Insights
Cheapest hotels
Where to stay

Hotels in Winthrop, MA

Search and compare Winthrop, MA hotels from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for hotels in Winthrop

Use our HotelsCombined data-powered tips to help you find your next hotel in Winthrop.

What is the cheapest month to book a hotel in Winthrop?

The cheapest month to book a hotel in Winthrop is February ($86). Conversely, the most expensive month to stay in Winthrop is September ($292).

What is the cheapest day to stay in a hotel in Winthrop?

The cheapest day to stay in Winthrop is Monday ($173). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $306.
Find deals

Cheapest hotels in Winthrop, MA

Discover affordable stays in Winthrop, MA that provide a quality experience without breaking the bank. Hotels in Winthrop, MA can be found for as low as $200 per night. There is currently one property in Winthrop, MA that can be booked for this price. Château sur Mer Bed & Breakfast is one of the hotels that can be booked for the lowest price in Winthrop, MA. Price data was last updated on June 30, 2025
Out of the hotels in Winthrop we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Château sur Mer Bed & Breakfast
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

100 Sargent Street, Winthrop, MA, United States
0.6 mi from city centre
Free Wi-Fi
Air Conditioning
Parking
$200
Avg. per night
View Deal
The Winthrop Arms Hotel
The Winthrop Arms Hotel

The Winthrop Arms Hotel

130 Grovers Avenue, Winthrop, MA, United States
1.0 mi from city centre
Free Wi-Fi
Parking
$285
Avg. per night
View Deal

Other accommodations in Winthrop, MA

Find the perfect hostel, theme hotel, or vacation rental for your stay in Winthrop, MA. There are 18 hotels in Winthrop, MA and price data was last updated on June 30, 2025. The average price for a stay in Winthrop, MA is $186/night.
Château sur Mer Bed & Breakfast
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

100 Sargent Street, Winthrop, MA, United States
0.6 mi from city centre
Free Wi-Fi
Air Conditioning
Parking
$200
Avg. per night
View Deal
The Winthrop Arms Hotel
The Winthrop Arms Hotel

The Winthrop Arms Hotel

130 Grovers Avenue, Winthrop, MA, United States
1.0 mi from city centre
Free Wi-Fi
Parking
$285
Avg. per night
View Deal

Where to stay in Winthrop, MA

Explore different neighborhoods and areas within Winthrop to find the perfect location for your stay. Map data was last updated on June 30, 2025.
Scroll through the map to find hotels close to the Winthrop neighborhood(s) you plan on visiting. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Winthrop, MA

Find useful tips and insights about staying in Winthrop to help you make the most of your experience. FAQs were last updated on June 30, 2025.

  • What are the best hotels in Winthrop?

    One of the most popular hotels in Winthrop is Château sur Mer Bed & Breakfast, which has been reviewed by 370 users and currently has a rating of 8.1/10. Other top-rated locations include The Winthrop Arms Hotel and Waterfront Retreat w/ Deck ~ 7 Mi to Boston!, which have received 8.1/10 and 9.6/10 ratings from our users, respectively.

  • Are there any hotels in Winthrop close to Boston Logan Intl?

    The closest hotel to Boston Logan Intl is Château sur Mer Bed & Breakfast, which is located 0.6 mi away from the city center.

  • What are some other cities to stay in when visiting Massachusetts?

    In addition to Winthrop, travelers opt to visit Boston when visiting Massachusetts. New Bedford is also a popular choice to visit.

  • How many hotels are there in Winthrop?

    In total, there are 18 hotels to choose from in Winthrop, compared to 16,665 properties in Massachusetts.

See more FAQs

Find better results for your stay in Winthrop, MA

Consider these popular 3-star hotels in Winthrop

Stay at one of these Winthrop 3-star hotels that users have found on HotelsCombined.
Château sur Mer Bed & Breakfast
The Winthrop Arms Hotel