Title: Great Diamond Island Vacation Packages & Trips 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)

![](https://images.trvl-media.com/place/181420/3cfa4a35-2db7-47c5-b7aa-531fbc9a8da8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Great Diamond Island Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Robbie Martin

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Ready to book your vacation to Great Diamond Island?

Choose your dates

## Great Diamond Island Hotel Deals

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

CA $109

CA $120 total

Jan 18 - Jan 19

includes taxes & fees

8/10 Very Good! (1,320 reviews)

Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.

Reviewed on Jan 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=6342016)

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $136

CA $151 total

Feb 2 - Feb 3

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Always great.

Reviewed on Jan 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=6342016)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

CA $176

CA $195 total

Jan 19 - Jan 20

includes taxes & fees

9.4/10 Exceptional! (1,572 reviews)

Clean room, amazing staff, very tentative! Loved it!

Reviewed on Jan 10, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true&regionId=6342016)

[See all 2,271 properties in Great Diamond Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F01%2F2026&endDate=18%2F01%2F2026&regionId=6342016)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Great Diamond Island

![State Theatre showing street scenes as well as an individual female](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/266000/266254-Portland-Maine.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

[](https://expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction)

![Portland Museum of Art which includes interior views and art as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267551-South-Coast-Maine.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

[](https://expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)

![East End Beach which includes a sandy beach and general coastal views as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/268000/268075-East-End-Beach-Portland.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

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

### What to do in Great Diamond Island

![Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour](https://mediaim.expedia.com/localexpert/44927495/42f8f2e5-289d-480a-a822-cc8751cc6b66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

CA $14

per traveller

[](https://expedia.ca/things-to-do/downtown-portland-coastal-vibe-and-old-mansions-with-in-add-audio-tour.a44927495.activity-details)

![Portland Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/45719150/c5757d24-772a-4314-9a5b-385c37350ecc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Portland Smartphone Audio Tour: Self-Guided Drive

CA $21

per traveller

[](https://expedia.ca/things-to-do/portland-smartphone-audio-tour-self-guided-drive.a45719150.activity-details)

![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/00064774-1203-465f-8cee-e200125a2c6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ultimate Portland Self-Guided Driving GPS Audio Tour

CA $23

per traveller

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/ultimate-portland-self-guided-driving-gps-audio-tour.a44941422.activity-details)

[See all activities in Great Diamond Island](https://expedia.ca/things-to-do/search?rid=6342016)

## Frequently asked questions

### Can I cancel my flight booking to Great Diamond Island due to COVID-19?

### What's the best way to find cheap flights to Great Diamond Island that have flexible change policies?

### What are some of the general tips for travelers to Great Diamond Island during the COVID-19 outbreak?

> - Before you lock in a flight, see if any travel restrictions apply — in both your destination and origin. Keep informed with the latest updates by checking government travel advisories.
> - Wear a face mask even during airport screening. A TSA employee will ask you to temporarily lower your mask for identification purposes.
> - Avoid handing your boarding pass directly to a TSA employee. Rather, you should position the pass on the reader and then hold it up for inspection.
> - TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag and presented for screening.
> - To minimize handling during screening, place personal items such as your phone, coins and keys into your carry-on rather than into the bins.
> - Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to open your bag for inspection.

### Which airlines fly to Great Diamond Island?

### How can I find cheap tickets to Great Diamond Island?

### How much is a flight to Great Diamond Island?

### What are the most popular airports to fly into in Great Diamond Island?

### When is the cheapest time to fly to Great Diamond Island?

### How much is a plane ticket to Great Diamond Island?

### Which airlines with flights to Great Diamond Island employ COVID-19 cleanliness policies?

> - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

## Explore a world of travel with Expedia

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- [Portland Museum of Art ](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)
- [Visit Old Port ](https://www.expedia.ca/Portland-Old-Port.dx6172121)
- [Portland Vacations ](https://www.expedia.ca/Portland.d181420.Destination-Travel-Guides)
- [Visit Portland ](https://www.expedia.ca/Portland.dx181420)
- [Scarborough Beach State Park ](https://www.expedia.ca/Scarborough-Beach-State-Park-Scarborough.d6327764.Vacation-Attraction)
- [Scarborough Vacations ](https://www.expedia.ca/Scarborough.d6809.Destination-Travel-Guides)
- [Shaw Park ](https://www.expedia.ca/Shaw-Park-Gorham.d553248633861906803.Vacation-Attraction)
- [Visit Ferry Village ](https://www.expedia.ca/South-Portland-Ferry-Village.dx553248635976469773)
- [South Portland Vacations ](https://www.expedia.ca/South-Portland.d6769.Destination-Travel-Guides)
- [State Theatre ](https://www.expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction)
- [Westbrook Vacations ](https://www.expedia.ca/Westbrook.d56049.Destination-Travel-Guides)
- [Windham Vacations ](https://www.expedia.ca/Windham.d10053.Destination-Travel-Guides)

- [Car rental Portland ](https://www.expedia.ca/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)

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

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

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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