Title: Kid friendly Vacations in Eastern Massachusetts 2025/2026 | 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 Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## 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 ### 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. ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Boston North Shore CA $529 per person Dec 25 - Dec 28 found 21 hours ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 8/10 Very Good! (2,073 reviews) The first thing we noticed was the elevator signs above the elevator door on the first floor. The header trim almost completely obscures the visibility unless you are standing against the wall on the opposite side of the hallway. The wall sconce lighting along the 4th floor hallway is pretty beat up. They are unfortunately at shoulder height, so they are easily damaged. Signage at the road could be improved. Where the illuminated DoubleTree sign is at the bottom of the hill on the main road, there could be an arrow indicating to continue straight up the hill, or turn left and proceed to the 55 sign for the office park. A DoubleTree sign should be there indicating to turn right and proceed up the hill. Right now there isn't any signage that indicates to turn there for the hotel. There was a lot of noise coming into the dining area from the adjacent great room. There was a large gathering in the room and loud talking made it difficult to talk in the dining room without yelling occasionally.. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-28/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15355&paandie=true&HotelClass=40&dealMarker=7SLzi7GkKQlEnhUWtSYKoFE7mQvckCrmvzYcZD2QSio5aYb4FZhhh4l-6j9Xy-XV) ![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 $784 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (1,884 reviews) Staff was very accommodating Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16680&paandie=true&HotelClass=40&dealMarker=5PZQQ75SIuhugOMzDujBRiw39LQJmxChKtjpsyNdD5MkeVmVO3vc9ocj_89cPflM) ![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 $930 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (2,996 reviews) Lovely staff all around. Location is perfect. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23415&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5LxGC6PCQQLky5LtYsm_Bz4NEm330-JO02hRNercR0Cv) ![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 $835 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9/10 Wonderful! (1,608 reviews) The hotel is very well located in an area full of tourist. Many sites and restaurants are all within walking distance making it easy to explore the city. It felt very safe to walk around even at night. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17845&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5LxGC6PCQQLky5LtYsm_Bz4Y-x7RxvLdK09WRL_WUkPi) ![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 $896 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (3,432 reviews) Good value. Had room slippers which is rare at price range. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=79888&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5LxGC6PCQQLky5LtYsm_Bz7h98JefRM0Vu5n8cdhcpbX) 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/2025-11-15/2025-11-22/?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 $784 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (1,884 reviews) Staff was very accommodating Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16680&paandie=true&HotelClass=40&dealMarker=5PZQQ75SIuhugOMzDujBRiw39LQJmxChKtjpsyNdD5MkeVmVO3vc9ocj_89cPflM) ![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 $930 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (2,996 reviews) Lovely staff all around. Location is perfect. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23415&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5LxGC6PCQQLky5LtYsm_Bz4NEm330-JO02hRNercR0Cv) ![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 $835 per person Dec 15 - Dec 18 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9/10 Wonderful! (1,608 reviews) The hotel is very well located in an area full of tourist. Many sites and restaurants are all within walking distance making it easy to explore the city. It felt very safe to walk around even at night. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17845&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5LxGC6PCQQLky5LtYsm_Bz4Y-x7RxvLdK09WRL_WUkPi) 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/2025-11-15/2025-11-22/?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. ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Boston North Shore CA $569 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 8/10 Very Good! (2,073 reviews) The first thing we noticed was the elevator signs above the elevator door on the first floor. The header trim almost completely obscures the visibility unless you are standing against the wall on the opposite side of the hallway. The wall sconce lighting along the 4th floor hallway is pretty beat up. They are unfortunately at shoulder height, so they are easily damaged. Signage at the road could be improved. Where the illuminated DoubleTree sign is at the bottom of the hill on the main road, there could be an arrow indicating to continue straight up the hill, or turn left and proceed to the 55 sign for the office park. A DoubleTree sign should be there indicating to turn right and proceed up the hill. Right now there isn't any signage that indicates to turn there for the hotel. There was a lot of noise coming into the dining area from the adjacent great room. There was a large gathering in the room and loud talking made it difficult to talk in the dining room without yelling occasionally.. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15355&paandie=true&dealMarker=_F3XtwqJjczNu1YTkSq1xggJpWKYf3TxWEaUPONkt96d_jO-t1m7_fKw6s-XC9Ug) ![Hyatt Place Boston/Medford](https://images.trvl-media.com/lodging/1000000/130000/126800/126766/d3be416a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Boston/Medford CA $675 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 8.4/10 Very Good! (1,449 reviews) For 270.00 a night the bed could have been better but the breakfast was great. The traffic noise was horrible and we were on the 7th floor! Getting to and from was also a nightmare with all the road work. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=126766&paandie=true&dealMarker=_F3XtwqJjczNu1YTkSq1xl5LD3hGHFtWBJfTX0ZqzyJorBOE4IlhRn99cbjcUlNW) ![Hyatt Place Boston/Braintree](https://images.trvl-media.com/lodging/6000000/5100000/5096400/5096314/c289ebf6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Boston/Braintree CA $611 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9/10 Wonderful! (2,505 reviews) Great location next to excellent restaurants and the South Shore Shopping Mall. The hotel was clean, offered a good breakfast, and had courteous staff. It was a bit pricey though — I paid $300 for one night. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5096314&paandie=true&dealMarker=_F3XtwqJjczNu1YTkSq1xjyeovDbcHS_nDbrOAgNv7gtBnns59Vncw_-6A59FPG3) 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/2025-11-15/2025-11-22/?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! (2,525 reviews) "The staff at the front desk was great. The room was great. The pool was great." Reviewed on Oct 10, 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 Stay at this 3-star 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! (1,511 reviews) "Amazing all around" Reviewed on Oct 12, 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 Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 9/10 Wonderful! (2,541 reviews) "Nice stay" Reviewed on Oct 14, 2025 [](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonBraintree.h5096314.Hotel-Information) [See all 15,178 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 > - 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[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. 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