Title: Kid friendly Vacations in Assateague Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6075482/7d1ea7a6-6bc6-47fa-8f5e-17c305b5908a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Assateague Island Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Nancy Stauffer - ## 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 Assateague Island Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Ocean City Oceanfront Midtown Ocean City CA $962 per person Apr 10 - Apr 14 found 15 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 9/10 Wonderful! (1,002 reviews) The room was good but I wish we had a corner room bcs mine was facing the pool and noise all night until it closes. One of the bed sheets had spots of sticky stuff. The towels were not spottless as well. The front desk were very friendly . Overall, my stay was nice. Reviewed on Feb 9, 2026 ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Chesapeake Bay CA $1,259 per person Apr 10 - Apr 14 found 1 day ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 8.8/10 Excellent! (1,000 reviews) Just as one would expect with Hyatt hotel Great food, pool was really nice Reviewed on Feb 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Assateague Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-17/2026-03-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Assateague Island Price found within the past 48 hours. Click for updated prices. ![Castle in the Sand](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/4af5fdf3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castle in the Sand Midtown Ocean City CA $858 per person Apr 10 - Apr 14 found 15 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 8.8/10 Excellent! (1,002 reviews) Great place and location Reviewed on Jan 4, 2026 ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Kent Narrows & Marina CA $1,168 per person Apr 10 - Apr 14 found 15 hours ago Roundtrip flight included Buffalo (BUF) to Salisbury (SBY) 9.4/10 Exceptional! (655 reviews) What a great place to stay. Staff is friendly. Property is clean. Rooms are spacious. Will definitely be back! Reviewed on Feb 15, 2026 ![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Kent Narrows Inn CA $948 per person Apr 10 - Apr 14 found 15 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 8/10 Very Good! (1,002 reviews) This place was awesome. Very clean. In a beautiful spot to see the sun rise . The breakfast was cool and the staff was awesome. Reviewed on Jan 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Assateague Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-17/2026-03-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Assateague Island with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Assateague 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 Assateague Island. #### Are there cheap family vacations to Assateague 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 Assateague 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 Assateague Island? Yes, you'll find plenty of all-inclusive family vacation packages for Assateague 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 Assateague 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 Assateague Island or something a bit more relaxed. #### Can I find luxury family vacations in Assateague Island? If you're looking for a luxury family vacation to Assateague 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 Assateague 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 Assateague 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. ## 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 Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## More Vacations Ideas [Flights to Assateague Island ](https://expedia.ca/Cheap-Flights-To-Assateague-Island.d553248635976198150.Travel-Guide-Flights)[ Assateague Island Hotels ](https://expedia.ca/Assateague-Island-Hotels.d553248635976198150.Travel-Guide-Hotels)[ Assateague Island Vacation Rentals ](https://expedia.ca/Assateague-Island-Vacation-Rentals.d553248635976198150.Travel-Guide-VacationRentals)[ Assateague Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Assateague-Island.d553248635976198150.Car-Rental-Guide)[ Assateague Island Vacations ](https://expedia.ca/Assateague-Island.d553248635976198150.Destination-Travel-Guides)[ Things to do in Assateague Island ](https://expedia.ca/Things-To-Do-In-Assateague-Island.d553248635976198150.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