies, sandwiches, and cafe fare.
- Forty Six8.9 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 Inn9.0 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 Space0.7 mi
A casual cafe in Elizabethtown serving coffee, espresso, and light bites — a local gathering spot in the Essex County seat.
- Pleasant Valley Cafe0.8 mi
A local cafe in Elizabethtown serving breakfast, lunch, coffee, and comfort food in the heart of the Boquet Valley.
- Life Church Cafe0.8 mi
Life Church Elizabethtown is a local church dedicated to connecting lives and building community.
- Old Mountain Coffee Company9.1 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 Maple9.1 mi
Pure Adirondack Maple Syrup, Maple Cream, Bourbon Barrel Maple Syrup
- Cedar Run Bakery & Market9.7 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 Creamery11.9 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 Bar16.4 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 ADK8.1 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 Mine11.7 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.
- Tavern on Main14.4 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.
- R.F. McDougall's Pub15.5 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.
Stay.
4- Park Motor Inn0.5 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 Inn0.7 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 Breakfast1.2 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 Motel1.6 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 Museum0.8 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 Tower5.3 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 Arts9.4 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 Lounge11.8 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 Lollipop?The Lollipop is approximately 0.26 miles (0.4 kilometers) — a short out-and-back suitable for most fitness levels.
- How long does it take to hike the Lollipop?Most hikers complete the Lollipop in about 10 minutes at a steady pace. Allow extra time for rest stops, photos, weather, and trail conditions.
- How difficult is the Lollipop?Based on its length and elevation gain, the Lollipop is an easy hike (3 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.