Title: The Best Great Diamond Island, ME Chalets from $66 | Expedia.com

[Great Diamond Island Travel Guide](https://expedia.com/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.com/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Vacation Rentals in Great Diamond Island](https://expedia.com/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[Flights to Great Diamond Island](https://expedia.com/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Car Rentals in Great Diamond Island](https://expedia.com/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.com/Great-Diamond-Island.d6342016.Destination-Travel-Guides)

![Summer on Casco Bay](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Great Diamond Island

![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/ed84bcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cushing Island | Living area | 30-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/c761a553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Great Diamond Island Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/7f5fc132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cliff Island | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/0088e0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Peaks Island

[](https://www.expedia.com/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information)

9.0/10

Wonderful

(107 reviews)

"Excellent little getaway in a very quaint island!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kellie Slate

$109 nightly

$119 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information)

![Building design](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/w3000h1738x0y6-31368348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's activities](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/a8100548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/9ea2cb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/895796e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Cape Elizabeth

[](https://www.expedia.com/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information)

9.4/10

Exceptional

(304 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christian

$243 nightly

$265 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/63465027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/a014d527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/2233a3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bcaa0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Thorton Heights

[](https://www.expedia.com/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information)

7.6/10

Good

(420 reviews)

"Staff was friendly. Bathroom wasnt very clean. Beds were very comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brianna

$70 nightly

$77 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information)

![Tasting room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/5934bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/a4bdc7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room | Free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/44847adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 2 Queen Beds (2 Queen) | Free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/588e118f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Freeport

[](https://www.expedia.com/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information)

8.0/10

Very Good

(1,000 reviews)

"Very nice place to stay at"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

$84 nightly

$92 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/20aee801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/faeaccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/9ed84b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6e75a85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Brunswick

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information)

9.0/10

Wonderful

(1,000 reviews)

"Clean room and great staff! Looked like they're doing some remodeling/updates too!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bryan

$89 nightly

$97 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/b74acb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f72fdddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/01a4aa17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f079126e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in South Portland

[](https://www.expedia.com/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information)

7.8/10

Good

(1,404 reviews)

"Clean, great staff, communication and overll great stay. Will definitely stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katrina

$61 nightly

$66 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/06f820f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/c11e7975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/d94a7808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/545d8637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Freeport

[](https://www.expedia.com/Freeport-Hotels-Hotel-44-North.h82833810.Hotel-Information)

8.8/10

Excellent

(225 reviews)

"Staff was friendly and helpful . Breakfast was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mickey

$87 nightly

$95 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Hotel-44-North.h82833810.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/84c39a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/72fd64d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/99e32e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/cd809bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Scarborough

[](https://www.expedia.com/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Staff fabulous, very clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Verronika

$95 nightly

$104 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/856c8922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/60ed02ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/5f1e9995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/c45c6030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Highland

[](https://www.expedia.com/Portland-Hotels-Best-Western-Merry-Manor-Inn.h15845.Hotel-Information)

9.0/10

Wonderful

(1,015 reviews)

"Very pleased with our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda

$92 nightly

$100 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Best-Western-Merry-Manor-Inn.h15845.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/a735e9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/d68e1560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/80d3ccac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/b7a377c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Brunswick

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information)

8.8/10

Excellent

(450 reviews)

"The breakfast was delicious. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaina

$98 nightly

$107 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/b990d573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/965f6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Freeport

[](https://www.expedia.com/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)

9.4/10

Exceptional

(908 reviews)

"Great stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frank

$104 nightly

$113 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/2e48d234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![37-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2557x3y3-d064711d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/415bf320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Downtown Portland

[](https://www.expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

9.2/10

Wonderful

(1,004 reviews)

"Friendly staff, clean rooms, delicious breakfast, prime location… I can’t wait to go back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany

$98 nightly

$108 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/2619da4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/ee8df095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/c6afbb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/0117cb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Freeport

[](https://www.expedia.com/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information)

9.6/10

Exceptional

(460 reviews)

"The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paige

$159 nightly

$173 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/a11332bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/1326215f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Ocean View | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/1c19bdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in South Portland

[](https://www.expedia.com/South-Portland-Hotels-The-McKernan-Inn.h105370688.Hotel-Information)

9.2/10

Wonderful

(91 reviews)

"It was beautiful, clean, and homey. Not too fancy. The staff were delightful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Montserrat

$190 nightly

$207 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-The-McKernan-Inn.h105370688.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/b6e21af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/18a4ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Blue Point

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

10/10

Exceptional

(28 reviews)

"A great location to see Portland and surroundings. A very clean and nice place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam B.

