A calm sea with a sailboat and rocky coastline.

4 Stars Hotels in Great Diamond Island, Portland from CA $111

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Check availability on Great Diamond Island 4 Star Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Great Diamond Island 4-star hotels

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

1. The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,005 reviews)
"Centrally located, near restaurants and many things to do in town. The room and hotel were clean and maintained."
United States
Alyssa
The price is CA $141
CA $156 total
includes taxes & fees
Dec 6 - Dec 7
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.

2. Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,863 reviews)
"Great place"
United States
Eric
The price is CA $169
CA $240 total
includes taxes & fees
Nov 24 - Nov 25
Portland Harbor Hotel
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.

3. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.2 out of 10, Very good, (1,453 reviews)
"Loved it here great food and close to everything you need."
United States
Stephen
The price is CA $102
CA $111 total
includes taxes & fees
Nov 25 - Nov 26
DoubleTree by Hilton Hotel Portland
A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.

4. 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, (1,669 reviews)
"Great hotel and beautiful view!"
United States
Meredith
The price is CA $122
CA $135 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Portland-By the Bay by IHG
Restaurant

5. 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)
"I enjoyed my stay at this hotel. The property was clean, the grounds were beautiful, and my room was clean and comfortable. I would recommend staying here."
United States
Enedina
The price is CA $141
CA $154 total
includes taxes & fees
Nov 29 - Nov 30
Portland Sheraton at Sable Oaks
A modern interior with a bar area, seating, and shelves with plants and books.

6. 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)
"Very nice hotel. Rooms on the smaller side, especially considering the price."
United States
Mark
The price is CA $266
CA $356 total
includes taxes & fees
Nov 22 - Nov 23
The Press Hotel, Marriott Autograph Collection
An outdoor seating area with a fire feature, comfortable seating, and a view of a waterfront.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,003 reviews)
"Great stay & great location!"
United States
Cal
The price is CA $206
CA $228 total
includes taxes & fees
Dec 1 - Dec 2
Canopy by Hilton Portland Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.

8. Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.4 out of 10, Exceptional, (199 reviews)
"This hotel is amazing. Friendly staff- really good food and the spa was great."
United States
thomas
The price is CA $313
CA $400 total
includes taxes & fees
Nov 11 - Nov 12
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.

9. Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (345 reviews)
"We had a wonderful stay at Inn By the Sea."
United States
Suzanne
The price is CA $280
CA $329 total
includes taxes & fees
Nov 10 - Nov 11
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

10. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (130 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $255
CA $383 total
includes taxes & fees
Dec 1 - Dec 2
The Weldon Hotel
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.

11. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (125 reviews)
"Breakfast was wonderful!"
United States
Julie
Brewster House Bed & Breakfast
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.

12. Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (88 reviews)
"It’s a great place to get away from it all and enjoy beautiful views on the wrap around porch. The food is delicious. The place is laid back and quite lovely. I will be going back."
United States
Sarah
Chebeague Island Inn
A white two-story house with a front porch, green shutters, and a stone foundation.

13. PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (104 reviews)
"Amazing property!"
United States
Christine
PineCrest Inn
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.

14. Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
10.0 out of 10, Exceptional, (1 review)
"The property is just like it’s described. Beautiful, clean, up to date, and close to all the things. Communication was very clear and friendly. Check-in and check-out were breeze. This is absolute recommend if you are wanting to stay in the area."
United States
Brandon
Latitude Adjustment Walk to Beach & Dining!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.

15. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
A dining area with a wooden table set for four, large windows with a view of trees and water, and a chandelier above.

16. Beachfront and Only 30 Steps To Beach!

Beachfront and Only 30 Steps To Beach!
4.0 star property
Bay View
Beachfront and Only 30 Steps To Beach!
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Learn more about Great Diamond Island

Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island
A calm sea with a sailboat and rocky coastline.

Top Great Diamond Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Great property and super friendly staff!"
Amy 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Portland

Find out more about Great Diamond Island

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Great Diamond Island are calling your name. Known for providing first-rate service in amazing locations, each of the Great Diamond Island 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Great Diamond Island. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Great Diamond Island, Portland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Great Diamond Island hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Diamond Island?
Expedia can help you easily find the perfect 4-star hotel for your getaway in Great Diamond Island. Use our filter tool to fine-tune your search by things like budget, conveniences and star rating and get access to terrific deals in a couple of clicks.

  • Search for the lowest price from CA $111

What's the difference between 5-star and 4-star hotels in Great Diamond Island?
Offering an inviting guest experience and upscale surroundings, 4-star hotels are a fabulous option for your Great Diamond Island vacation. These types of stays generally feature loads of handy amenities that make it a breeze to unpack and relax — think complimentary bathrobes, restaurants and pools. Or live the high life at a 5-star hotel designed to pamper with luxury perks and amenities. Round-the-clock concierge service, oversized bathrooms and fine dining are typically included at these plush retreats.
Does Great Diamond Island have any 4-star all-inclusive resorts?
Finding vacation bliss in Great Diamond Island is as easy as entering your dates and destination, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodations, food, activities and entertainment, or opt for a standard 4-star resort in or around this top destination.

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