Title: Book the Best Hotels with BARS in Great Diamond Island in 2026 | Expedia.ca

[Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Vacation Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/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 availability on Great Diamond Island Hotels with Bar

## Our top choices for Great Diamond Island hotels with a bar

![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)

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

![Cliff Island](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/0088e0c3.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 On Peaks Island

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

Peaks Island

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

CA $149

CA $162 total

includes taxes & fees

Feb 17 - Feb 18

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

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/86bdeae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn By The Sea

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

Cape Elizabeth

9.4/10

Exceptional

(298 reviews)

"Room was ready early friendly staff and room is better than expected "

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

Jeff

CA $249

CA $289 total

includes taxes & fees

Mar 3 - Mar 4

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

![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)

![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)

![Television](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/e64c361a.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)

### Germaine Inn South Portland

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

Thorton Heights

7.6/10

Good

(414 reviews)

"Under renovations but still a good stay. Pool was very well kept and heated. Staff were very accommodating. "

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

Peter

CA $96

CA $104 total

includes taxes & fees

Feb 22 - Feb 23

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

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

![LL Bean House | Living area](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/3ca6fad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harraseeket Inn & Event House Freeport Downtown

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

Freeport

9.4/10

Exceptional

(894 reviews)

"Really great location."

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

Carissa

CA $162

CA $177 total

includes taxes & fees

Feb 17 - Feb 18

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

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

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2559x3y0-27d25b9e.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)

### Hilton Garden Inn Portland Downtown Waterfront

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

Downtown Portland

9.2/10

Wonderful

(1,008 reviews)

"So good we extended our stay"

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

William

CA $127

CA $141 total

includes taxes & fees

Feb 22 - Feb 23

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

![View from room](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/06fb9956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/2e3cf56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/060e4e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Bay View](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/bc24f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Portland Downtown - Old Port Square

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

Downtown Portland

9.0/10

Wonderful

(1,320 reviews)

"Amazing location"

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

Cassandra

CA $121

CA $134 total

includes taxes & fees

Mar 8 - Mar 9

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

![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)

![50-inch LED TV with cable channels, TV, MP3 dock](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/c8e21f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Portland Maine

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

Portland

9.4/10

Exceptional

(1,159 reviews)

"Fun hotel excellent and friendly staff"

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

Joseph

CA $147

CA $162 total

includes taxes & fees

Feb 24 - Feb 25

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

![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/f7108437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/497453be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/973084b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cambria Hotel Portland Downtown-Old Port

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

East Bayside

9.4/10

Exceptional

(1,165 reviews)

"Clean room, friendly staff, great location, overall 10/10! "

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

katryna A.

CA $124

CA $175 total

includes taxes & fees

Mar 2 - Mar 3

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

![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/b69d3811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/w7358h4910x2y0-600c9123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Portland Harbor Hotel

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

Downtown Portland

9.2/10

Wonderful

(1,762 reviews)

"Nice and clean hotel with a nice restaurant. "

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

Victoria

CA $144

CA $212 total

includes taxes & fees

Feb 19 - Feb 20

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

![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/be8e38da.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)

![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](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/b7e27ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Longfellow Hotel

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

Parkside

9.6/10

Exceptional

(145 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

CA $158

CA $227 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.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.ca/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&regionId=6342016&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true)

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## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6342016)

## Top Great Diamond Island Hotel Reviews

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Clean room great pool and hot tub "

[](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg)

### Long Creek Hotel by IHG

10/10 Excellent

"Great stay, friendly staff."

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"Everything was wonderful, from the rooms to the staff who were very pleasant. Also the food from breakfast to dinner was terrific. Very nice place to stay in the middle of everything. We will definitely be back."

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

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Great hotel, felt safe"

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

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"clean and well equipped "

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"From the time we arrived to the time we checked out service was amazing "

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

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg)

### DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Nice quiet comfortable room. Friendly staff and shuttle was great"

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

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great staff, amenities and location!"

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

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"Nice decor and amenities (pantry)"

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

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- [Flights to Portland ](https://www.expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)

- [East End Beach ](https://www.expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction)
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