A calm sea with a sailboat and rocky coastline.

Find Historic Hotels in Great Diamond Island, ME

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Check availability on Great Diamond Island Historic Hotels

Tonight
1 Sep - 2 Sep
Tomorrow
2 Sep - 3 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Great Diamond Island historic hotels

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Arlene
AED 919
AED 1,017 total
includes taxes & fees
3 Sep - 4 Sep
Portland Regency Hotel & Spa

2. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
AED 724
AED 1,149 total
includes taxes & fees
27 Sep - 28 Sep
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
AED 1,091
AED 1,714 total
includes taxes & fees
3 Sep - 4 Sep
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.
AED 1,175
AED 2,110 total
includes taxes & fees
15 Sep - 16 Sep
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.
AED 2,541
AED 3,843 total
includes taxes & fees
22 Sep - 23 Sep
Downtown Penthouse Suite - Stunning Harbor Views

6. Old Port Penthouse Suite - Amazing Harbor Views

Old Port Penthouse Suite - Amazing Harbor Views
Downtown Portland
United States
Lisa G.
AED 3,067
AED 4,484 total
includes taxes & fees
28 Sep - 29 Sep
Old Port Penthouse Suite - Amazing Harbor Views

7. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
United States
Jaylene G.
AED 3,228
AED 4,928 total
includes taxes & fees
7 Sep - 8 Sep
Waterfront Two Master Suite Penthouse with Rooftop

8. Penthouse Two Master Waterfront Suite with Rooftop

Penthouse Two Master Waterfront Suite with Rooftop
Downtown Portland
United States
Daryl R.
AED 2,663
AED 4,179 total
includes taxes & fees
27 Sep - 28 Sep
Penthouse Two Master Waterfront Suite with Rooftop

9. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
United States
Hana L.
AED 882
AED 1,417 total
includes taxes & fees
20 Sep - 21 Sep
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

10. Centerview cottage

Centerview cottage
Harpswell
United States
Catherine G.
AED 1,084
AED 1,762 total
includes taxes & fees
2 Sep - 3 Sep
Centerview cottage
View all properties

Top Great Diamond Island Hotel Reviews

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

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

10/10 Excellent
"Came to town for one night to attend show @ Thompson's Point. Hotel was clean and convenient . Staff friendly and helpful. Definitely would stay again"
MaryAnn 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"The ONLY issue we had was the shuttle from the airport to the hotel. We called several times to be picked up. It never came. We ended up taking the public bus and walk several blocks to our hotel at the end of a very long travel day. Not ideal."
Kevin 3-night trip
Posted 8 hours ago
Holiday Inn Portland-By the Bay by IHG
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"We are very happy with our stay! Location is great! Stuff very friendly and helpful! Room was very clean, hot water, everything you need for shower and etc including towels, shampoo and etc. Refrigerator and coffee machine in a room. Very comfortable bed. We loved everything and it’s definitely worth the price. We used the parking they offered for $40, and it safes our time, because we left our car till night time after checking out. So we did not need to park it somewhere else after checking out because you pay for 24 hours parking. They even carried our bags till we picked up car. Highly recommend!"
Olga 1-night trip
Posted 8 hours ago
Portland Regency Hotel & Spa
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"The beds were top notch! Blackout shades and excellent air conditioning."
Ben 1-night trip
Posted 9 hours ago
Clarion Pointe South Portland
Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Nice and clean. Good."
woo suk 1-night trip
Posted 11 hours ago
Best Western Merry Manor Inn
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
"The property was very clean and the staff was pleasant and helpful."
Amy 1-night trip
Posted 12 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Room is clean and spacious. Staff were amazing, really attentive."
Tiara 2-night trip
Posted 18 hours ago
Embassy Suites by Hilton Portland Maine
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Room and entire property was clean and well maintained. Staff was nice and helpful. There are two choices for parking: you can park in the garage yourself, just give your plate number at the front desk. You can also leave your car for valet parking in front of the hotel. Breakfast was very good. It’s not a continental breakfast, you order from a menu."
Inessa 2-night trip
Posted 18 hours ago
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Mateen at the front desk completely made my wife and I's trip. We came for a weekend getaway from NYC to get some fresh oysters and lobster and his recommendations were both outside of anything I was able to find in my research online and were all fantastic. We even went back to his oyster recommendation twice in our 2 day vacation because the recommendation was that great (The Shop by Island Creek Oysters)"
Alexander 2-night trip
Posted 19 hours ago
Portland Harbor Hotel

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