Search Historic Hotels in Great Diamond Island

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Check availability on Great Diamond Island Historic Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Great Diamond Island Historic Hotels

Terrace/patio
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1547)
"Yes, excellent service and we really enjoyed our stay."
United States
Bruce
Portland Regency Hotel & Spa
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1424)
"The staff was very helpful and the location was great!! "
United States
Donna
The price is ₹6,659
₹7,368 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Portland-By the Bay by IHG
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1000)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is ₹14,075
₹15,572 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Press Hotel, Marriott Autograph Collection
Exterior
The Francis

The Francis

3.5 star property
Parkside
9.4 out of 10, Exceptional, (371)
"It was so charming and the beds were amazing."
United States
Danny
The price is ₹9,269
₹12,803 total
includes taxes & fees
15 Dec - 16 Dec
The Francis
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1001)
"A beautiful place to stay!!! First time at a B&B and it did not disappoint."
United States
Kristian
Old Orchard Beach Inn
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
The price is ₹19,653
₹21,421 total
includes taxes & fees
10 Dec - 11 Dec
The James Place Inn B&B
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Everything was fine. I loved the shuttle service and that we could leave our car there while we were gone on a flight,"
Dennis 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

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