Winthrop Holidays from £1,034

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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.

Top Winthrop Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was £1,298, price is now £1,034 per person
£1,034
per person
28 Jul - 31 Jul
found 16 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.8/10 Excellent! (1,462 reviews)
Staff very friendly. Night desk clerk, Mathew, was extremely helpful and engaging. Wasn’t happy about being talked into a pre-usage amenity charge. Still not sure what it was supposed to be used for. This was a $69+ charger. Also parking a block and half away was a $50 per day. Thought a bit high.

Reviewed on 7 May 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was £2,620, price is now £1,646 per person
£1,646
per person
9 Jun - 14 Jun
found 16 hours ago
Return direct flight included
Aberdeen (ABZ) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on 8 May 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was £1,694, price is now £1,291 per person
£1,291
per person
28 Jul - 31 Jul
found 16 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had

Reviewed on 2 May 2026

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Price was £2,449, price is now £1,896 per person
£1,896
per person
12 Jun - 15 Jun
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (388 reviews)
We are repeat customers and will stay there again! Always a great experience.

Reviewed on 19 Apr 2026

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was £2,690, price is now £2,126 per person
£2,126
per person
12 Jun - 15 Jun
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (453 reviews)
Top notch. Every member of the staff was a credit to his or her profession.

Reviewed on 3 May 2026

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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £527 per night from 15 May to 16 May
£527
15 May - 16 May
includes taxes & fees
9.6/10 Exceptional! (4,300 reviews)
Excellent

Reviewed on 8 May 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is £219 per night from 17 May to 18 May
£219
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (2,602 reviews)
The location was perfect. Super fun hotel. Would absolutely stay here again

Reviewed on 8 May 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is £207 per night from 25 May to 26 May
£207
25 May - 26 May
includes taxes & fees
9.2/10 Wonderful! (4,641 reviews)
Great location. Nice modern room.

Reviewed on 8 May 2026

Omni Boston Hotel at the Seaport
See all 4,243 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

Popular places to visit

Fenway Park

Fenway Park

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

Fenway Park
Harvard University

Harvard University

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

Boston Common

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

What to do in Winthrop

Boston Hop-On Hop-Off Trolley Tour

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

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£62
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

£25
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Winthrop

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* 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.