TOP Historic Hotels in Casco Bay Islands, ME for 2026

A dock with a small building, people, and colorful items.

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Our top choices for Casco Bay Islands historic hotels

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.

A restaurant with a brick fireplace, white chairs, and tables set for dining.

1. Portland Regency Hotel & Spa

Downtown Portland

Brian

£113

includes taxes & fees

1 Nov - 2 Nov

A street lined with buildings, one with a red door and a sign that reads "MINATO".

A cozy room with a wooden table, a sofa, a bookshelf, and a window with a view.

A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.

A corner room with large windows offering a city view.

2. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

£222

includes taxes & fees

20 Oct - 21 Oct

A silver convertible car parked in front of a red house with a garden.

A porch with a rocking chair and a metal bench with decorative plates.

A kitchen with a GE microwave, a coffee maker, and a kettle on the counter.

A living room with a wooden chair, a blue patterned sofa, a television, and bookshelves.

3. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

Bath

michael

£130

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.

A bridge over a river with a building on the right.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining area.

A street with storefronts, including a hair salon and a natural foods shop.

4. 2King Bed BR Private Apt Downtown Brunswick

Brunswick

caralyn g.

£230

includes taxes & fees

13 Oct - 14 Oct

A living room with a sofa, armchairs, a coffee table, and a potted plant.

A restaurant interior with tables and chairs, a bar area, and shelves with bottles.

A living room with a white sofa, a small table with a potted orchid, a bookshelf, and a radiator.

5. Glorious getaway on Portland's Eastern Promenade.

Munjoy Hill

William

£313

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

A bedroom with two beds, a desk, and a chair. There are windows with blinds, a painting on the wall, and a vase with dried plants.

A modern kitchen with white cabinets, a central island with stools, a microwave, and a large window.

6. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brunswick

Britta M.

£305

includes taxes & fees

2 Nov - 3 Nov

A wooden deck with a view of a lake, surrounded by trees and shrubs.

A staircase with wooden steps and white walls, leading to an upper floor.

A cabin room with a bed, a chair, a desk, and large windows with blinds.

A kitchen with wooden cabinets, a stove, a refrigerator, and a dining table with chairs.

7. Centerview cottage

Harpswell

Catherine G.

£356

includes taxes & fees

13 Oct - 14 Oct

A staircase with wooden railings and carpeted steps leading to an upper floor.

A kitchen with a large island, white cabinets, and a stainless steel refrigerator.

A cozy, wooden-floored living room with a pool table, leather sofa, and a piano.

A dining area with a wooden table and four chairs, surrounded by wooden walls and a window with curtains.

8. The Gregory House in Southern Maine close to many beaches & popular destinations

Downtown Saco

Bob Z.

£677

includes taxes & fees

13 Oct - 14 Oct

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Top Casco Bay Islands Hotel Reviews

Fireside Inn & Suites Portland

8/10 Good

"This hotel is a modest place just outside of Portland. The price/ value is good. But it’s a bit dated. The fitness room has only a few pieces of equipment and for a hotel this big it needs more. The hot tub was lovely but very small. The indoor pool did not open until 9:00am which was unfortunate since every piece of gym equipment was being used so we could not access the pool before we had to leave. The hotel room was large but in the rear of the building facing highway. There are a few complimentary light breakfast items available. Overall it worked out for our needs."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Great stay!"

Inn at St John Portland In-Town

10/10 Excellent

"Very comfortable room. The continental breakfast was nice. The staff was very quiet but nice when asked a question. The parking is terrible but they do have another lot a block away."

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"Great location and very friendly valet and desk."

Motel 6 Portland, ME

8/10 Good

"Our stay was just one night. The room was very clean, however the AC/heating unit and the bathroom fan was loud when it was on. Also the elevator was out of order. The shower was great and the staff was courteous and friendly. I would recommend Motel 6 for future stays."

Clarion Hotel Portland Airport ME

10/10 Excellent

"Very convenient to the airport for an early morning flight."

Clarion Pointe South Portland

8/10 Good

"The hotel was good overall and a convenient option for our needs. We only stayed one night, but it was a good choice for a short stay. I would consider staying here again."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"We were in Portland for three (3) days on the tail end of our 2-week east coast trip. While the hotel is showing some signs of age, it did not disappoint and fully met our needs. The breakfast was great, especially the cook to order omelets. The hotel is not in the Old Port area but is still a comfortable 15-minute walk to get to the harbor area for dinner, bay tours and site seeing. The only negative was our last day and being awakened with two (2) room attendant staffers arguing in the hall. It lasted about 5 minutes until we came out into the hallway and glared at both of the participants. We will definitely stay here again when we come back either in 27 or 28."

Ramada Plaza by Wyndham Portland

8/10 Good

"Everything was clean but jacuzzi’s seemed a little dirty"

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Search Historic Hotels in Casco Bay Islands

Change your mind

Treat yourself

Be picky

Check availability on Casco Bay Islands Historic Hotels

Our top choices for Casco Bay Islands historic hotels

1. Portland Regency Hotel & Spa

2. Adorable Portland getaway on the Eastern Promenade

3. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

4. 2King Bed BR Private Apt Downtown Brunswick

5. Glorious getaway on Portland's Eastern Promenade.

6. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

7. Centerview cottage

8. The Gregory House in Southern Maine close to many beaches & popular destinations

Top Casco Bay Islands Hotel Reviews

Fireside Inn & Suites Portland

Hampton Inn Portland Downtown - Waterfront

Inn at St John Portland In-Town

Hilton Garden Inn Portland Downtown Waterfront

Motel 6 Portland, ME

Clarion Hotel Portland Airport ME

Clarion Pointe South Portland

Holiday Inn Portland-By the Bay by IHG

Ramada Plaza by Wyndham Portland

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