4 Stars Hotels in Great Diamond Island, Portland from CA $149

  • 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
May 8 - May 9
Tomorrow
May 9 - May 10
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

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, (1,757 reviews)
"Simply the best place to stay in Portland bar none."
United States
Aaron
The price is CA $202
CA $276 total
includes taxes & fees
May 10 - May 11
Portland Harbor Hotel
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, (1,539 reviews)
"Great place to stay! Pool was nice! Location is perfect!"
United States
Michelle
The price is CA $183
CA $203 total
includes taxes & fees
May 10 - May 11
Holiday Inn Portland-By the Bay by IHG
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, (1,003 reviews)
"We really enjoyed our stay here and the amenities were great as well. "
United States
David
The price is CA $245
CA $271 total
includes taxes & fees
May 10 - May 11
The Westin Portland Harborview
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, (1,004 reviews)
"Nice location and hotel"
United States
Colleen
The price is CA $244
CA $270 total
includes taxes & fees
May 26 - May 27
Canopy by Hilton Portland Waterfront
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, (1,002 reviews)
"Clean room- helpful staff Quiet night"
United States
Lynne
The price is CA $196
CA $213 total
includes taxes & fees
May 25 - May 26
Portland Sheraton at Sable Oaks
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, (1,387 reviews)
"Great stay!"
United States
Lee
The price is CA $137
CA $149 total
includes taxes & fees
May 17 - May 18
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, (1,003 reviews)
"Fantastic hotel in the perfect location for walking around Portland. Hip, but comfortable vibe, great amenities and the restaurant is surprisingly good!"
United States
Sherri
The price is CA $330
CA $365 total
includes taxes & fees
May 26 - May 27
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (158 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is CA $256
CA $336 total
includes taxes & fees
May 10 - May 11
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, (314 reviews)
"Top tier property, outstanding location and amenities with excellent, professional and friendly staff."
United States
Mohammed
The price is CA $445
CA $523 total
includes taxes & fees
May 25 - May 26
Inn By The Sea
Deluxe Suite, 1 King Bed | Private kitchen

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 CA $249
CA $374 total
includes taxes & fees
May 25 - May 26
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 CA $358
CA $429 total
includes taxes & fees
Jun 1 - Jun 2
Chebeague Island Inn
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 CA $227
CA $248 total
includes taxes & fees
May 10 - May 11
Brewster House Bed & Breakfast
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!
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

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

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!
Townhome, Multiple Beds, Patio (Latitude Adjustment) | 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!
House, Multiple Beds, Patio, Ocean View (Bayview Beach House) | Dining

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!
House, Multiple Beds, Hot Tub, Golf View (Villa at the 9) | Dining

Golf-front Personal Arcade Hot tub Outdoor Kitchen

Golf-front Personal Arcade Hot tub Outdoor Kitchen
4.5 star property
Old Orchard Beach
Golf-front Personal Arcade Hot tub Outdoor Kitchen
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Really enjoyed our stay. Staff was great as well!"
Candace 1-night trip
Posted 1 hour ago
Portland Harbor Hotel

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 $149

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.

Explore a world of travel with Expedia