$221 nightly

$240 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 Queen Bed, Jetted Tub (Private bath) | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/aaa35830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/bebb6386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/3ca9202d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Valley Street

[](https://www.expedia.com/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information)

8.8/10

Excellent

(1,126 reviews)

"Great stay. Staff were very nice. Very dog friendly Inn."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stuart

$80 nightly

$87 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information)

![Standard Room | Exterior](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/7fe25763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business Room | Hypo-allergenic bedding, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/b7e27ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/5b47f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/be8e38da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Parkside

[](https://www.expedia.com/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information)

9.6/10

Exceptional

(148 reviews)

"We loved our stay. Great staff, room was nice, cafe very good and the Town Car service for rides, so convenient!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosanne

$163 nightly

$181 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/145cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/88ff60eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/c2b1a276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/3647ce47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Freeport

[](https://www.expedia.com/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information)

9.0/10

Wonderful

(1,003 reviews)

"Room was nice and staff was very nice also"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bethann

$93 nightly

$102 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/210d787c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/4f5c0299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Portland

[](https://www.expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

9.4/10

Exceptional

(1,153 reviews)

"Best hotel breakfast We've had."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian

$102 nightly

$112 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/2736d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpswell

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

9.8/10

Exceptional

(51 reviews)

"Super clean and lovely place to stay! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evan B.

$336 nightly

$366 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31&regionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=VILLA)

Aparthotels

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Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America&regionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-06-14&d1=2026-06-14&endDate=2026-06-17&d2=2026-06-17&lodging=COTTAGE)

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## Top Great Diamond Island Hotel Reviews

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed_y.jpg)

### DoubleTree by Hilton Hotel Portland

8/10 Good

"Staff was excellent, room was clean and had good amenities. We had 1 broken elevator and the other to the west tower was very dirty. All in all i would stay again"

[](https://expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Clean room Staff was great"

[](https://expedia.com/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/06fb9956_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"In the perfect downtown location!"

[](https://expedia.com/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"The shuttle to the downtown area is a perk not advertised which is a great option "

[](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Needed hotel close to airport with shuttle. Had shuttle with short wait at 430 am. I will stay here again."

[](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"Excelente "

[](https://expedia.com/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![Inn at St John Portland In-Town](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg)

### Inn at St John Portland In-Town

10/10 Excellent

"The only problem staying in that place is there’s no elevators. My room was on the third floor and I have really bad knees. I couldn’t leave my room for a couple days cause I couldn’t climb up those stairs.I tried to get a room on the first floor they was none available but when you book a room at that hotel they don’t say no elevator this is not right "

[](https://expedia.com/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information)

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Embassy Suites is always clean with a nice staff and nice breakfast. They allow early check in and late check out whenever they are able to, which helps A LOT! We always prefer the Embassy Suites in Portland "

[](https://expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg)

### Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"The rooms are super clean. And the blackout curtains are amazing. Easy to sleep in. Beds are comfortable. And I highly recommend using the valet parking. There is an extra charge but it is so worth it. "

[](https://expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

## Find out more about Great Diamond Island

## Great Diamond Island Chalets information

| Number of reviews | 11,792    |
| ----------------- | --------- |
| Accommodation     | 0 Chalets |
| Lowest Price      | $66       |
| Highest Price     | $366      |

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- [Hotels near Gilsland Farm Audubon Center ](https://www.expedia.com/Gilsland-Farm-Audubon-Center-Hotels.0-l553248621532668096-0.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Portland ](https://www.expedia.com/Portland-Hotels-Pet-Friendly-Hotel.0-0-d181420-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [South Portland Hotels ](https://www.expedia.com/South-Portland-Hotels.d6769.Travel-Guide-Hotels)

