Compare and book 4 Star hotels in Great Diamond Island, Portland

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Check availability on Great Diamond Island 4 Star Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Great Diamond Island 4-star hotels

Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,768 reviews)
"Great hotel with great staff! "
United States
AJ
The price is £228
includes taxes & fees
7 Jun - 8 Jun
Portland Harbor Hotel
Breakfast, lunch, dinner and brunch served

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,007 reviews)
"Loved everything about the hotel. We Would definitely stay again."
United States
Amy L
The price is £222
includes taxes & fees
7 Jun - 8 Jun
The Westin Portland Harborview
Outdoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1,402 reviews)
"Nice staff, clean rooms."
United States
Gregory
The price is £109
includes taxes & fees
7 Jun - 8 Jun
DoubleTree by Hilton Hotel Portland
Exterior

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,585 reviews)
"Great stay"
United States
Michael
The price is £150
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Portland-By the Bay by IHG
Bar (on property)

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,005 reviews)
"Front desk staff was friendly and helpful. Room was clean and comfortable. Great rooftop bar."
United States
JOSEPH
The price is £281
includes taxes & fees
7 Jun - 8 Jun
Canopy by Hilton Portland Waterfront
Breakfast, lunch, dinner and brunch served

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,002 reviews)
"Great bar. Fantastic pillows in the room. Good central location for walking."
United States
Dillon
The price is £297
includes taxes & fees
5 Jul - 6 Jul
The Press Hotel, Marriott Autograph Collection
Breakfast and dinner served

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1,000 reviews)
"Clean room- helpful staff Quiet night"
United States
Lynne
The price is £131
includes taxes & fees
28 Jun - 29 Jun
Portland Sheraton at Sable Oaks
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (168 reviews)
"Clean, comfortable rooms. Hotel does have a few food options near by but car service was wonderful as it’s not near most of the restaurants & shops. Overall great hotel!"
United States
leah
The price is £313
includes taxes & fees
29 Jun - 30 Jun
Longfellow Hotel
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (318 reviews)
"Very nice place, very cclean and friendly."
United States
Victor W
The price is £449
includes taxes & fees
8 Jun - 9 Jun
Inn By The Sea
Deluxe Suite, 1 King Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is £332
includes taxes & fees
6 Jul - 7 Jul
The Weldon Hotel
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
"Great place to go and relax for a few days."
United States
Rob
The price is £203
includes taxes & fees
17 Jun - 18 Jun
Chebeague Island Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is £130
includes taxes & fees
9 Jun - 10 Jun
Brewster House Bed & Breakfast
Street view

PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (103 reviews)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
United States
David
PineCrest Inn
Apartment, Multiple Beds, Kitchen, Garden View (The Coastal Nest) | Private kitchen | Fridge, microwave, oven, stovetop

The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
Apartment (2 Bedrooms) | Interior

Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
Walk to Pier & Ocean: Apt in Old Orchard Beach!
Beach nearby

Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
4.0 star property
Bay View
Bayview Beach Cottage For 4!
Apartment (2 Bedrooms) | Interior

Old Orchard Beach Apt - Walk to Beach & Pier!

Old Orchard Beach Apt - Walk to Beach & Pier!
4.0 star property
Old Orchard Beach
Old Orchard Beach Apt - Walk to Beach & Pier!
Townhome, Multiple Beds, Patio (Latitude Adjustment) | Living area | 42-inch flat-screen TV with digital channels

Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
Latitude Adjustment Walk to Beach & Dining!
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Learn more about Great Diamond Island

Check out Sand Beach and Fifth Maine Museum—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island
Summer on Casco Bay

Top Great Diamond Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

6/10 Okay
"The property and room was clean and well maintained. The hotel overall and its amenities are spectacular. It was the service by a lot of the staff that drives my rating. The male at the front desk at night gave me the wrong room and asked if my friend could just use the pull out bed, since they were booked. I proceeded to remind him I had reserved the two beds room months in advance and then he told me I was in luck. The bar tender was having a rough night and was not pleasant. The breakfast crew was great! I’d love to return for the hotel but that was a first."
Dolores 1-night trip
Posted 17 hours ago
Portland Harbor Hotel

Find out more about Great Diamond Island

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Diamond Island?
We can help you quickly find the ideal 4-star hotel for your holiday in Great Diamond Island. Use our handy filter tool to fine-tune your search by things like price, conveniences and star rating and get access to fantastic deals in a couple of clicks.

  • Search for the lowest price from £109

What's the difference between 5-star and 4-star hotels in Great Diamond Island?
Treat yourself to luxury living during your Great Diamond Island escape by checking in to a 4-star hotel. As well as featuring upscale surroundings, these properties are usually filled with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and special one. Concierge assistance, luxurious spas and world-class dining are just the start of the first-rate conveniences and services you'll likely have access to.
Does Great Diamond Island have any 4-star all-inclusive resorts?
Enjoy a worry-free holiday experience where just about everything is included in one upfront price by using our "All inclusive" filter. Staying within budget is simple when your accommodation, meals and many activities are already taken care of. Want more options? Check out the incredible offers on our standard 4-star stays in and around Great Diamond Island too.

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