Title: Kid friendly Vacations in Eastern Massachusetts 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6228823/aff3ef32-252a-4bea-af5d-32b409f84451.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Eastern Massachusetts Kid friendly Vacations ## 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 ## Flight and Kid friendly hotel deals in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Boston Park Plaza Bay Village CA $603 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 8.4/10 Very Good! (3,135 reviews) The hotel was empty and they still put me in an adjoining room. The door to the next room was so thin I heard every movement, including a very sick toddler’s night. Reviewed on Dec 18, 2025 ![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 $653 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (1,925 reviews) Great location and very attentive and helpful staff Reviewed on Dec 18, 2025 ![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 $745 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (3,231 reviews) Friendly and helpful staff, small but charming and clean room, good bed, and great location. Reviewed on Dec 18, 2025 ![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 $664 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (1,676 reviews) Staff is very nice ☺️ Reviewed on Dec 17, 2025 ![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 $759 per person Jan 21 - Jan 24 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (3,817 reviews) Very clean rooms, had a harbor view corner room which was excellent with the exception of not having a king bed. Reviewed on Dec 17, 2025 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/2026-01-19/2026-01-26/?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. ![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 $653 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (1,925 reviews) Great location and very attentive and helpful staff Reviewed on Dec 18, 2025 ![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 $745 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (3,231 reviews) Friendly and helpful staff, small but charming and clean room, good bed, and great location. Reviewed on Dec 18, 2025 ![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 $664 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (1,676 reviews) Staff is very nice ☺️ Reviewed on Dec 17, 2025 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/2026-01-19/2026-01-26/?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. ![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 $995 per person Jan 28 - Feb 1 found 12 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (3,817 reviews) Very clean rooms, had a harbor view corner room which was excellent with the exception of not having a king bed. Reviewed on Dec 17, 2025 ![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 $1,047 per person Mar 11 - Mar 15 found 10 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Boston (BOS) 9/10 Wonderful! (3,231 reviews) Friendly and helpful staff, small but charming and clean room, good bed, and great location. Reviewed on Dec 18, 2025 ![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 $1,101 per person Mar 11 - Mar 15 found 10 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Boston (BOS) 9/10 Wonderful! (1,925 reviews) Great location and very attentive and helpful staff Reviewed on Dec 18, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in 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! (2,681 reviews) Good service Reviewed on Dec 15, 2025 [](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! (1,525 reviews) yes Reviewed on Dec 15, 2025 [](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! (2,589 reviews) Very nice modern hotel with good parking. Very clean and good breakfast Reviewed on Dec 13, 2025 [](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonBraintree.h5096314.Hotel-Information) [See all 15,648 properties in Eastern Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=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. ## More vacations you might like ![](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) ### Top Kid friendly Vacation Destinations > - [Family vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/190/United-Kingdom) > - [Family vacations in Bali ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/602651/Bali) > - [Family vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/2680/Ontario) > - [Family vacations in France ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/59/France) > - [Family vacations in Spain ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/166/Spain) > - [Family vacations in Paris ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/179898/Paris) > - [Family vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/174/Switzerland) > - [Family vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/86/Italy) > - [Family vacations in South Africa ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/165/South-Africa) > - [Family vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/1418/Victoria) > - [Family vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/11219/Scotland) > - [Family vacations in Alaska ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/203/Alaska) > - [Family vacations in Bournemouth ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/654/Bournemouth) > - [Family vacations in Philippines ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/145/Philippines) > - [Family vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/6047194/Tenerife) > - [Family vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/10/Australia) > - [Family vacations in Egypt ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/52/Egypt) > - [Family vacations in Tuscany ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/601686/Tuscany) > - [Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app 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