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

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Check availability on Casco Bay Islands Luxury Hotels

Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Casco Bay Islands luxury hotels

An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.
A beach with clear skies, calm water, and a distant ship.
A boat docked near a building with a lawn and trees in the background.

1. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
S$310
includes taxes & fees
29 Sept - 30 Sept
Chebeague Island Inn
A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.
A banquet hall with round tables, white tablecloths, and wooden chairs.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

2. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
  • City centre portland hotel offers spa indulgence, premium dining, and elevated comforts in a historic setting with harbour views.
S$335
includes taxes & fees
20 Sept - 21 Sept
The Westin Portland Harborview
A backyard with a fire pit, wooden chairs, and a house with a porch.
A beach with several blue umbrellas and lounge chairs.
A large, multi-story resort with a central building and several wings, situated near a beach and a lake.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.

3. Inn By The Sea

Inn By The Sea
Cape Elizabeth
  • Beachfront elegance awaits at this Cape Elizabeth hotel with full-service spa, poolside cocktails, and ocean vistas.
S$767
includes taxes & fees
22 Sept - 23 Sept
Inn By The Sea
A fire pit surrounded by wicker chairs in a garden setting.
A spacious living area with large windows, a staircase, and modern furniture.
A living room with a fireplace, seating area, and a large window.
A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.

4. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
S$506
includes taxes & fees
20 Sept - 21 Sept
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A modern bar area with seating and a bar counter.

5. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
S$339
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Portland-By the Bay by IHG
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.

6. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
  • Serene Portland hotel offers luxury, plush robes, concierge service, and indoor pool near Maine Mall.
S$188
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Portland
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.

7. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
  • Revitalised Portland retreat features plush rooms, poolside relaxation, and exceptional dining in a serene setting.
S$270
includes taxes & fees
4 Oct - 5 Oct
Portland Sheraton at Sable Oaks
A modern interior with a bar area, seating, and shelves with plants and books.
A cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.
A modern living room with a large sectional sofa, a dining area with a kitchen in the background, and large windows offering a city view.
A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.

8. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
  • Immerse in the refined elegance of city centre Portland where Italian linens meet artful design and attentive service awaits.
S$616
includes taxes & fees
18 Oct - 19 Oct
The Press Hotel, Marriott Autograph Collection
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern interior with a fireplace, seating area, and large windows.
A modern interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.
A modern living room with a fireplace, bookshelves, and comfortable seating.

9. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
S$606
includes taxes & fees
20 Sept - 21 Sept
Canopy by Hilton Portland Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.
A hotel room with a bed, a small table, and a window with curtains.

10. Longfellow Hotel

Longfellow Hotel
Parkside
S$580
includes taxes & fees
27 Sept - 28 Sept
Longfellow Hotel
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Top Casco Bay Islands Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Room was nice for the price! Bathroom was very clean! No complaints!"
Dawn 1-night trip
Posted less than an hour ago
Fireside Inn & Suites Portland
Portland Harbor Hotel

Portland Harbor Hotel

8/10 Good
"Hotel was clean, room was dimly light, breakfast was fair."
Roy and Mary 1-night trip
Posted 1 hour ago
Portland Harbor Hotel
Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Nice clean room. Comfortable stay"
David 1-night trip
Posted 14 hours ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Nothing fancy about this place. But it offered a comfortable bed and pillow and the room was clean. The breakfast was continental cold choices."
Patricia 1-night trip
Posted 16 hours ago
Spark by Hilton Portland Airport Maine Mall
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Our family of 4 had a great experience!"
Wendy 3-night trip
Posted 1 day ago
The Westin Portland Harborview
Inn at St John Portland In-Town

Inn at St John Portland In-Town

8/10 Good
"We absolutely adored the 18th century architecture and charm of the Inn. What wasn’t quite that “5” for us was the continental breakfast offering and having our shower/toilet in separate rooms."
Kim 1-night trip
Posted 1 day ago
Inn at St John Portland In-Town
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"Excellent location, great front of house staff. Historical building. Well designed rooms. Shuttle from airport."
Elizabeth 3-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

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