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

£112

includes taxes & fees

4 Nov - 5 Nov

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

A corner room with large windows offering a city view.

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

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

2. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

£222

includes taxes & fees

21 Oct - 22 Oct

A wooden staircase with a wooden railing, surrounded by green foliage.

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

A bedroom with a navy blue bedspread, two matching pillows, a navy blue and white anchor-patterned rug, and two bedside tables with lamps.

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

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

Bath

michael

£130

includes taxes & fees

14 Oct - 15 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 bedroom with a bed, a nightstand, a lamp, and a door.

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

4. 2King Bed BR Private Apt Downtown Brunswick

Brunswick

caralyn g.

A neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.

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

£308

includes taxes & fees

14 Oct - 15 Oct

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

A modern kitchen with a central island, a dining area with a sofa, and a living room with a coffee table.

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

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

A living room with a sofa, a green couch, a coffee table, a fireplace, and a staircase.

7. Centerview cottage

Harpswell

Catherine G.

£362

includes taxes & fees

14 Oct - 15 Oct

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

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

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

A wooden dining room with a round table and six chairs, large windows with lace curtains, and a chandelier.

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

Downtown Saco

Bob Z.

£666

includes taxes & fees

14 Oct - 15 Oct

View all properties

Top Casco Bay Islands Hotel Reviews

Fireside Inn & Suites Portland

10/10 Excellent

"Everything was clean and well maintained. Rustic charm We like the fact that the hot tub cool and so on were open till 11:00 p.m. And the grab and go breakfast was also available until 11:00 a.m. which is nice because when you're on vacation you sometimes keep odd hours and it's nice when there are services available."

The Westin Portland Harborview

10/10 Excellent

"Excellent breakfast! Must include if you are able to! We honestly found parking on the street for free each night if you don’t mind hunting for a spot and walking a tad. Worth saving on parking in my opinion."

Clarion Hotel Portland Airport ME

8/10 Good

"I stayed here for a conference in town because it was convenient and the price was so much more reasonable than the ridiculous situation going on in the Old Port. I can’t believe people are truly willing to spend +500$ a night to stay in a city in Maine in a Monday, but that’s what it’s come to. My roommate worked at the Clarion when I lived in Portland over 20 years ago, and I don’t think it’s changed much, although I don’t know if the name was the same. The rooms are perfectly nice, they’ve probably been updated in the last ten years, with comfortable beds and a bathroom that’s not fabulous, but also not really any worse than more expensive fancier hotels where I’ve stayed, just with less modern decor. My only complaint is basically accessibility. The parking is not necessarily going to get you anywhere near the entrance that’s convenient to your room and there’s only one elevator it the back of the lobby. It’s quite tiny and a bit rickety, and my room was a literal haul from where the elevator stopped on my floor. I had a bunch of bags and there wasn’t a cart in sight, not that I think one would have fit in the elevator, now that I’m thinking of it. Overall I would definitely recommend it for people who don’t mind a short drive into town (they do have a shuttle service) and want to save their money for everything else Portland has to offer besides outrageously priced lodging."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Perfect for being close to the airport for an early am flight."

Clarion Pointe South Portland

8/10 Good

"I really enjoyed our stay and the bonus of being away from the city! It’s convenient to get to and from Portland/the highway systems! I just wish there were two nightstand tables instead of one so we could’ve plugged in our phones easier. The king room seemed to be set up for one person in mind. Otherwise it was pretty easy and great with welcoming staff!"

DoubleTree by Hilton Hotel Portland

8/10 Good

"Too many people in the pool"

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"I had a wonderful experience."

Portland Regency Hotel & Spa

10/10 Excellent

"Loved our stay! Hotel location can't be beat. Within walking distance to so much! Excellent valet service; quick and courteous. Helpful desk staff. Only slight negative are very firm, lumpy bed pillows and noise of A/C system. I would absolutely stay there again!!"

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."

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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

The Westin Portland Harborview

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Clarion Pointe South Portland

DoubleTree by Hilton Hotel Portland

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Portland Regency Hotel & Spa

Motel 6 Portland, ME

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