Guide

Must-See Places in Highlands

5 minute read
Destinations
Highlands rewards a slow travel pace. Here are the places to prioritize on your first trip - or your fifth.

The promise of this list is straightforward: clarity. Highlands rewards the kind of travel that refuses to hurry, where you linger in a place long enough to understand its rhythms. But that unhurried pace can make it hard to know where to begin. These three destinations are worth your time because each one offers something distinct - whether that's a particular way of seeing the landscape, a community with real depth, or the kind of quiet that only comes when you step away from the main roads.

How we picked

We started with visitor patterns and geographic spread, making sure these places give you a genuine sense of Highlands rather than a narrow slice of it. But popularity alone doesn't earn a spot here. We looked for places where there's actually something to discover - towns with character that isn't manufactured for tourists, landscapes that reveal themselves slowly, and the kind of local life that makes a region feel real rather than performed.

The Highlands region itself demands some flexibility in your planning. Seasons matter considerably; roads and attractions operate differently depending on the time of year, and weather can shift the whole texture of a visit. These three picks work across seasons, though you'll experience them differently in summer versus winter, in foliage time versus mud season.

What to look for

As you consider which of these places to visit first, think about what draws you in. Are you seeking landscape and the chance to walk or explore outdoors? Looking for evidence of community and local culture? Interested in the architectural or historical character a place holds? Each destination speaks to different kinds of curiosity. You don't need to visit all three on one trip - in fact, you probably shouldn't. The value here is in choosing what calls to you now, and knowing these places will still be there, unchanged in their essentials, when you return.

Below are the three destinations worth your attention. Pick one, or pick them all, but take your time once you arrive.

1

Dover-Foxcroft

See main listing

Dover-Foxcroft belongs in the Highlands precisely because it serves as the gateway and logistical heart for some of Maine's most ambitious wilderness pursuits. The town itself - the shire seat of Piscataquis County - offers legitimate draws: the thundering Grand Falls on the Piscataquis River, the elegant span of Low's Covered Bridge, and direct access to the storied 100-Mile Wilderness. But it's the convergence of history, infrastructure, and wild country that makes it essential.

The town wears its mill-town past visibly, with brick storefronts and riverside architecture that speak to its 19th-century lumber era. Pine forests press close on all sides, and the river runs through downtown with real presence - not a postcard backdrop, but the working spine of the place. Main Street carries the modest dignity of a community that knows what it is.

Come in warmer months if wilderness is your goal; the 100-Mile Wilderness demands season-appropriate conditions. Arrive early enough to resupply and orient yourself - gear shops and local knowledge matter here. This is a working town first, a tourist destination second, which is precisely why it feels authentic.

Details

Dover-Foxcroft
Dover-Foxcroft|Doug Kerr
2

Glenburn

See main listing

Glenburn earns its place in the Highlands precisely because it offers what most destinations here promise but rarely deliver: genuine quiet. While the region draws visitors chasing dramatic vistas and adventure, Glenburn gives you something rarer - the sound of water lapping against shoreline, the soft crunch of winter ice, the absence of crowds. This is where the Highlands' restlessness finally settles.

The town unfolds along Pushaw Lake's northern shore, a landscape of low trees and dark water that feels less manicured than neighboring towns. The Hirundo Wildlife Refuge trails weave through this understated beauty, offering glimpses of birds and forest without fanfare. In winter, when most tourists have retreated, the frozen lake becomes something almost meditative - locals return to fish, and the landscape turns crystalline and still.

Visit when you need to exhale rather than explore. Start at the refuge trails to get oriented, then let the lake's rhythm dictate your pace. The appeal here isn't in doing; it's in the quality of standing still.

Details

Glenburn
Glenburn|pfly
3

Lincoln

See main listing

Lincoln earns its place in any Highlands itinerary because it sits at the intersection of serious outdoor pursuits: the Penobscot River lake chain draws anglers seeking trout and landlocked salmon, while the surrounding woods and waterways make it moose country. This is the kind of place where a morning on the water can give way to an afternoon spotting wildlife or accessing the vast recreational terrain of Katahdin Woods and Waters National Monument.

The town itself - home to about 5,000 people across 74 square miles - doesn't announce itself loudly. What you'll find instead is a working landscape of woodlands and water, where the pace moves slower and the air smells like spruce and possibility. The character is understated, the kind of place where locals still outnumber tourists and the community spirit remains genuine.

Arrive prepared for water or woods depending on your interest. Spring through fall offers the best conditions for fishing and outdoor access; shoulder seasons bring their own rewards for those who don't mind cooler temperatures and fewer crowds. Begin by getting oriented to the lake chain or connecting with local knowledge about trail conditions and wildlife viewing - the landscape here rewards patience and local insight.

Details

Lincoln
Lincoln|Paul VanDerWerf

Destinations

Must-see destinations

All Destinations

Guides

Related guides

All Guides