Winthrop Holidays

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Top hotels in Winthrop

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is Rp3.135.106 per night from 19 Jul to 20 Jul
Rp3.135.106
Rp4.319.174 total
19 Jul - 20 Jul
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is Rp3.191.676 per night from 29 Jun to 30 Jun
Rp3.191.676
Rp4.208.617 total
29 Jun - 30 Jun
includes taxes & fees
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
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is Rp2.320.995 per night from 2 Jul to 3 Jul
Rp2.320.995
Rp2.702.798 total
2 Jul - 3 Jul
includes taxes & fees
8.4/10 Very Good! (3,705 reviews)
"Room was comfortable, staff pleasant. Bar overly expensive. Ok for an overnight, convenient location."

Reviewed on 18 Jun 2025

Copley Square Hotel, a FOUND Hotel
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.

Frequently asked questions

How much does a Winthrop holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Winthrop costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Winthrop?
To score cheap Winthrop holiday packages, organise your getaway outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Winthrop?
Generally, a handful of days is great for a Winthrop holiday. With a well-organised schedule, you can see all the leading attractions including Winthrop Shore Reservation, as well as discover some hidden treasures along the way.
Is it worth booking a holiday package to Winthrop?
It's no wonder a Winthrop holiday is on the must-do list of many travellers. Top attractions like Winthrop Beach are just the start of things to keep you busy here.
How to find the best Winthrop package deals?
Start your search for a Winthrop package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Winthrop package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winthrop escape off to a flying start.
Is it cheaper to book a Winthrop holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation individually. Better still, you can customise your Winthrop escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Winthrop?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Winthrop getaway.
How to plan a trip to Winthrop?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Winthrop.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Winthrop.
  3. Decide your trip length: Consider how long you'd like to spend discovering Winthrop. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, book the ideal Winthrop holiday package for you.

Popular places to visit

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
Copley Square

Copley Square

4/5(16 reviews)

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square

What to do in Winthrop

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

Rp1.284.935
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

Rp1.141.315
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

Rp410.853
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.