Hotels in Winthrop

Find the best Winthrop hotel for your dates, by price or preference

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Hotels in Winthrop rated best by other travellers

Rated by travellers as the best in the city, these stays are all full marks for cleanliness, customer service and location.
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Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Winthrop.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelWinthrop Arms Hotel Restaurant Logan Airport – 4.5

How to find the best hotel deals in Winthrop

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Winthrop

  • You've booked your perfect flight. Now let the same clever search engine find you deals on Winthrop hotels. These tips will get you one step closer to making that trip official.

  • The earlier you book, the better. You're more likely to score a lower rate on a Winthrop hotel and have a greater range of choice when you plan in advance.

  • However, you could still catch a last-minute offer. Although prices generally increase closer to your stay, some places drop rates a day or two before to fill vacant rooms, especially during low season.

  • Flexible on dates? Consider it your ticket to a lower rate. Move your travel window around to discover what deals pop up. Prices are usually cheaper midweek and outside of busy travel seasons.

  • Avoid surprise fees later on by searching for stays with free cancellation. If your travel dates shift or a better offer shows up, you can cancel your booking without penalty.

Where to stay in Winthrop

Central Winthrop

When to go to Winthrop

  • Don't forget to factor in the weather when picking your dates. July offers the warmest conditions, with maximum temperatures reaching 29ºC (84ºF).

  • January is the coolest time of year, with lows of -8ºC (18ºF).

  • Search for Winthrop hotels during September for the best chance of sunshine. Averaging six days of rain, it's the driest month.

  • Rain is more likely in June, which gets around nine days of wet weather.

Best hotels in Winthrop

Best budget hotels

  • Let your travel money work harder by choosing from around 100 budget Winthrop hotels. Perfect for when you want to spend less on where you sleep and more on seeing the sights, these stays come with the basics like fresh linens and towels, and simple breakfasts.

  • The Kendall Hotel at the Engine 7 Firehouse is a 3-star option that delivers a no-fuss, no-frills stay. A safe deposit box and a laundry are some of its amenities.

  • Winthrop Arms Hotel Restaurant Logan Airport comes with conveniences such as Wi-Fi and air conditioning. Book this 3-star Winthrop hotel and make your travel money go the extra mile.

  • You'll also like the prices at Hotel Veritas, which is rated 3 stars. It's located in Harvard Square and features luggage storage and internet access.

Best 4-star hotels in Winthrop

  • When you're craving a little more from your stay, the 4-star hotels in Winthrop deliver. With around 60 choices, they generally feature rooms with character, exceptional service, and extras like on-site bars and restaurants. These hotels are upscale without going over-the-top.

  • Concierge assistance and car hire options are the start of the things that bring added comfort to your stay at The Dagny Boston. This 4-star option is located in Downtown.

  • Another Winthrop hotel that stands out is The Whitney Hotel Boston. It offers thoughtful amenities such as valet parking and a fireplace. You'll find it in the Beacon Hill area.

  • Hotel AKA Boston Common is one more that earns a mention. It's in Downtown and comes with valet parking and concierge assistance, among other extras.

Best luxury 5-star hotels

  • You could just find somewhere to sleep. Or you could book one of the ten or so 5-star hotels in Winthrop and travel like a true VIP. Think things like personalised spa treatments, impeccable dining experiences, and unbeatable locations. (And maybe even a personal valet on standby.)

  • Enjoy a taste of the high life at Fifteen Beacon Hotel. This Beacon Hill stay offers room service, a restaurant and other features that make it feel like a true escape.

Best hotels in Winthrop for families

  • Family trips can be chaotic, but your hotel should be the stress-free part. You'll find roughly 60 family-friendly hotels in Winthrop that know what kids want and adults need. These stays often come with useful features like rollaway beds, adjoining rooms, activity centres, and kids' menus.

  • XV Beacon raises the bar on the classic family escape. This 5-star stay in Beacon Hill offers Wi-Fi and a fitness centre.

  • Another one for your list is Holiday Inn Express & Suites Boston - Cambridge. This stay comes with room service and a lounge.

Best hotels with a spa

  • Make self-care part of your itinerary. Choose one of the 20 or so Winthrop hotels with a spa and build in time to truly relax. Hot tubs, saunas, and massage therapies are the types of features they come with.

  • Ready to switch off for a while? Come rest at Iris Hotel Boston. This 4-star accommodation option has a lounge and a fitness centre.

  • Located in Back Bay, The Newbury Boston is another top pick where unwinding comes easy. Make the most of a sauna and a spa at this 5-star hotel in Winthrop.

  • Once you've checked in to Mandarin Oriental Boston, you'll wonder why you ever stayed anywhere else. This Back Bay option has a 5-star rating and comes with amenities like a sauna and a steam room.

Best hotels with a pool

  • Add a splash of fun to your trip with a pool. If you pick a city hotel, expect indoor or rooftop options. Resorts? They often go all out with sprawling outdoor layouts and the occasional swim-up bar. There are at least 50 pool hotels in Winthrop ready to put you in holiday mode.

  • Take a refreshing break at The Verb Hotel. This 3-star Winthrop hotel is located in Fenway/Kenmore and comes with an outdoor swimming pool, room service and parking.

  • You won't be in a hurry to leave Homewood Suites by Hilton Boston Seaport District. This 3-star option in South Boston features an indoor swimming pool, room service and a restaurant.

  • Or add a little play to your stay at Residence Inn Boston Logan Airport/Chelsea. You'll have access to an indoor swimming pool, accessible parking and car hire options at this hotel.

Best pet-friendly hotels

  • With around 90 pet-friendly Winthrop hotels, your best buddy can be part of the journey. Many have outdoor areas or nearby trails for exercise, and some even offer extras like chew toys and grooming services. A few conditions might apply, but most places go out of their way to make your furry friend feel included.

  • Hyatt Place Boston/Seaport District is a 3-star option in South Boston. Internet access and a cash machine are some amenities available at this pet-friendly hotel in Winthrop.

  • The Dagny Boston is another place that'll make your little travel buddy feel extra special. This 4-star option in Downtown offers express check-in and car hire options.

  • 4-star rated The Whitney Hotel Boston is one more place that's a safe bet for pet owners. It's in the Beacon Hill area and includes a lounge and a teahouse.

Finding cheap hotels in Winthrop: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Winthrop with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is R 2,275 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for R 3,660 per night.
The average price of a hotel during the week is R 3,751 per night, and the average price on weekends is R 4,019. Overall, it looks like the cheapest day to stay in Winthrop could be Tuesday.
We crunched some numbers on our calendar and found that Tuesday is the cheapest day to stay in Winthrop. And the most expensive day seems to be Sunday
The average price of a 3-star hotel in Winthrop is currently around R 4,095 per night. And the cheapest 3-star hotel we found is R 3,614 per night.