Bright guest room with a king bed and three windows overlooking Boothbay Harbor.
Home/Journal/Where to Stay

Where to Stay · 2026

Boothbay Harbor Hotels: Resorts, Motels and Inns, Honestly Compared

Most people search for a hotel and end up choosing between three very different kinds of stay. Here is how they differ, from people who run two inns in town.

What Boothbay Harbor hotels actually look like

If you search for Boothbay Harbor hotels, you will not find the glass tower or the brand-name lobby you might expect from a city. The town is small, the harbor is the center of everything, and most of the lodging is older, smaller and run by people who live here. That is the good news. The catch is that the word hotel covers several very different stays, and picking the wrong type is the most common way a Maine trip goes slightly sideways.

We run two inns on Commercial Street, so we are not neutral. But we send guests elsewhere when another kind of place suits them better, and this guide is the version we give on the phone.

The three kinds of lodging in town

Nearly everything here falls into one of three groups. Each has a real place, and each has a trade-off.

  • Resorts on the water: larger properties on the east side of the harbor and out on the points, with restaurants, pools and docks on site
  • Motels and motor inns: drive-up rooms along the roads into town and on the edges of downtown, simple and practical
  • Small inns: historic houses in and just above downtown, a handful of rooms each, run by an innkeeper rather than a front-office staff

Resorts: the most on site, the most to drive

The resorts are the closest thing to a full-service hotel in Boothbay Harbor. You get a dining room, often a pool, sometimes a spa, and rooms that look straight onto the water. If you want to arrive, park and not leave the property for three days, a resort is the honest answer.

The trade-off is distance and scale. Several of them sit across the harbor or out on a point, so the walk to the shops, the wharves and the boat tours becomes a drive or a shuttle. And they are built for volume, which means more people at breakfast, more people at the pool and a lobby that feels like a lobby.

Motels: easy in, easy out

The motels are for travelers who will be out all day and only need a clean bed and a parking space at the door. They suit a one-night stop on a coastal road trip, a fishing weekend, or a family that wants to unload a car without carrying bags up a staircase.

What you give up is the harbor itself. Most motel rooms look at a parking lot or the road, and many are a drive from the waterfront rather than a walk.

Small inns: the town at your door

An inn puts you inside the town rather than beside it. You walk out the front door to coffee, a lobster roll, a gallery and the boat to Monhegan. The rooms are individual, not identical, and there is someone on site who knows which road has the best light that week and which restaurant will still seat you at eight.

The trade-offs are real too. Inns are older buildings with stairs and character, rooms differ from one another, and there is no pool or room service. If those matter, look at a resort.

Where Greenleaf Inns fit

Greenleaf Inns are two houses side by side on Commercial Street, on the ridge above the harbor. Greenleaf Inn, at 65 Commercial Street, has ten king rooms and a third-floor sky deck that looks across the mooring field. Admiral's Quarters Inn, at 71 Commercial Street, is the white clapboard house next door with eight rooms, a glass solarium, and a lawn with Adirondack chairs and a fire pit.

We are not on the water and we do not pretend to be. We sit above it, which is why the rooms have harbor views and why the walk down to the wharves takes a few minutes rather than a drive. The innkeeper lives on site.

  • Walkable to the wharves, the footbridge, restaurants and the boat tours
  • Free parking, one space per room, so the car stays put
  • Every room has its own private bath
  • Heating and cooling in every room
  • Coffee and tea on hand; we do not serve breakfast, and the cafes are a short walk
  • Two inns, eighteen rooms in all, so it never feels busy

What we are not

We are not a chain hotel, and we do not serve breakfast. There is no breakfast service, no restaurant on site, no pool and no spa. If a full hot breakfast at the property is part of the trip you are picturing, the resorts and the B&Bs in town will suit you better, and we will happily tell you so.

What we do well is the morning view, the walk into town and an evening on the lawn or the sky deck with the harbor below.

How to choose in two questions

First: will you walk or drive? If you want to leave the car for the whole stay, stay downtown or just above it on Commercial Street. If you plan to drive to the gardens, Ocean Point and Pemaquid every day anyway, location matters less.

Second: do you want a property or a town? A resort is the destination. An inn is a base for the town. Answer those two and the choice usually makes itself.

Book early for July, August and the late-June week of Windjammer Days, when every kind of lodging fills. June and September are the months our regulars choose, with most of the summer and fewer of the crowds.

Questions we get asked

Are there chain hotels in Boothbay Harbor?

Very few. Most lodging in town is independently run: waterfront resorts, motels and small inns. If you want a familiar brand, the larger towns along Route 1 have more of them.

What is the best area to stay in Boothbay Harbor?

Downtown and Commercial Street if you want to walk to the wharves, restaurants and boat tours. The resorts across the harbor and on the points suit guests who plan to stay on the property.

Is Greenleaf Inn a hotel?

It is a small inn, not a chain hotel: ten king rooms, each with a private bath. We do not serve breakfast; coffee and tea are on hand and the cafes are a short walk.

Do Greenleaf Inns have parking?

Yes. Parking is free, one space per room, so you can leave the car at the inn and walk into town.

Are Greenleaf Inn and Admiral's Quarters on the water?

They sit on the ridge above the harbor on Commercial Street, with harbor views from many rooms. The waterfront and the wharves are a short walk down the hill.

How far ahead should I book a Boothbay Harbor hotel?

For July, August and Windjammer Days, book well ahead. June and September have more room, and they are the months our returning guests pick.