Book Kid-Friendly Hotels in Winthrop from $245

Name: The Winthrop Arms Hotel And Restaurant
Price range: $286 total
Rating: 8.4

Find & compare hotels, resorts and vacation rentals for the whole family

Top Winthrop Kid Friendly Hotels

Château sur Mer Bed & Breakfast

100 Sargent Street Winthrop MA

$219 nightly

$245 total

Jun 14 - Jun 15

Total with taxes and fees

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.

8.8/10 Excellent! (212 reviews)

"Joan is very friendly and helpful. She seeks to accommodate guests in whatever way she can. My room was quiet and had a private bathroom and shower. I was able to arrive quite late my first night, around 2am, and was left clear instructions on how to get in. Everything was clean and charming. Thanks ..."

Reviewed on Apr 20, 2026

The Winthrop Arms Hotel And Restaurant

130 Grovers Ave. Winthrop MA

$256 nightly

$286 total

Jun 14 - Jun 15

Total with taxes and fees

This hotel features a restaurant and 2 bars/lounges. Guests will appreciate free perks like valet parking and WiFi in public areas. Take advantage of the area ...

8.4/10 Very Good! (713 reviews)

"Great place to stay. Nice restaurant and bar on the first floor. Rooms and the whole hotel was very clean. All of the staff was very helpful and so nice. It's very close to the airport, downtown Boston and not far for a drive up to Salem. I would definitely stay there again."

Reviewed on May 21, 2026

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.

Hotels With Pools in Winthrop

Château sur Mer Bed & Breakfast

100 Sargent Street Winthrop MA

$219 nightly

$245 total

Jun 14 - Jun 15

Total with taxes and fees

8.8/10 Excellent! (212 reviews)

Winthrop Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Winthrop.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Winthrop may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Winthrop that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!

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Recent Winthrop Hotel Reviews By Fellow Wanderers

The Dagny Boston

4 out of 5

Posted 1 hour ago

Travelocity Verified Review

"Room i booked wasn’t available so the manager upgraded our room. Hotel is located close to the harbor, Quincey market, Boston commons & the Freedom Trail."

A verified traveler stayed at The Dagny Boston

Harborside Inn Of Boston

4 out of 5

Posted 9 hours ago

Travelocity Verified Review

"The hotel is paces away from Fanieul Hall and the wharf. So plenty of options on foot. It is also right by a blue line station, so easy to get to any other neighborhood. The room was clean and the bedding really comfortable. The lobby is a bit strange, long and narrow, with the other half dedicated to a pretty good restaurant. Just a bit awkward. So all in all, it is an OK place to stay, but not one to impress a wife or date."

A verified traveler stayed at Harborside Inn Of Boston

Hilton Boston Back Bay

3 out of 5

Posted 11 hours ago

Travelocity Verified Review

"Myself and my husband felt uncomfortable by few of the staff. We were asked to verify ourselves and the validity of our stay. No idea the reason behind as I chose not to push the matter and Im not the to assume but the behavior was definitely off putting. Hotel itself was lovely. Nothing extraordinary."

A verified traveler stayed at Hilton Boston Back Bay

The Westin Boston Seaport District

1 out of 5

Posted 12 hours ago

Travelocity Verified Review

"Beware! This hotel charges your credit card for phony ‘destination charge’ of a sizable amount (which I’m not allowed to specify) despite the fact you book and prepay, with all taxes and fees included, on an online booking site. This is theft. They swipe your card when you check in for a ‘security deposit,’ then charge your card for these extra amounts. Fraud!"

A verified traveler stayed at The Westin Boston Seaport District

Seaport Hotel Boston

5 out of 5

Posted 12 hours ago

Travelocity Verified Review

"Outstanding Boston hotel, and I have stayed in a lot of them. Remarkable staff that is friendly, welcoming, and goes the extra mile. From the front desk to the waiters and the valet team, this is a top notch crew. Modern property well kept. Wonderful pool and gym. The breakfast is not cheap but is first rate. The buffet on the weekends is the best I've seen. The room was well laid out and modern. Plenty of good charging ports and plugs. Great shower. Oh, and they have a "pillow library" where you can get different types of pillows, brought to your room. I got a memory foam/ gel pillow that was great. The Seaport area has really come along, and this place is in the heart of it. The World Trade Silver Line is right next door. Highly recommended."

A verified traveler stayed at Seaport Hotel Boston