Winthrop Holidays from £756

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Winthrop Holiday

There's no better way to escape than with one of our holiday packages to Winthrop. The rich history and coastal scenery are a couple of the countless reasons to visit this captivating city. Fill your free time with tours of Boston Common, Faneuil Hall Marketplace and Copley Place, some of the top attractions you simply have to see during your trip to Winthrop. Check out Expedia's extensive range of travel options and start planning your ideal holiday to Winthrop now.

Top Winthrop Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was £1,380, price is now £756 per person
£756
per person
11 Jan - 15 Jan
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on 17 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £1,769, price is now £1,161 per person
£1,161
per person
9 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was £1,951, price is now £1,453 per person
£1,453
per person
11 Jan - 15 Jan
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was £1,377, price is now £1,035 per person
£1,035
per person
9 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
The property was beautiful and super clean. Breakfast was really good. The staff was very polite and helpful! I’d love to come back again!

Reviewed on 6 Nov 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £1,781, price is now £1,349 per person
£1,349
per person
9 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Winthrop Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
17,600
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Revere Beach

Top hotels in Winthrop

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is £151 per night from 22 Nov to 23 Nov
£151
22 Nov - 23 Nov
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is £85 per night from 24 Nov to 25 Nov
£85
24 Nov - 25 Nov
includes taxes & fees
The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £145 per night from 24 Nov to 25 Nov
£145
24 Nov - 25 Nov
includes taxes & fees
9.6/10 Exceptional! (5,179 reviews)
"Glad we could find a weekend where price wasn’t too bad (for Boston)… it’s a nice property near the water, with good restaurants nearby. Good views, clean, with a rainfall shower. We had a delightful time."

Reviewed on 7 Nov 2026

Seaport Hotel Boston
See all 4,102 properties in Winthrop
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Winthrop attractions

A lighthouse with a red, white, and blue top, a beach, and a town with houses.
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Winthrop Beach

8.4/10 (26 reviews)
This tranquil stretch of shoreline offers panoramic views of Boston's skyline across the Atlantic. Stroll the promenade at sunrise when the soft sand and gentle waves create a perfect coastal escape.
See properties

What to do in Winthrop

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£35
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£53
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Winthrop

Frequently asked questions

How much does a Winthrop travel package cost?
Be ready to book, because a getaway to Winthrop starts from only £756. When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
If I'm not able to travel, can I cancel my Winthrop travel package?
We totally understand that life sometimes gets in the way of your plans. If you've booked a Winthrop travel package and need to cancel or amend it, we can help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Winthrop?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you a few dollars too. A Winthrop travel package makes it a breeze to arrange your dream adventure. With more than 550 airlines throughout the world to select from, finding convenient flights that suit your schedule will be no sweat. On top of that, we have over 1,000,000 hotel options globally to choose from. Talk about choice! Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Winthrop holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your wallet. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable monthly instalment plans. If paying small amounts each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Winthrop?
With interesting attractions such as Revere Beach and East Boston Memorial Stadium in this area, see if you can find a hotel near either one. Belle Isle Marsh Reservation is another sight that pulls the crowds.
What are the top hotels in Winthrop?
Get your holiday off to a flying start by booking a room at Boston Park Plaza. It's one of most sought-after properties in Winthrop. Another top option is Embassy Suites Boston Logan Airport.
How far in advance should I book my Winthrop holiday?
To score rock-bottom prices, book nice and early. Air carriers usually begin selling tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Winthrop, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Winthrop travel package include?
Hotels, flights and rental cars, or any combination of them — it's your pick! Whether you're venturing to Winthrop with the family or travelling by yourself, there's a bundle to fit every style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Winthrop travel package?
A package can be easier on the credit card than separately booking all you need for your adventure. For example, combine your flights, hotels and rental cars and save a packet. Whatever sort of holiday you're planning, you're sure to find a package that's perfect for you.
Can I choose my airline with a Winthrop Expedia travel package?
You can, and with over 550 airlines to choose from across the globe, you have plenty of choice. Scroll through the available options and find out which airline fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.