A calm sea with a sailboat and rocky coastline.

Historic Hotels & Resorts in Great Diamond Island

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Check availability on Great Diamond Island Historic Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Great Diamond Island historic hotels

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Kaitlyn
NZ$539
includes taxes & fees
7 Sept - 8 Sept
Portland Regency Hotel & Spa

2. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
NZ$527
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade

3. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
Cynthia
NZ$788
includes taxes & fees
1 Sept - 2 Sept
Glorious getaway on Portland's Eastern Promenade.

4. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
United States
Richard D.
NZ$1,156
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries

5. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
United States
Joshua H.
NZ$2,110
includes taxes & fees
27 Aug - 28 Aug
Downtown Penthouse Suite - Stunning Harbor Views

6. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
United States
Arthur B.
NZ$2,621
includes taxes & fees
28 Aug - 29 Aug
Waterfront Two Master Suite Penthouse with Rooftop

7. Centerview cottage

Centerview cottage
Harpswell
United States
Erin
NZ$797
includes taxes & fees
29 Aug - 30 Aug
Centerview cottage

8. The Gregory House in Southern Maine close to many beaches & popular destinations

The Gregory House in Southern Maine close to many beaches & popular destinations
Downtown Saco
United States
Bob Z.
NZ$1,833
includes taxes & fees
9 Sept - 10 Sept
The Gregory House in Southern Maine close to many beaches & popular destinations

9. OCEANVIEW SERENITY COTTAGE•3BR/2BA PRIVATE BEACH ACCESS PATH•PRISTINE BEACHFRONT

OCEANVIEW SERENITY COTTAGE•3BR/2BA PRIVATE BEACH ACCESS PATH•PRISTINE BEACHFRONT
Old Orchard Beach
United States
Amy G.
NZ$1,215
includes taxes & fees
2 Sept - 3 Sept
OCEANVIEW SERENITY COTTAGE•3BR/2BA PRIVATE BEACH ACCESS PATH•PRISTINE BEACHFRONT
View all properties

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
"Staff was very helpful getting us transportation"
Robbie 1-night trip
Posted 1 hour ago
Holiday Inn Portland-By the Bay by IHG
Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Awesome"
Michael 1-night trip
Posted 7 hours ago
Best Western Merry Manor Inn
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"John at front desk went above and beyond for us. The free shuttle is a major plus. I wish the restaurant had been open but it was closed the days we were there"
Pastor Doug 1-night trip
Posted 10 hours ago
Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"We could park close to our room and get in and out easily"
Luke 2-night trip
Posted 12 hours ago
Fireside Inn & Suites Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Great location, excellent and helpful staff, great breakfast!"
Stephen 1-night trip
Posted 14 hours ago
Embassy Suites by Hilton Portland Maine
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

8/10 Good
"The room was clean and the air conditioner was quiet. The bathroom was spacious and clean. The breakfast was very good and the staff was very friendly and helpful. Parking was plentiful."
Seth 2-night trip
Posted 15 hours ago
Quality Inn & Suites South Portland
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Clean room and friendly staff. A little disappointed in the room cleaning every 3 days and the unvaried breakfast, but the $100/night I saved over the fancier hotels was still worth it. (And most of those don't include any breakfast.)"
Richard 5-night trip
Posted 15 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"We loved the Harborview! My husband and I took a mini-getaway to Portland so stayed only one night. I wish we had been there longer. It was a nice, clean room with a comfortable bed, and the view was GREAT. Every staff person we encountered was lovely and helpful. I have to say, the elevators were blazing fast. Maybe that's a weird thing to notice, but it was kind of great! No waiting! We ordered room service after plans unexpectedly changed, and it was delicious. Also, the breakfast at the cafe on site was also delicious. My only complaint is that the showers are the rainfall kind, which I hate. But that's not enough for me to get bent out of shape about. Our whole stay was just great and I can't wait to go back! Oh, also, rooftop bar is great! Just closes a bit early. Still, overall the whole place gets an A+ from me."
Elizabeth 1-night trip
Posted 6 days ago
The Westin Portland Harborview

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