Title: Kid friendly Vacations in Plum Island 2025/2026 | Expedia.ca

  

![](https://images.trvl-media.com/place/6025601/110f0dc8-aec1-4199-8d1d-5eaac8e8d4c9.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Plum Island Kid friendly Vacations

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

Photo by Heather Beaudry

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Leaving from

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## Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

I only need accommodation for part of my trip

-   ## 
    
    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

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Rest easy

Plan, book, and manage your trip all in one place

## Flight and Kid friendly hotel deals in Plum Island

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

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $961

per person

Nov 23 - Nov 27

just found

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (1,021 reviews)

Clean and stylish room

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-27/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUI-YPuXMFWVDknqbsVy15OFnnh6baspXCAmAf9dj9LLA)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,688

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.6/10 Exceptional! (169 reviews)

I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-15/?FromAirport=YUL&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=40&dealMarker=3ZsC6WKPCFEuVMJtMFOlo6jY5ssyLs8QMgGF_nEwZY6vzm2xwiTj2BKBpYgeEnFX)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $975

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&HotelClass=40&dealMarker=QBwgSzWmoEL8ijHLq3oeTVbgOTurmC_CdSguPttseuHP0SaJlO8ANz73w3lfAoVq)

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $1,850

per person

Dec 29 - Jan 5

found 23 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.6/10 Exceptional! (475 reviews)

Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-05/?FromAirport=YHZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&HotelClass=40&dealMarker=t2H1xnjfGwyl9xqy0qETVPJBMJIJDxfvQByHJh0A2m_947fuaUkswCmwLGNN9zY0)

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $1,958

per person

Dec 29 - Jan 5

found 23 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (522 reviews)

Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on Oct 8, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-05/?FromAirport=YHZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&HotelClass=40&dealMarker=JKUPZKKNmBnMmpOONQivhq2GNarBQWlu_muWrXfRSnszUhLWjr3QIbYxc3NAYL2O)

Don't see what you're looking for?

See all available trips from Columbus to Plum Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Kid friendly holidays in Plum Island

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

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $975

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&HotelClass=50&dealMarker=QBwgSzWmoEL8ijHLq3oeTVbgOTurmC_CdSguPttseuHP0SaJlO8ANz73w3lfAoVq)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,688

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.6/10 Exceptional! (169 reviews)

I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-15/?FromAirport=YUL&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=50&dealMarker=3ZsC6WKPCFEuVMJtMFOlo6jY5ssyLs8QMgGF_nEwZY6vzm2xwiTj2BKBpYgeEnFX)

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $1,958

per person

Dec 29 - Jan 5

found 23 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (522 reviews)

Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on Oct 8, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-05/?FromAirport=YHZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&HotelClass=50&dealMarker=JKUPZKKNmBnMmpOONQivhq2GNarBQWlu_muWrXfRSnszUhLWjr3QIbYxc3NAYL2O)

Don't see what you're looking for?

See all available trips from Columbus to Plum Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Kid friendly holidays in Plum Island

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

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $885

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.6/10 Exceptional! (475 reviews)

Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&HotelClass=40&dealMarker=QBwgSzWmoEL8ijHLq3oeTVbgOTurmC_CdSguPttseuFSXCqqT9IIPmfRl6m4AL5z)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $975

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&HotelClass=40&dealMarker=QBwgSzWmoEL8ijHLq3oeTVbgOTurmC_CdSguPttseuHP0SaJlO8ANz73w3lfAoVq)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,338

per person

Nov 21 - Nov 24

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (169 reviews)

I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=40&dealMarker=ov7sccxaumk5JYIaaZroysMdHUgP9hyrlWB_oNuEJI6UQFkPDXNaw5zKWsI_f6Dl)

Don't see what you're looking for?

See all available trips from Columbus to Plum Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Kid friendly holidays in Plum Island

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

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $1,146

per person

Dec 5 - Dec 9

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (475 reviews)

Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-09/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=nohh71S7F9_C9EA5LUGMIx_WcXEwxDKduC7CTwsiERURA1aXl-Qa-_f6UtFROpbF)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,296

per person

Dec 5 - Dec 9

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-09/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkt8dKlqQf1LsCnogd8s7_4mopN9F5dEP0Dbk5HSnnP4Q)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,295

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (169 reviews)

I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=HZK6aSCQ5pYTsITEgTp9qhA6c5LCvMXa7sOaMwzgwEHfEHYiGKC_UFzt6PcOmPo0)

Don't see what you're looking for?

See all available trips from Columbus to Plum Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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

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

Whether it's luxurious or cheap, family vacations in Plum 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 Plum Island.

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

Yes, you'll find plenty of all-inclusive family vacation packages for Plum 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 Plum 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 Plum Island or something a bit more relaxed.

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

If you're looking for a luxury family vacation to Plum 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 Plum 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 Plum 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.

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## More Vacations Ideas

[Flights to Plum Island](https://expedia.ca/Cheap-Flights-To-Plum-Island.d553248635083907278.Travel-Guide-Flights)[Plum Island Hotels](https://expedia.ca/Plum-Island-Hotels.d553248635083907278.Travel-Guide-Hotels)[Plum Island Vacation Rentals](https://expedia.ca/Plum-Island-Vacation-Rentals.d553248635083907278.Travel-Guide-VacationRentals)[Plum Island Car Rentals](https://expedia.ca/Car-Rentals-In-Plum-Island.d553248635083907278.Car-Rental-Guide)[Plum Island Vacations](https://expedia.ca/Plum-Island.d553248635083907278.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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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)