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Hotels in Winthrop, Massachusetts

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Travel insights for hotels in Winthrop

Use these up-to-date, data-driven insights about booking a hotel in Winthrop including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Winthrop is February (S$ 141). Conversely, the most expensive month to stay in Winthrop is October (S$ 470).

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

The cheapest day to stay in Winthrop is Tuesday (S$ 203). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 502.
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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 S$ 257 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 11 July 2025
These Winthrop properties charge the lowest price per night of those we've come across. If you have the flexibility, change the dates selected to compare prices.
Château sur Mer Bed & Breakfast
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

100 Sargent Street, Winthrop, MA, United States
0.9 km from city centre
Free Wi-Fi
Air conditioning
Parking
S$ 257
Avg. per night
View Deal
The Winthrop Arms Hotel
The Winthrop Arms Hotel

The Winthrop Arms Hotel

130 Grovers Avenue, Winthrop, MA, United States
1.6 km from city centre
Free Wi-Fi
Parking
S$ 321
Avg. per night
View Deal

Other accommodations in Winthrop, MA

Find the perfect hostel, theme hotel, or holiday rental for your stay in Winthrop, MA.
The Winthrop Arms Hotel
The Winthrop Arms Hotel

The Winthrop Arms Hotel

130 Grovers Avenue, Winthrop, MA, United States
1.6 km from city centre
Free Wi-Fi
Parking
S$ 321
Avg. per night
View Deal
Château sur Mer Bed & Breakfast
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

100 Sargent Street, Winthrop, MA, United States
0.9 km from city centre
Free Wi-Fi
Air conditioning
Parking
S$ 257
Avg. per night
View Deal

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 11 July 2025.

  • What are the best hotels in Winthrop?

    Château sur Mer Bed & Breakfast is a very popular hotel in Winthrop, with a score of 8.1 from 372 reviews. The Winthrop Arms Hotel (8.1 from 489 reviews) and Waterfront Retreat w/ Deck ~ 7 Mi to Boston! (9.6 from 11 reviews) are also highly rated Winthrop hotels based on recent feedback from HotelsCombined users.

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

    In addition to Winthrop, travellers opt to visit Boston when visiting Massachusetts. Cambridge is also a popular choice to visit.

  • How many hotels are there in Winthrop?

    In total, there are 20 hotels to choose from in Winthrop, compared to 19,544 properties in Massachusetts.

Find better results for your stay in Winthrop, MA

Consider alternative stays in Winthrop

If you are looking for a specific type of hotel, consider these options for trips to Winthrop
Hotels near Boston Logan Intl Airport