King · sleeps 2
Mary's Room
First-floor king suite with a balcony and harbor view.
From$230a night
Check availability
Home/Greenleaf Inn
65 Commercial Street · Boothbay Harbor, Maine
Greenleaf Inn
Ten king rooms on the hill above the harbor, with a third-floor sky deck that looks out over all of it.
Greenleaf sits on the ridge above the harbor on Commercial Street, a walk down the hill to the wharves and the boats. Every room has a king bed, its own bath, air conditioning and a coffee and tea setup; most open onto a balcony or deck facing the water. The sky deck is open to everyone staying with us.
Every room has its own bath, a king or queen bed, air conditioning, a television and a coffee and tea setup. Parking is on site. Rooms are booked individually below; for the whole inn, call us.
10 rooms
Choose a room
King · sleeps 2
Main House Suite
Two-room king suite with balcony, harbor view and fireplace.
From$275a night
Check availability
King · sleeps 2
Sarah's Room
Second-floor king with a large bath and harbor view.
From$250a night
Check availability
King · sleeps 2
Corner King
Second-floor corner room with harbor and ocean views.
From$245a night
Check availability
King · sleeps 2
Alyson's Room
Second-floor king suite with ocean views.
From$245a night
Check availability
King · sleeps 2
Garden King
First-floor private king suite with its own patio.
From$250a night
Check availability
King · sleeps 2
Penthouse A
Top-floor king with a wide patio and 180-degree ocean and harbor views.
From$295a night
Check availability
Around the inn
Decks, living rooms, kitchen and harbor
Greenleaf Inn sky deck above Boothbay Harbor
Adirondack chairs on the Greenleaf sky deck
Evening on the Greenleaf sky deck
Greenleaf Inn sky deck, harbor beyond
Greenleaf Inn guest living room
Greenleaf Inn living room, harbor light
Greenleaf Inn living room seating
Greenleaf Inn guest kitchen
Terrace outside the Deck King
Penthouse A private deck
Guests on Greenleaf Inn
Recent reviews
★★★★★
Guest review
My wife and I stayed here recently and the experience was amazing. Jersey the manager was awesome and super helpful.
★★★★★
Guest review
Beautiful old bed & breakfast overlooking the harbor. Room was spacious and comfortable. Our host, Jersey took care of our every need from the minute we arrived. Great recommendations for sight seeing; breakfast on the veranda; dinner reservations at the best restaurants. You name it, Jersey made it happen. Highly recommend…
★★★★★
It's a gem, just book it.
The Greenleaf was the perfect place to stay in Boothbay. The location was ideal, and the room was comfortable and clean. And the hospitality - I travel for work and hospitality that is this personal and welcoming is rare. This place really cares that guests truly enjoy their time here. I cannot recommend this place highly…
★★★★★
Guest review
If we could give this place 6 stars we would. Right in the middle of all the places you want to be in Boothbay. Walkable to everything! Super fresh and clean. A new and old feel to the place. Jersey (the GM/Concierge/Everything) was as good as it gets. We will be back!
★★★★★
Guest review
Jersey was great! Very welcoming and walked us around the Inns showing all that was available! Widow’s Walk, fire pit area, all the areas to relax on the grounds. Helped us immediately with an issue right away! We plan on visiting again. Beautiful place to stay.
★★★★★
Guest review
Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay.
Plan a stay
Taking the whole inn?
Wedding weekends, reunions and retreats can book the inn outright. Tell us the dates and the headcount.