Title: Kid friendly Vacations in Eastern Massachusetts 2026 | Expedia.ca

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# Eastern Massachusetts Kid friendly Vacations

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## Flight and Kid friendly hotel deals in Eastern Massachusetts

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

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Parker House 

Downtown Boston

CA $618

per person

Mar 9 - Mar 12

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9/10 Wonderful! (3,169 reviews)

Beautify, historic hotel in the middle of town. Easy to get everywhere and close to Boston Commons and the T. Room was clean and comfortable, albeit a bit cramped. Bathroom was tiny, view was into an adjacent office building, and bar drinks were mediocre but overall a nice stay and decent price for location.

Reviewed on Feb 4, 2026

![Revere Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/16700/16680/68b2e5b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Revere Hotel Boston Common

Bay Village

CA $990

per person

Apr 9 - Apr 12

found 4 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Boston (BOS)

9/10 Wonderful! (1,891 reviews)

The people there were absolutely wonderful. We’ll stay there again next time in Boston! Great location near the theater District. Easy parking attached to the hotel.

Reviewed on Feb 1, 2026

![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Boston/Cambridge

MIT

CA $944

per person

Apr 9 - Apr 12

found 4 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Boston (BOS)

9/10 Wonderful! (2,215 reviews)

Amazing place, great amenities, they help us so much during a terrible storm, we could not have chosen a better place to stay

Reviewed on Feb 5, 2026

![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Boston

Downtown Boston

CA $650

per person

Mar 9 - Mar 12

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9/10 Wonderful! (1,676 reviews)

It's my second time staying here & I still love it.

Reviewed on Feb 4, 2026

![Boston Marriott Newton](https://images.trvl-media.com/lodging/1000000/20000/18900/18817/0feffbc2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Marriott Newton

Auburndale

CA $806

per person

Mar 13 - Mar 15

found 4 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

8.2/10 Very Good! (1,001 reviews)

Clean room and comfortable bed.

Reviewed on Feb 2, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Kid friendly holidays in Eastern Massachusetts

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

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Parker House 

Downtown Boston

CA $618

per person

Mar 9 - Mar 12

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9/10 Wonderful! (3,169 reviews)

Beautify, historic hotel in the middle of town. Easy to get everywhere and close to Boston Commons and the T. Room was clean and comfortable, albeit a bit cramped. Bathroom was tiny, view was into an adjacent office building, and bar drinks were mediocre but overall a nice stay and decent price for location.

Reviewed on Feb 4, 2026

![Revere Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/16700/16680/68b2e5b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Revere Hotel Boston Common

Bay Village

CA $990

per person

Apr 9 - Apr 12

found 4 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Boston (BOS)

9/10 Wonderful! (1,891 reviews)

The people there were absolutely wonderful. We’ll stay there again next time in Boston! Great location near the theater District. Easy parking attached to the hotel.

Reviewed on Feb 1, 2026

![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Boston/Cambridge

MIT

CA $944

per person

Apr 9 - Apr 12

found 4 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Boston (BOS)

9/10 Wonderful! (2,215 reviews)

Amazing place, great amenities, they help us so much during a terrible storm, we could not have chosen a better place to stay

Reviewed on Feb 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Kid friendly holidays in Eastern Massachusetts

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

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Parker House 

Downtown Boston

CA $1,248

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Boston (BOS)

9/10 Wonderful! (3,169 reviews)

Beautify, historic hotel in the middle of town. Easy to get everywhere and close to Boston Commons and the T. Room was clean and comfortable, albeit a bit cramped. Bathroom was tiny, view was into an adjacent office building, and bar drinks were mediocre but overall a nice stay and decent price for location.

Reviewed on Feb 4, 2026

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seaport Hotel Boston

Seaport District

CA $1,801

per person

Apr 16 - Apr 20

found 18 hours ago

Roundtrip flight included

Detroit (DTT) to Boston (BOS)

9.6/10 Exceptional! (3,661 reviews)

Beautiful hotel, excellent staff and really nice location.

Reviewed on Feb 4, 2026

![Revere Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/16700/16680/68b2e5b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Revere Hotel Boston Common

Bay Village

CA $1,328

per person

Mar 12 - Mar 16

found 3 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9/10 Wonderful! (1,891 reviews)

The people there were absolutely wonderful. We’ll stay there again next time in Boston! Great location near the theater District. Easy parking attached to the hotel.

Reviewed on Feb 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect family-friendly vacation in Eastern Massachusetts with Expedia

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

Whether it's luxurious or cheap, family vacations in Eastern Massachusetts 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 Eastern Massachusetts. 

####  Are there cheap family vacations to Eastern Massachusetts? 

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 Eastern Massachusetts 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 Eastern Massachusetts? 

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

####  Can I find luxury family vacations in Eastern Massachusetts? 

If you're looking for a luxury family vacation to Eastern Massachusetts, 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 Eastern Massachusetts. 

####  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 Eastern Massachusetts 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.

## Kid friendly Hotels in Eastern Massachusetts

![Embassy Suites by Hilton Boston Waltham](https://images.trvl-media.com/lodging/1000000/20000/14900/14808/fd912bfb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Embassy Suites by Hilton Boston Waltham

550 Winter Street Waltham MA

- 8 min drive from Fenway Park

Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...

7.8/10 Good! (2,745 reviews)

Room was very clean and spacious. All the necessary ammenties were available.

Reviewed on Feb 3, 2026

[](https://expedia.ca/Boston-Hotels-Embassy-Suites-Boston-Waltham.h14808.Hotel-Information)

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

- 2 hours drive from Fenway Park

Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...

8.6/10 Excellent! (1,546 reviews)

Room was clean, front desk was helpful. Only complaint was that checkout was 11 AM and the cleaning staff knocked on the door 4 times between 0900-1030 with the Do Not Disturb on the door. Check out wasn’t until 1100.

Reviewed on Feb 2, 2026

[](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information)

![Hyatt Place Boston/Braintree](https://images.trvl-media.com/lodging/6000000/5100000/5096400/5096314/c289ebf6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Place Boston/Braintree

50 Forbes Road Braintree MA

- 21 min drive from Fenway Park

Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9/10 Wonderful! (2,668 reviews)

The room was spotless. Check in was seamless and friendly. Breakfast was plentiful and tasty. I would have liked a microwave in the room.

Reviewed on Jan 31, 2026

[](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonBraintree.h5096314.Hotel-Information)

[See all 15,969 properties in Eastern Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6234158)

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.

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## More Vacations Ideas

[Flights to Eastern Massachusetts

](https://expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[

Eastern Massachusetts Hotels

](https://expedia.ca/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[

Eastern Massachusetts Vacation Rentals

](https://expedia.ca/Eastern-Massachusetts-Vacation-Rentals.d6234158.Travel-Guide-VacationRentals)[

Eastern Massachusetts Car Rentals

](https://expedia.ca/Car-Rentals-In-Eastern-Massachusetts.d6234158.Car-Rental-Guide)[

Eastern Massachusetts Vacations

](https://expedia.ca/Eastern-Massachusetts.d6234158.Destination-Travel-Guides)[

Things to do in Eastern Massachusetts

](https://expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.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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