Hotels with Entertainment in Great Diamond Island

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Check availability on Great Diamond Island Hotels with Entertainment

Our top choices for Great Diamond Island hotels with entertainment

Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1007)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is S$136
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Portland Downtown Waterfront
Reception
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1651)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is S$94
includes taxes & fees
11 Jan - 12 Jan, 2026
Tru by Hilton Portland Airport Area
View from property
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
The price is S$140
includes taxes & fees
4 Jan - 5 Jan, 2026
The Westin Portland Harborview
In-room safe, desk, laptop workspace, blackout curtains
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1132)
"Excellent room and accommodations in nice location near so much of downtown Portland’s charms"
United States
NEWELL
The price is S$177
includes taxes & fees
4 Jan - 5 Jan, 2026
Cambria Hotel Portland Downtown-Old Port
Property entrance
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME
3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1004)
"Clean, good breakfast and nice bar! "
United States
James
The price is S$113
includes taxes & fees
17 Dec - 18 Dec
Aloft Portland Downtown Waterfront ME
Exterior
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is S$236
includes taxes & fees
1 Jan - 2 Jan, 2026
The Kendall Inn
Dining room
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block
3.5 star property
Downtown Portland
9.6 out of 10, Exceptional, (257)
"Excellent property and the staff was so wonderful, would definitely come back here!"
United States
ERIC
The price is S$201
includes taxes & fees
28 Dec - 29 Dec
The Docent’s Collection – Thompson Block
Daily continental breakfast for a fee
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland
3.0 star property
Nasons Corner
7.8 out of 10, Good, (1025)
"Always enjoy staying here. "
United States
Leah
The price is S$128
includes taxes & fees
17 Dec - 18 Dec
Ramada Plaza by Wyndham Portland
Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (167)
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
The price is S$290
includes taxes & fees
4 Jan - 5 Jan, 2026
Blind Tiger Portland - Danforth Street.
Spa
Beau Rivage Motel

Beau Rivage Motel

Beau Rivage Motel
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (318)
"Staff was friendly and rooms were clean!!"
United States
Laura
The price is S$164
includes taxes & fees
4 Jan - 5 Jan, 2026
Beau Rivage Motel
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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Top Great Diamond Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Room was very nice . The location to the theater was perfect . Very nice and accommodating staff ."
Lisa 1-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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