Winthrop Holidays from £331

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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.

The Latest Winthrop Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,865 reviews)
The room was nice, spacious and very clean! The staff was kind and helpful.

Reviewed on 22 Jun 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
26 Jul - 2 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on 16 Jun 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (407 reviews)
Staff was amazing. onsite restaurant was great for breakfast, and evening cocktail. Location is very convenient to inner-harbor.

Reviewed on 20 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
30 Aug - 6 Sept
found 3 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Location for first time Boston visitors was really good as a lot area to explore by foot then you could Uber the rest. The staff and in-room dining was outstanding

Reviewed on 16 Jun 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
The bed was uncomfortable. No WIFI, seriously? No minibar fridge was inconvenient. Coffee machine didn’t work. No coffee service in lobby. I think the hotel is pretty but not a hospitable place or a good value.

Reviewed on 19 Jun 2025

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

Our pick of the best Winthrop Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (3,572 reviews)
"Nice stay and atmosphere in the lobby"

Reviewed on 21 Jun 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,114 reviews)
"Everything was excellent. The breakfast buffet was fresh and delicious with a wide variety of options. I especially enjoyed the made-to-order omelets. I would definitely stay here again and highly recommend it to anyone visiting the area."

Reviewed on 14 Jun 2025

Hilton Boston Back Bay
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,283 reviews)
"Our room has a weird noise associated with A/C. And it only occurred on the 3rd night. Bothered too much so had to switch to a new room"

Reviewed on 22 Jun 2025

citizenM Boston Back Bay
See all 3,721 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

Frequently asked questions

How much does a Winthrop travel package cost?
Be ready to book, because a getaway to Winthrop starts from only £331. 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.

Discover the most popular places to visit in Winthrop

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Unmissable things to do in Winthrop

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£52
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

£20
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Winthrop

* 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.