Find Family Hotels in Winthrop, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winthrop Family Hotels

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Winthrop Family Hotels

The Winthrop Arms Hotel And Restaurant
Property entrance

The Winthrop Arms Hotel And Restaurant

3.0 star property
8.6 out of 10, Excellent, (645)
"The room was very clean and large. The Hotel is beautiful with all old wood. The staff has excellent customer service and makes you feel like
family
. The restaurant on the main floor is a definite bonus. Their food is phenomenol!! I stayed here before and after my cruise. This will definitely be a go to hotel any time I come to the Boston area! I cannot say enough good about it!"
Christina
The price is SAR 891
SAR 995 total
includes taxes & fees
21 Jul - 22 Jul
The Winthrop Arms Hotel And Restaurant
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed | Free WiFi, bed sheets

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (204)
"
Family friendly
, great location, safe neighborhood, easy access. We will stay again next years. "
Anna
The price is SAR 709
SAR 792 total
includes taxes & fees
21 Jul - 22 Jul
Château sur Mer Bed & Breakfast
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.

Frequently asked questions

What's Winthrop like for family-friendly vacations?
The welcoming destination of Winthrop is a great choice if you've been considering a vacation with the kids. The beaches and cafes are just a few things that make this an attractive spot for a family vacation. Fly into Logan International Airport (BOS), which is the closest airport, or Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 2.7 mi (4.3 km) from the city center.
When's the best time to book a family-friendly vacation in Winthrop?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches.
What's there to see and do with your family in Winthrop?
While you are visiting Winthrop, you and the family might want to check out some interesting spots such as Winthrop Shore Reservation, TD Garden, and Fenway Park. Make sure you have plenty of time to take in activities in the area like Boston Harbor, New England Aquarium, and Faneuil Hall Marketplace.