Hotels with Entertainment in Great Diamond Island
Maine
United States of America
Hotels with Entertainment
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A calm sea with a sailboat and rocky coastline.

Hotels with Entertainment in Great Diamond Island

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Great Diamond Island hotels with entertainment

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

1. Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3.0 star property

Downtown Portland

9.2 out of 10, Wonderful, (1,349 reviews)

9.2/10

Wonderful

(1,349 reviews)

"Loved the room and the location"

Jennifer

The price is S$170

S$170

includes taxes & fees

29 Nov - 30 Nov

Cambria Hotel Portland Downtown-Old Port

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A banquet hall with round tables, white tablecloths, and wooden chairs.

2. The Westin Portland Harborview

The Westin Portland Harborview

4.0 star property

Downtown Portland

9.0 out of 10, Wonderful, (1,009 reviews)

9.0/10

Wonderful

(1,009 reviews)

"Great hotel. Conveniently located to everything"

Alan

The price is S$143

S$143

includes taxes & fees

6 Dec - 7 Dec

The Westin Portland Harborview

A modern bar area with a bar counter, seating, and a view of the cityscape.

A pool table with balls, a sofa, and a dining area with chairs and tables.

A modern hotel entrance with a glass facade, outdoor seating, and a well-lit lobby area.

A modern living room with a grey sofa, a yellow armchair, and a red armchair. There are two floor lamps, a flat-screen TV, and patterned wallpaper.

3. Aloft by Marriott Portland Downtown Waterfront ME

Aloft by Marriott Portland Downtown Waterfront ME

3.0 star property

Downtown Portland

9.0 out of 10, Wonderful, (1,008 reviews)

9.0/10

Wonderful

(1,008 reviews)

"Great location service and price"

Daniel

The price is S$118

S$118

includes taxes & fees

6 Dec - 7 Dec

Aloft by Marriott Portland Downtown Waterfront ME

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

A hotel room with two beds, a desk, a TV, and a view of a body of water.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

4. Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3.0 star property

Downtown Portland

9.4 out of 10, Exceptional, (1,007 reviews)

9.4/10

Exceptional

(1,007 reviews)

"Convenient location, hotel was clean and friendly staff."

Craig R

The price is S$150

S$150

includes taxes & fees

30 Nov - 1 Dec

Hilton Garden Inn Portland Downtown Waterfront

A spacious living room with a large dining table, comfortable seating, and large windows offering views of the city.

A modern living room with a sofa, coffee table, and chairs. There is a kitchen area with cabinets and a refrigerator.

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

A hotel room with a bed, a nightstand with a lamp, a mirror, a bathroom with a sink and a shower.

5. The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 star property

Downtown Portland

9.6 out of 10, Exceptional, (428 reviews)

9.6/10

Exceptional

(428 reviews)

"Great stay! Great location, beautiful room, highly recommend!"

Susan

The price is S$162

S$162

includes taxes & fees

18 Nov - 19 Nov

The Docent's Collection at 121 Middle Street

A coffee shop interior with a counter, shelves with coffee products, and seating area.

A lobby with a reception desk, a sofa, two armchairs, a coffee table, and a potted plant.

An indoor swimming pool with clear blue water, a stone fireplace, and lounge chairs.

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

6. Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3.0 star property

Nasons Corner

8.0 out of 10, Very good, (1,004 reviews)

8.0/10

Very good

(1,004 reviews)

"Clean room, close to many places we were visiting , dog friendly and affordable."

Patricia

The price is S$110

S$110

includes taxes & fees

18 Nov - 19 Nov

Ramada Plaza by Wyndham Portland

A modern food court with a central counter, refrigerated display, and seating area.

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

A modern lounge area with seating arrangements, tables, and decorative lighting fixtures.

A modern kiosk with a variety of snacks and beverages, a sign for a 24/7 market, and a breakfast area with a view of the cityscape.

7. Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

3.0 star property

South Portland

8.8 out of 10, Excellent, (1,790 reviews)

8.8/10

Excellent

(1,790 reviews)

"Enjoyed the stay!"

Wenjing

The price is S$111

S$111

includes taxes & fees

2 Dec - 3 Dec

Tru by Hilton Portland Airport Area

A spacious kitchen with a central island, wooden bar stools, and a long dining table.

A wooden deck with two wicker chairs and a small table, overlooking a brick building with ivy and a fire escape.

A living room with a fireplace, a sofa, a coffee table, and a bookshelf.

A cozy room with a brick fireplace, a bench, and a table.

8. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 star property

West End

9.6 out of 10, Exceptional, (204 reviews)

9.6/10

Exceptional

(204 reviews)

"Very helpful and friendly staff"

paul k

The price is S$341

S$341

includes taxes & fees

16 Nov - 17 Nov

Blind Tiger Portland - Danforth Street.

A hotel room with a large bed, a sofa, a desk, and a TV.

A spacious dining area with multiple tables and chairs, a bar counter, and a large window providing a view of the outdoors.

A modern living room with a blue sofa, two round tables, a coffee machine, and a painting on the wall.

A spacious lobby with a reception desk, seating area, and a large window.

9. Comfort Inn Saco-Old Orchard Beach

Comfort Inn Saco-Old Orchard Beach

2.5 star property

Saco

9.0 out of 10, Wonderful, (1,002 reviews)

9.0/10

Wonderful

(1,002 reviews)

"Friendly staff, very clean and well maintained, complimentary breakfast, all at a very reasonable price 👍. Overall a great place to stay. I would certainly stay again."

Timothy

The price is S$118

S$118

includes taxes & fees

6 Dec - 7 Dec

Comfort Inn Saco-Old Orchard Beach

A covered porch with white railings and a view of a well-maintained lawn and pathway.

A two-story yellow house with a front porch, a flag, and a well-maintained garden.

A wooden porch with white railings and potted plants.

A living room with a fireplace, a patterned armchair, a blue blanket, and a framed picture on the wall.

10. The Kendall Inn

The Kendall Inn

3.5 star property

Freeport

9.8 out of 10, Exceptional, (170 reviews)

9.8/10

Exceptional

(170 reviews)

"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"

Justin Terry

The price is S$230

S$230

includes taxes & fees

8 Dec - 9 Dec

The Kendall Inn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Hotels with Entertainment in Great Diamond Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Great Diamond Island hotels with entertainment

1. Cambria Hotel Portland Downtown-Old Port

2. The Westin Portland Harborview

3. Aloft by Marriott Portland Downtown Waterfront ME

4. Hilton Garden Inn Portland Downtown Waterfront

5. The Docent's Collection at 121 Middle Street

6. Ramada Plaza by Wyndham Portland

7. Tru by Hilton Portland Airport Area

8. Blind Tiger Portland - Danforth Street.

9. Comfort Inn Saco-Old Orchard Beach

10. The Kendall Inn

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