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

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6342016&startDate=2026-07-03&endDate=2026-07-05&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)

![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)

![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)

![Outdoor wedding area](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/9c31270d.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 16 - Mar 17

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)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bdc4333d.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 22 - Mar 23

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)

![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)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/a4bdc7f8.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 16 - Mar 17

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)

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

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6eae7e7f.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)

### 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 18 - Mar 19

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)

![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)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/0e129270.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 29 - Mar 30

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)

![Property amenity](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/d94a7808.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)

![View from property](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/0571487d.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)

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

![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/dc500751.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)

### Aparthotel in Scarborough

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

10/10

Exceptional

(1 review)

"The room was incredibly large, well organized, clean, quiet everything was absolutely perfect"

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

Jeffrey

$86 nightly

$93 total

Mar 30 - Mar 31

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)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/baea23b6.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)

### Hotel in Highland

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

9.0/10

Wonderful

(1,014 reviews)

"Very pleased with our stay!"

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

Amanda

$90 nightly

$98 total

Mar 22 - Mar 23

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)

![Family Studio, 2 Double Beds | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/934f3c49.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)

![Indoor pool](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/965f6d78.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)

![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)

### 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)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/3516b137.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

(1,003 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)

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

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/7d9cb820.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)

### 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 16 - Mar 17

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)

![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)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/c49cc95d.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

$184 nightly

$201 total

Mar 22 - Mar 23

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)

![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)

![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)

### 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.

$220 nightly

$239 total

Mar 16 - Mar 17

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)

![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)

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

![Exterior detail](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/151aaff3.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

(1,125 reviews)

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

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

Stuart

$78 nightly

$85 total

Mar 22 - Mar 23

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)

![Couples treatment rooms, sauna, body treatments, deep-tissue massages](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/c46ba49b.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 16 - Mar 17

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)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/88ff60eb.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127.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)

### Hotel in Portland

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

9.4/10

Exceptional

(1,152 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)

![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.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)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/78dcd112.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 16 - Mar 17

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.

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Cabins

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Villas

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Aparthotels

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Private vacation homes

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Apartments

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Cottages

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Condos

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## Top Great Diamond Island Hotel Reviews

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

8/10 Good

"Clean."

[](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

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

### Portland Regency Hotel & Spa

4/10 Poor

"The hotel beds are comfy! And the steam room (locker room) is a fave. But my room was loud! From street noise and the transparent sound passing between the walls throughout the night. I thought this would be my easeful winter getaway spot but I think I’ll keep searching…."

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

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"low key, great price, convenient location. they keep threatening to renovate the place but I hope they don't because then it will just be more $$$"

[](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 room was clean and had a fantastic view of the pier. The hot tub was open until 11 and though there were no jets the water was amazing. Parking was so easy with the valet right at the front door. Definitely will stay here again!"

[](https://expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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 property reminded us of a bed and breakfast!! We were wondering how clean it would be because it allows dogs (which was why we stayed there with our lab) and there was no smell of dogs and it was kept very clean! We would stay again, even without our dog! The staff was nice and helpful too!! One suggestion from my husband to put in a waffle maker in the breakfast area, but overall the breakfast bar had everything And was fresh and yummy! "

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

"Great location for walking around old port"

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

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

### Portland Harbor Hotel

10/10 Excellent

"Every single staff member was incredible. Friendly, informative, personable, and professional. The common areas as well as the rooms were immaculately clean. We cannot wait to come back. Kudos to everyone for all their hard work! "

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

![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg)

### LivAway Suites Portland-Scarborough

10/10 Excellent

"Perfect!"

[](https://expedia.com/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.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

"The gym was decent and had a few machines and free weights. "

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

## Find out more about Great Diamond Island

## Great Diamond Island Chalets information

| Number of reviews | 11,787    |
| ----------------- | --------- |
| Accommodation     | 0 Chalets |
| Lowest Price      | $66       |
| Highest Price     | $366      |

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- [Hotels near Willard Beach ](https://www.expedia.com/Willard-Beach-Hotels.0-l6077248-0.Travel-Guide-Filter-Hotels)
- [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)
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- [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)
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- [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)
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- [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)