Massachusetts Kid friendly Vacations

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Flight and Kid friendly hotel deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston/Cambridge
Revere Hotel Boston Common
DoubleTree by Hilton Boston North Shore
Omni Parker House
Hyatt Regency Boston
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See all available trips from Columbus to Massachusetts
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3 Night Kid friendly holidays in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Omni Parker House
Hyatt Regency Boston/Cambridge
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

4 Night Kid friendly holidays in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Hyatt Regency Boston/Cambridge
Omni Parker House
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

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Plan the perfect family-friendly vacation in Massachusetts with Expedia

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

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

Are there cheap family vacations to 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 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 Massachusetts?

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

Can I find luxury family vacations in Massachusetts?

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

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
  • 8 min drive from Fenway Park
The price is CA $137 per night from Feb 20 to Feb 21
CA $137
CA $153 total
Feb 20 - Feb 21
includes taxes & fees
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! (2,755 reviews)
Spacious, comfortable, affordable

Reviewed on Feb 9, 2026

Embassy Suites by Hilton Boston Waltham
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
  • 2 hours drive from Fenway Park
The price is CA $127 per night from Mar 1 to Mar 2
CA $127
CA $161 total
Mar 1 - Mar 2
includes taxes & fees
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! (1,547 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

Bayside Resort Hotel
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
  • 21 min drive from Fenway Park
The price is CA $142 per night from Mar 1 to Mar 2
CA $142
CA $158 total
Mar 1 - Mar 2
includes taxes & fees
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! (2,690 reviews)
From the moment we entered, front desk welcomed us with a smile, friendly, cleaned, When we got to our room was even better, room was clean, everything was available for our needs, renovated room. Breakfast was very good, a lot of options, will definitely booked again and recommend.

Reviewed on Feb 6, 2026

Hyatt Place Boston/Braintree
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.