Hotels in Winthrop

your current months are January, 2025 and February, 2025.
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Where to stay in Winthrop?

Top landmarks in Winthrop

Boston Common which includes flowers, a garden and landscape views

Boston Common

No trip to Boston would be complete without an afternoon at Boston Common, a popular park in Beacon Hill. Our travelers also like the museums and monuments in the area. Want to stretch your legs some more? Head to Boston Public Garden and Charles River Esplanade, both a short walk away.

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Boston Common

Learn more about Winthrop

Notable for its seaside, Winthrop features attractions such as Boston Harbor Islands State Park and Donovan Beach. This beachside city has something for everyone including restaurants as well as sights like Winthrop Beach and Winthrop Shore Reservation. All are within a scenic setting.

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Frequently asked questions

Where can I find free parking with my stay in Winthrop?
These hotels offer the perk of free parking: Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant.
Can I book a refundable hotel in Winthrop?
If you’re looking for the flexibility to change your plans to Winthrop, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Winthrop if I want a vacation rental instead of a traditional hotel?
You’ll find 5 vacation homes on our site. In addition, you can choose from 6 apartments.
Where can I stay if I'm traveling to Winthrop with my children?
Parents traveling with children may want to consider Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant.
Where should I stay in Winthrop for a vacation with my partner?
The Winthrop Arms Hotel And Restaurant is a great option for a romantic getaway.
What will the weather in Winthrop be like during my visit?
The warmest months in Winthrop are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are October and December.
Why should I book my Winthrop hotel through Hotels.com?
There are plenty of reasons to book your Winthrop travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.