Photo by Robbie Martin

Historic Hotels & Resorts in Great Diamond Island

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Check availability on Great Diamond Island Historic Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Best Great Diamond Island Historic Hotels

Holiday Inn Portland-By the Bay by IHG
Exterior

Holiday Inn Portland-By the Bay by IHG

4.0 star property
8.8 out of 10, Excellent, (1367)
"Staff was wonderful and the room was perfect!! Will definitely stay there again!!"
The price is AU$156
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Portland-By the Bay by IHG
Portland Regency Hotel & Spa
Terrace/patio

Portland Regency Hotel & Spa

3.5 star property
9.4 out of 10, Exceptional, (1460)
"Lovely historic hotel in beautiful condition within easy walking distance of everything yet very quiet and slightly away from hustle and bustle."
Portland Regency Hotel & Spa
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Good place to stay and convenient to walk to the beach "
Old Orchard Beach Inn
The Francis
Exterior

The Francis

3.5 star property
9.4 out of 10, Exceptional, (354)
"It was so charming and the beds were amazing."
The price is AU$295
includes taxes & fees
2 Nov - 3 Nov
The Francis
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (178)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
The price is AU$452
includes taxes & fees
2 Nov - 3 Nov
The James Place Inn B&B
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (119)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel
The Press Hotel, Marriott Autograph Collection
Royal Suite, 1 Bedroom

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Close to Old Port. Great restaurants nearby."
The price is AU$290
includes taxes & fees
2 Nov - 3 Nov
The Press Hotel, Marriott Autograph Collection
Garden Getaway with Hot Tub
Property grounds

Garden Getaway with Hot Tub

2.0 star property
9.8 out of 10, Exceptional, (6)
"We booked this apartment because it was close to my sister. It was a delightful place to stay! James and Ashanti were attentive hosts."
The price is AU$551
includes taxes & fees
22 Oct - 23 Oct
Garden Getaway with Hot Tub
Blind Tiger Portland – Carleton Street
Stovall | Living area

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (115)
"Loved the place "
The price is AU$478
includes taxes & fees
30 Oct - 31 Oct
Blind Tiger Portland – Carleton Street
Centerview cottage
Property grounds

Centerview cottage

9.6 out of 10, Exceptional, (58)
"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "
The price is AU$628
includes taxes & fees
27 Oct - 28 Oct
Centerview cottage
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.
View all properties

Top Great Diamond Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Whole hotel was immaculate. Frontt desk lady very helpful. Breakfast very good and ample. "
Lynn 1-night trip
Posted 1 day ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

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