What US city do you have in mind when you think of traveling with your whole family? If it’s not Boston then you need to re-arrange your plans. The largest city in Massachusetts, which is also its capital city, is loaded with a ton of family-friendly attractions. Visit New England Aquarium for a close encounter with sea turtles, sea dragons, lionfish, and other exotic water animals. Then, take your kids to Boston Common, the oldest public park in the country. Here, you and your loved ones can have fun and relax under the trees, admire the statues, and see Frog Pond, which transforms into a spray pond during summer and a skating rink in the winter. Moving on from attractions, you also need to think about accommodation. Keep reading to learn more about the best family resorts near Boston, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to family-friendly amenities and activities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 03, 2025.
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1. Southcape Resort and Club
No on-site dining options, but fully equipped kitchens in the condos and proximity to various dining choices
Reasonable pricing for spacious condos with 2-3 bedrooms
Convenient location near shops, restaurants, and supermarkets, with easy access to attractions and activities
Abundance of facilities for kids and families, including indoor and outdoor pools, tennis and basketball courts, and park
Featuring an indoor pool and a seasonal outdoor pool, Southcape Resort and Club is another family resort that you have to try while you’re in Massachusetts. Situated in Cape Cod, this accommodation also comes with a children’s playground so that your little ones can have fun with other kids their age, and you can indulge in a relaxing time at the sauna.
Southcape Resort Mashpee a Ramada by Wyndham
2.44 km (1.6 mi) from Mashpee National Wildlife Refuge
2. The Mansion at Ocean Edge Resort & Golf Club (from USD 269)
Situated in Brewster, The Mansion at Ocean Edge Resort & Golf Club offers access to a private beach where the whole family can relax and unwind. If the private beach is not enough for you, why not enjoy a dip in the outdoor or indoor pool? A variety of recreational activities can be enjoyed, including a tour of the area where you can learn about local culture, cycling, or playing tennis with your kids. Babysitting services, a kids’ club, and family rooms are also available.
The Mansion at Ocean Edge Resort & Golf Club
42.5 km (26.5 mi) from Mashpee National Wildlife Refuge
3. The Masthead Resort (from USD 199)
Set on Provincetown Harbor, The Masthead Resort has its own private beach area to guarantee a quiet and relaxing vacation with your family. You can enjoy the beach facilities offered by this accommodation, such as beach towels, beach chairs, and beach umbrellas. There is even a spacious lawn that will serve as a superb spot for you to enjoy a family picnic. Feel free to use the cast-iron barbecue facilities provided by the property. With regards to your room, you can choose whether to book a cottage or a suite. But for the best experience, book a unit that offers a view of the sea.
The Masthead Resort
57.15 km (35.6 mi) from Mashpee National Wildlife Refuge
4. Winnetu Oceanside Resort at South Beach (from USD 938)
Welcome to Winnetu Oceanside Resort at South Beach, an accommodation where you and your family can have all the fun you need. You do not even need to leave the resort because there will always be something to keep you happy and entertained inside. Two heated swimming pools are excellent if you want to relax with the little ones. Children will have access to a complimentary children’s program throughout your stay. This property also features a tennis club and an on-site restaurant. Finally, every room is decorated with bright colors, something your whole family will surely love.
Winnetu Oceanside Resort at South Beach
Address: 31 Dunes Road
25.08 km (15.6 mi) from Mashpee National Wildlife Refuge
Boston Tour Guide
Naim Benmayor
As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.By exploring the globe, I was exposed to various cultures, and this uniq... Read more
5. Red Jacket Beach Resort (from USD 201)
Nestled in South Yarmouth, Red Jacket Beach Resort offers a private beach where you can indulge in numerous activities such as fishing and swimming. You are also welcome to enjoy kayaking at an additional charge. When you and your family want to relax, you are free to soak in the outdoor swimming pool, which boasts stunning ocean views. You can also enjoy a game of tennis or shuffleboard at this property. Furthermore, this accommodation is equipped with an outdoor terrace that provides a nice place for you to have a barbecue in the evening.
Red Jacket Beach Resort
23.69 km (14.8 mi) from Mashpee National Wildlife Refuge
6. Jiminy Peak Mountain Resort (from USD 207)
On-site restaurant, country store with breakfast options, but limited dining availability
Reasonable off-peak value, but higher than nearby options
Beautiful Berkshires setting, walkable to attractions, but some rooms have accessibility issues
Mountain adventure park, heated pool, spacious suites with kitchenettes
Nestled right on the ski slopes of Hancock is one of the most famous accommodations in Massachusetts - Jiminy Peak Mountain Resort. This property offers adventure parks for the whole family to have fun together. You are welcome to take a relaxing dip in the outdoor pool. If you prefer a hot tub, there is one available indoors. There are also tennis courts that await the presence of you and your loved ones. There are three types of rooms available: the king suite is perfect for five people, the two-bedroom apartment can accommodate six people, and the three-bedroom apartment is suitable for up to eight people.
Jiminy Peak Mountain Resort
255.64 km (158.9 mi) from Mashpee National Wildlife Refuge
7. Chatham Bars Inn (from USD 531)
Boasting spectacular views of the Atlantic Ocean, Chatham Bars Inn features a private beach area where you and your family can get a tan or have a picnic on the sand. For a memorable evening, you can plunge into the swimming pool for a swim or marvel at the extraordinary ocean view. You can also take your kids to play tennis or croquet on the available courts.
Chatham Bars Inn
46.49 km (28.9 mi) from Mashpee National Wildlife Refuge
8. Cape Codder Resort & Spa (from USD 193)
Mixed reviews on on-site dining, convenient but pricey, some issues with service
Varied pricing, potentially high for room condition, additional fees not always disclosed
Convenient location near Main Street and beach, easy access to stores and restaurants
Indoor water park, outdoor pool, arcade, on-site restaurant, spacious rooms
Situated not far away from Kalmus Beach, Cape Codder Resort & Spa promises a delightful experience with your loved ones. Featuring an indoor water park, this resort lets you have fun all day long without having to go outside for an adventure. Your kids can enjoy the kiddie pool while you try out the water slides, the lazy pool, and the wave pool. In addition to the water park, you can also bring your family to the games room for some indoor entertainment. There is an outdoor fireplace area where you can gather your loved ones. The best room to book at this property is the family loft suite, which can accommodate six people in total.
Margaritaville Resort Cape Cod
18.58 km (11.6 mi) from Mashpee National Wildlife Refuge
9. Town N Country Family Resort (from USD 67)
Situated within walking distance from Cape Cod Inflatable Park, this resort features an indoor heated pool that cordially welcomes you and your gang. Once you feel like you have had enough of these blue waters, you can move on to an adjacent room that features an outdoor swimming pool, and you will find yourself eager to jump in again. To make your evenings memorable, you and your family are welcome to enjoy a barbecue fiesta by making use of the barbecue facilities available. The games room will provide entertainment for your little ones at any time of the day. This property also has its own children’s playground area.
Town N Country Family Resort
Address: 452 Route 28
22.47 km (14.0 mi) from Mashpee National Wildlife Refuge
The best way to enjoy Massachusetts is with your family
Boston will always have something entertaining for everyone to enjoy, regardless of age. Although you can always enjoy a vacation by yourself, nothing beats the fun of experiencing this city with the people you love. So wait no more and start planning an itinerary right now. Be sure to book your favorite family-friendly resort, or try them all, and you will surely have a vacation you will never forget.
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