Title: Kid friendly Vacations in Great Island 2026 | Expedia.ca

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# Great Island Kid friendly Vacations

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

Photo by Eric Sturgeon

- ##  
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Better together  
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Plan, book, and manage your trip all in one place

## Flight and Kid friendly hotel deals in Great Island

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

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Portland Harborview

Downtown Portland

CA $1,203

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

8.8/10 Excellent! (1,001 reviews)

Front end lady very rude. Long hair, didn’t get her name. Young gentleman very nice, solved a misunderstanding with great customer service.

Reviewed on Dec 4, 2025

![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 $1,258

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

The staff were amazing, the room was clean, and the valet parking was hassle free.

Reviewed on Dec 17, 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 $1,899

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kennebunkport Captains Collection

CA $1,665

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (649 reviews)

Amazing place. My favourite place to visit over the Christmas period. Will be back next year.

Reviewed on Dec 17, 2025

![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Weldon Hotel

Downtown Portland

CA $1,679

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.8/10 Exceptional! (86 reviews)

Clean space, all the amenities needed for travel and an enjoyable stay. Location was perfect for walking to do many great local shops and restaurants. Staff was easy to contact and quick to respond

Reviewed on Nov 28, 2025

Don't see what you're looking for?

See all available trips from Columbus to Great Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect family-friendly vacation in Great Island with Expedia

####  What are some benefits of booking a family-friendly vacation? 

Whether it's luxurious or cheap, family vacations in Great Island are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. 
  
####  How can I find the best family-friendly vacations? 

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Great Island. 

####  Are there cheap family vacations to Great Island? 

Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. 

####  When should I book family-friendly vacation packages? 

The right time to book family-friendly vacation packages in Great Island depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. 

####  Can I book an all-inclusive family vacation in Great Island? 

Yes, you'll find plenty of all-inclusive family vacation packages for Great Island. To see what's available, just select the all-inclusive filter on your search.

####  How can I book the best family activity vacation? 

If you're looking to make the most out of the available activities in Great Island, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Great Island or something a bit more relaxed.

####  Can I find luxury family vacations in Great Island? 

If you're looking for a luxury family vacation to Great Island, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. 

####  How can I search for family vacation deals? 

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Great Island. 

####  Can I book a family vacation package that is fully refundable? 

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Great Island are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

####  Why should I book my family trip with Expedia? 

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.

## More vacations you might like

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All Inclusive Vacations

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Family Vacations

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Golf Vacations

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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)

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## More Vacations Ideas

[Flights to Great Island

](https://expedia.ca/Cheap-Flights-To-Great-Island.d553248635976193455.Travel-Guide-Flights)[

Great Island Hotels

](https://expedia.ca/Great-Island-Hotels.d553248635976193455.Travel-Guide-Hotels)[

Great Island Vacation Rentals

](https://expedia.ca/Great-Island-Vacation-Rentals.d553248635976193455.Travel-Guide-VacationRentals)[

Great Island Car Rentals

](https://expedia.ca/Car-Rentals-In-Great-Island.d553248635976193455.Car-Rental-Guide)[

Great Island Vacations

](https://expedia.ca/Great-Island.d553248635976193455.Destination-Travel-Guides)

\* 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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