Great Diamond Island 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island 4 Star Hotels

Tonight
Mar 26 - Mar 27
Tomorrow
Mar 27 - Mar 28
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Our top choices for Great Diamond Island 4-star hotels

Breakfast, lunch, dinner served; American cuisine

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1,000 reviews)
"Just a great place to stay"
United States
Jason
The price is P7,313
P8,091 total
includes taxes & fees
Apr 8 - Apr 9
The Westin Portland Harborview
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, (1,478 reviews)
"The staff was particularly good and friendly."
United States
Ronald
The price is P5,950
P6,583 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Portland-By the Bay by IHG
Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,774 reviews)
"A very nice and unique hotel in a great location. Would definitely stay again. "
United States
James
The price is P6,851
P9,873 total
includes taxes & fees
Apr 5 - Apr 6
Portland Harbor Hotel
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, (1,000 reviews)
"Nice location and hotel"
United States
Colleen
The price is P9,740
P10,776 total
includes taxes & fees
Apr 12 - Apr 13
Canopy by Hilton Portland Waterfront
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, (1,372 reviews)
"We enjoyed our stay. "
United States
Lindsey
The price is P4,866
P5,304 total
includes taxes & fees
Apr 8 - Apr 9
DoubleTree by Hilton Hotel Portland
Breakfast, lunch, dinner served; American cuisine

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,001 reviews)
"Amazing for our stay. Highly recommend! So cozy! "
United States
JAMES
The price is P10,422
P11,531 total
includes taxes & fees
Apr 12 - Apr 13
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (151 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is P6,978
P10,013 total
includes taxes & fees
Mar 29 - Mar 30
Longfellow Hotel
Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very Good, (1,001 reviews)
"the room was very nice very clean"
United States
NANCY
The price is P6,959
P7,586 total
includes taxes & fees
Apr 16 - Apr 17
Portland Sheraton at Sable Oaks
Children's activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (306 reviews)
"Such a beautiful place, great to walk on beach, nice view, staff great.. cozy place.. so well decorated.. highly recommend for a nice quiet get away"
United States
Christian
The price is P11,684
P13,707 total
includes taxes & fees
Mar 31 - Apr 1
Inn By The Sea
Desk, laptop workspace, free WiFi

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.4 out of 10, Exceptional, (10 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is P6,294
P6,860 total
includes taxes & fees
Mar 29 - Mar 30
HomeAwhile
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (97 reviews)
"The hotel is in an ideal location in downtown Portland. The staff is so kind and very accommodating! The stay was beyond comfortable and is the place we will stay every time we return to Portland!"
United States
Lauren
The price is P10,794
P16,261 total
includes taxes & fees
Apr 19 - Apr 20
The Weldon Hotel
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is P11,468
P12,500 total
includes taxes & fees
Apr 26 - Apr 27
Brewster House Bed & Breakfast
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
Chebeague Island Inn
Living area

5 Seaview Ave

5 Seaview Ave
4.0 star property
Old Orchard Beach
5 Seaview Ave
Front of property

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
Living area

Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
Latitude Adjustment Walk to Beach & Dining!
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!
Beach nearby

Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
4.0 star property
Bay View
Bayview Beach Cottage For 4!
Private kitchen

The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
Living area

The Beach Bunker

The Beach Bunker
4.0 star property
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"This was my first long vacation I have done. First off, the host was amazing! Very good communication and very helpful. My family doesn’t like to leave a place dirty and we went to the beach a lot. I asked if it was possible to get a bigger broom & mop and she ordered them for us to use while we were there. This is also in a quiet spot on the strip. Overall was a fantastic spot to stay with a great host. If I could tweak a few minor things: water pressure is good but not strong. One other tweak...
United States
Robert
The Beach Bunker
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"Decent place usually at an okay price. Location is great but the property and rooms are showing wear and tear and age. Last time I stayed there, we had no water right before checkout. "
Amanda 1-night trip
Posted 5 hours ago
Holiday Inn Portland-By the Bay by IHG

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 vacation 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 P5,304

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 vacation experience where just about everything is included in one upfront price by using our "All inclusive" filter. Staying within budget is simple when your accommodations, 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.

Explore a world of travel with Expedia