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

Historic Hotels & Resorts in Casco Bay Islands from NZ$291

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Casco Bay Islands Historic Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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 hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.
A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.
A restaurant with a brick fireplace, white chairs, and tables set for dining.

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Arlene
NZ$502
includes taxes & fees
31 Aug - 1 Sept
Portland Regency Hotel & Spa
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A restaurant interior with tables and chairs, a bar area, and shelves with bottles.
A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.
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

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
NZ$525
includes taxes & fees
27 Sept - 28 Sept
Adorable Portland getaway on the Eastern Promenade
A wooden house with a deck and a stone pathway leading to a grassy area.
A cozy living room with a brown sofa, a small kitchenette with a microwave and refrigerator, and a window with a view of trees.
A bedroom with a wooden bed, two bedside tables, a nightstand, a wooden desk, and a door.
A wooden hallway with built-in shoe racks and a metal coffee table.

3. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
United States
Hana L.
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A street lined with buildings, one with a red door and a sign that reads "MINATO".
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 neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.

4. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
Cynthia
NZ$692
includes taxes & fees
1 Sept - 2 Sept
Glorious getaway on Portland's Eastern Promenade.
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 porch with a rocking chair and a metal bench with decorative plates.
A bedroom with a navy blue bedspread, two matching pillows, a navy blue and white anchor-patterned rug, and two bedside tables with lamps.

5. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
United States
michael
NZ$291
includes taxes & fees
31 Aug - 1 Sept
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
A two-story house with a balcony, a covered patio, and a fenced yard.
A wooden console table with a wine bottle, glasses, and framed pictures.
A living room with a gray sofa, two pink armchairs, a wooden coffee table, and a colorful rug.
A dining area with a wooden table, four chairs, a hanging light fixture, and a window with curtains.

6. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
United States
Richard D.
NZ$967
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries
A wooden deck with a view of a lake, surrounded by trees and shrubs.
A cabin room with a bed, a chair, a desk, and large windows with blinds.
A staircase with wooden steps and white walls, leading to an upper floor.
A kitchen with wooden cabinets, a stove, a refrigerator, and a dining table with chairs.

7. Centerview cottage

Centerview cottage
Harpswell
United States
Catherine G.
NZ$802
includes taxes & fees
1 Sept - 2 Sept
Centerview cottage
A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining area.
A bedroom with a bed, a nightstand, a lamp, and a door.
A bridge over a river with a building on the right.

8. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
United States
Stacy
NZ$562
includes taxes & fees
21 Sept - 22 Sept
2King Bed BR Private Apt Downtown Brunswick
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.
A bridge over a river with a building on the right.
A modern kitchen with a central island, a dining area with a sofa, and a living room with a coffee table.
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.

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

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
United States
Britta M.
NZ$735
includes taxes & fees
29 Sept - 30 Sept
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A modern loft with a large arched window, a glass dining table, and a flat-screen TV mounted on the brick wall.
A modern interior with large windows, a wooden deck, and a brick fireplace.
A bedroom with a large window, a bed with colorful pillows, a blue throw, a white bathtub, and a city view.
A modern loft apartment with a large white sectional sofa, a patterned rug, and a view through skylights.

10. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
United States
Joshua H.
NZ$1,761
includes taxes & fees
22 Sept - 23 Sept
Downtown Penthouse Suite - Stunning Harbor Views
View all properties

Top Casco Bay Islands Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Was a guest for my first time. Absolutely loved the hotel. Cannot wait to return…. Definitely coming back"
James 1-night trip
Posted 4 hours ago
Portland Regency Hotel & Spa
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Helpful staff and the shuttle to/from airport and back and forth from downtown was really great."
DeeDee 4-night trip
Posted 17 hours ago
Holiday Inn Portland-By the Bay by IHG
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"."
James 3-night trip
Posted 17 hours ago
Clarion Hotel Portland Airport ME
Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"It was a pleasant experience"
Shivarine 1-night trip
Posted 1 day ago
Clarion Pointe South Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

8/10 Good
"I was annoyed at check in when they said there was a parking fee ($13/night, but still- annoying and unexpected). The “happy hour” was not as great as others we had had at the same hotel chain. The room was lovely and clean and the breakfast was EXCELLENT!"
Debbie 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Portland Maine
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

8/10 Good
"This was a comfortable clean place to stay, though a bit rough around the edges. Front desk had surveillance views of the outside so it felt quite secure."
Jo 1-night trip
Posted 2 days ago
Quality Inn & Suites South Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"You get your money worth at this place. Although the place is outdated it has all the amenities you need and its very clean. The grab and go.breakfast is a plus and its very close to downtown Portland."
Melisa 2-night trip
Posted 3 days ago
Fireside Inn & Suites Portland

Explore a world of travel with Expedia