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 HK$1,658 per night from 10 Aug to 11 Aug
HK$1,658
HK$2,251 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (3,668 reviews)
"The hotel was clean and staff was friendly."

Reviewed on 12 Jul 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is HK$1,444 per night from 20 Jul to 21 Jul
HK$1,444
HK$1,682 total
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,414 reviews)
"Close to Fenway! Had no idea what to do for parking."

Reviewed on 13 Jul 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
9/10 Wonderful! (5,325 reviews)
"Perfect location! Quick, easy and friendly check in. Easy check out as well. Room was exactly like pictured. The only downside is that you can hear your neighbor flushing the toilet or using the shower. I just closed my bathroom door to block the sound and it was fine. Will stay again when I'm in ..."

Reviewed on 14 Jul 2025

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Harborside Inn Of Boston
See all 3,783 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.

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
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium
Boston University

Boston University

4/5(17 reviews)

Explore the campus of Boston University, a top university in Boston. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

Boston University

What to do in Winthrop

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

HK$620
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Hop-On Hop-Off Trolley Tour

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

HK$412
per adult
88% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

HK$427
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in Winthrop

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.