- [Flights to Portland ](https://www.expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights to Peaks Island ](https://www.expedia.com/Cheap-Flights-To-Peaks-Island.d6151240.Travel-Guide-Flights)
- [Flights from Peaks Island ](https://www.expedia.com/lp/flights/6151240/flights-from-peaks-island)
- [Flights to Long Island ](https://www.expedia.com/Cheap-Flights-To-Long-Island.d6046209.Travel-Guide-Flights)
- [Flights from Portland Intl. Jetport ](https://www.expedia.com/lp/airports/pwm/flights-from-portland-intl-jetport-airport)

- [Visit Peaks Island ](https://www.expedia.com/Peaks-Island.dx6151240)
- [Peaks Island Vacations ](https://www.expedia.com/Peaks-Island.d6151240.Destination-Travel-Guides)
- [Visit Long Island ](https://www.expedia.com/Long-Island.dx6046209)
- [Long Island Vacations ](https://www.expedia.com/Long-Island.d6046209.Destination-Travel-Guides)
- [Umbrella Cover Museum ](https://www.expedia.com/Umbrella-Cover-Museum-Peaks-Island.d6326400.Vacation-Attraction)
- [Mackworth Island State Park ](https://www.expedia.com/Mackworth-Island-Falmouth.d6077250.Vacation-Attraction)
- [East End Beach ](https://www.expedia.com/East-End-Beach-East-End.d6326357.Vacation-Attraction)
- [Spring Point Ledge Lighthouse ](https://www.expedia.com/Spring-Point-Ledge-Lighthouse-Maine.d6327870.Vacation-Attraction)
- [Eastern Promenade ](https://www.expedia.com/Eastern-Promenade-East-End.d6326369.Vacation-Attraction)
- [Bug Light ](https://www.expedia.com/Bug-Light-South-Portland.d6077242.Vacation-Attraction)
- [Fort Preble ](https://www.expedia.com/Fort-Preble-South-Portland.d6077244.Vacation-Attraction)
- [South Portland Historical Society Museum ](https://www.expedia.com/South-Portland-Historical-Society-Museum-South-Portland.d6327768.Vacation-Attraction)
- [Maine Narrow Gauge Railroad Company and Museum ](https://www.expedia.com/Maine-Narrow-Gauge-Railroad-Company-And-Museum-Portland.d6327514.Vacation-Attraction)
- [Visit Old Port ](https://www.expedia.com/Portland-Old-Port.dx6172121)
- [Southern Maine Community College ](https://www.expedia.com/Southern-Maine-Community-College-Willard-Beach.d553248621555471470.Vacation-Attraction)
- [Visit Willard Beach ](https://www.expedia.com/South-Portland-Willard-Beach.dx643570660110589952)
- [Visit Portland ](https://www.expedia.com/Portland.dx181420)
- [Gilsland Farm Audubon Center ](https://www.expedia.com/Gilsland-Farm-Audubon-Center-Falmouth.d553248621532668096.Vacation-Attraction)
- [Portland Vacations ](https://www.expedia.com/Portland.d181420.Destination-Travel-Guides)

- [Car rentals near Portland ](https://www.expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)
- [Car rentals near Peaks Island ](https://www.expedia.com/Car-Rentals-In-Peaks-Island.d6151240.Car-Rental-Guide)
- [Car rentals near Long Island ](https://www.expedia.com/Car-Rentals-In-Long-Island.d6046209.Car-Rental-Guide)
- [Car rentals near Umbrella Cover Museum ](https://www.expedia.com/Car-Rentals-In-Umbrella-Cover-Museum.d6326400.Car-Rental-Guide)
- [Car rentals near Bug Light ](https://www.expedia.com/Car-Rentals-In-Bug-Light.d6077242.Car-Rental-Guide)
- [Car rentals near Southern Maine Community College ](https://www.expedia.com/Car-Rentals-In-Southern-Maine-Community-College.d553248621555471470.Car-Rental-Guide)

- [Peaks Island Vacation Rentals ](https://www.expedia.com/Peaks-Island-Vacation-Rentals.d6151240.Travel-Guide-VacationRentals)

- [Things to do in Portland ](https://www.expedia.com/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)