Title: Long Island Vacation Packages & Trips 2026 from CA $627 | Expedia.ca

[Hotels in Long Island](https://expedia.ca/Long-Island-Hotels.d6046209.Travel-Guide-Hotels)[Vacation Rentals in Long Island](https://expedia.ca/Long-Island-Vacation-Rentals.d6046209.Travel-Guide-VacationRentals)[Long Island Car Rentals](https://expedia.ca/Car-Rentals-In-Long-Island.d6046209.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6046209/8fe06084-af9b-4eec-b002-74d652758a4a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Long Island Vacation Packages

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

- ##  
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

#### Your Long Island Vacation

An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. [Sand Beach](https://www.expedia.ca/Sand-Beach-Portland.d553248621532668404.Vacation-Attraction), [Fifth Maine Museum](https://www.expedia.ca/Fifth-Maine-Museum-Peaks-Island.d6326227.Vacation-Attraction) and [Little Diamond Island](https://www.expedia.ca/Little-Diamond-Island-Portland.d553248635975749337.Vacation-Attraction) are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island vacation is just a few clicks away with Expedia.

## Top Long Island 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 $627

per person

Feb 20 - Feb 24

found 19 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great.

Reviewed on Jan 6, 2026

![InnSeason Resorts The Falls at Ogunquit](https://images.trvl-media.com/lodging/2000000/1160000/1154500/1154484/bbe3272a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### InnSeason Resorts The Falls at Ogunquit

CA $780

per person

Feb 20 - Feb 25

found 19 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

9.4/10 Exceptional! (356 reviews)

Great clean and friendly place Love returning every year

Reviewed on Jan 7, 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 $1,002

per person

Mar 23 - Mar 27

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

![AC Hotel Portland Downtown/Waterfront, ME](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/f9c45283_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### AC Hotel Portland Downtown/Waterfront, ME

East Bayside

CA $710

per person

Feb 20 - Feb 25

found 19 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

9.2/10 Wonderful! (1,001 reviews)

Convenient, clean, nice people

Reviewed on Jan 2, 2026

![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 84 Main 

CA $650

per person

Feb 20 - Feb 24

found 19 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

10/10 Exceptional! (52 reviews)

This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!!

Reviewed on Oct 26, 2025

## Ready to book your vacation to Long Island?

Choose your dates

## Long 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 $108

CA $120 total

Jan 11 - Jan 12

includes taxes & fees

7.8/10 Good! (1,316 reviews)

The staff were great. Friendly and helpful! Loved the use of the shuttle into town

Reviewed on Jan 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=6046209)

![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 $135

CA $150 total

Jan 25 - Jan 26

includes taxes & fees

8.8/10 Excellent! (1,007 reviews)

Wonderful as always. Comfortable beds, spacious rooms. Lovely, helpful staff

Reviewed on Dec 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=6046209)

![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 $194 total

Jan 11 - Jan 12

includes taxes & fees

9.4/10 Exceptional! (1,567 reviews)

Staff was great. Perfect location to explore the area.

Reviewed on Jan 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true&regionId=6046209)

[See all 2,369 properties in Long Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&regionId=6046209)

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)

## Explore a world of travel with Expedia

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- [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)

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

\* 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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