Title: Casco Bay Islands Vacation Packages & Trips 2026 from CA $766 | Expedia.ca

[Casco Bay Islands Travel Guide](https://expedia.ca/Casco-Bay-Islands.dx553248621532668098)[Hotels in Casco Bay Islands](https://expedia.ca/Casco-Bay-Islands-Hotels.d553248621532668098.Travel-Guide-Hotels)[Vacation Rentals in Casco Bay Islands](https://expedia.ca/Casco-Bay-Islands-Vacation-Rentals.d553248621532668098.Travel-Guide-VacationRentals)[Flights to Casco Bay Islands](https://expedia.ca/Cheap-Flights-To-Casco-Bay-Islands.d553248621532668098.Travel-Guide-Flights)[Casco Bay Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Casco-Bay-Islands.d553248621532668098.Car-Rental-Guide)

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# Casco Bay Islands Vacation Packages

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

- ##  
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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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## Top Casco Bay Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Harbor Hotel

Downtown Portland

CA $766

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

Nice outside fire place in winter

Reviewed on Jan 25, 2026

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Regency Hotel & Spa

Downtown Portland

CA $847

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

9.4/10 Exceptional! (1,512 reviews)

The room was great, location was perfect— we had a fantastic weekend. Staff was so helpful and efficient with any request. Can’t wait to go back!

Reviewed on Jan 25, 2026

![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The McKernan Inn

CA $1,365

per person

Apr 5 - Apr 11

found 18 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Portland (PWM)

9/10 Wonderful! (83 reviews)

Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn By The Sea

CA $1,315

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

9.4/10 Exceptional! (288 reviews)

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

Reviewed on Nov 16, 2025

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cambria Hotel Portland Downtown-Old Port

East Bayside

CA $770

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

9.4/10 Exceptional! (1,118 reviews)

Staff was great, room and food were superb and excellent location

Reviewed on Jan 21, 2026

## Ready to book your vacation to Casco Bay Islands?

Choose your dates

## Casco Bay Islands Hotel Deals

![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 $122

CA $135 total

Feb 11 - Feb 12

includes taxes & fees

8.8/10 Excellent! (1,005 reviews)

The staff were excellent. The hotel is beautiful. The restaurant on the top floor had amazing drinks and the view was beautiful! My one complaint is that the room was soooo hot through the night no matter what and the pillows were so puffy and high when you lay down on them. So, did I sleep? Not ...

Reviewed on Jan 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=553248621532668098)

![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 $107

CA $119 total

Jan 29 - Jan 30

includes taxes & fees

8/10 Very Good! (1,334 reviews)

Very helpful and very clean room

Reviewed on Jan 21, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=553248621532668098)

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Long Creek Hotel by IHG

171 Philbrook Ave South Portland ME

Fully refundable

CA $99

CA $108 total

Jan 30 - Jan 31

includes taxes & fees

7.4/10 Good! (1,003 reviews)

Everything was fine here. Took forever to find someone who worked there in the morning but when we did she was able to help me.

Reviewed on Jan 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F01%2F2026&endDate=31%2F01%2F2026&selected=24280&PinnedHotelID=24280&HadPinnedHotel=true&regionId=553248621532668098)

[See all 3,181 properties in Casco Bay Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&regionId=553248621532668098)

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)

## Frequently asked questions

### Can I cancel my flight booking to Casco Bay Islands due to COVID-19?

### What's the best way to find cheap flights to Casco Bay Islands that have flexible change policies?

### What are some of the general tips for travelers to Casco Bay Islands during the COVID-19 outbreak?

> - Find out if any travel restrictions apply to your origin and destination before booking. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
> - When you go through airport screening, do not remove your face mask. You will be asked to briefly lower it to verify your identity. Those who refuse to wear a mask may face civil penalties and may also be denied boarding.
> - Instead of handing a TSA officer your boarding pass, position it directly on the reader yourself. Then, hold it up for inspection.
> - You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be removed for screening.
> - Place any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during screening.
> - If you're bringing food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

### Which airlines fly to Casco Bay Islands?

### How can I find cheap tickets to Casco Bay Islands?

### How much is a flight to Casco Bay Islands?

### What are the most popular airports to fly into in Casco Bay Islands?

### When is the cheapest time to fly to Casco Bay Islands?

### How much is a plane ticket to Casco Bay Islands?

### Which airlines with flights to Casco Bay Islands 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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- [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 Chebeague Island ](https://www.expedia.ca/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)
- [Car rentals near Great Diamond Island ](https://www.expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)
- [Goldcar rental Rental Cars in Cousins Island ](https://www.expedia.ca/Goldcar-Rental-Car-Rentals-In-Cousins-Island.d553248635976197109-c1022.Car-Rental-Guide-Suppliers)
- [Thai Cars Rental Cars in Great Diamond Island ](https://www.expedia.ca/Thai-Cars-Car-Rentals-In-Great-Diamond-Island.d6342016-c1027.Car-Rental-Guide-Suppliers)
- [Top Rent a Car Rental Cars in Cousins Island ](https://www.expedia.ca/Top-Rent-A-Car-Car-Rentals-In-Cousins-Island.d553248635976197109-c1028.Car-Rental-Guide-Suppliers)

\* 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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