Winthrop Vacations

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Find the Best Winthrop Vacation Packages

Winthrop Hotel Deals

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is SAR 1,103 per night from Apr 12 to Apr 13
SAR 1,103
SAR 1,303 total
includes taxes & fees
12 Apr - 13 Apr
9.4/10 Exceptional! (2,865 reviews)
Luxury Feel at a Reasonable Price
"This was a great hotel at a good price. Very comfortable rooms with daily maid service. Elevators were quick and it never felt crowded. Very quiet. Convenient to Seaport area, but not particularly convenient to the T as the nearby stop is a Silverline bus stop rather than a train. However it was ..."

Reviewed on 31 March 2025

Seaport Hotel Boston
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 SAR 653 per night from Apr 13 to Apr 14
SAR 653
SAR 760 total
includes taxes & fees
13 Apr - 14 Apr
9.4/10 Exceptional! (926 reviews)
"Very nice."

Reviewed on 31 March 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is SAR 784 per night from Apr 6 to Apr 7
SAR 784
SAR 913 total
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (4,968 reviews)
"All as described - staff were amazing"

Reviewed on 28 March 2025

Harborside Inn Of Boston
See all 3,749 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 vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation 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 vacation packages, organize 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 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can customize 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 vacation 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, favorite 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 accommodations 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 accommodations: After you’ve nailed down your trip dates and duration, book the ideal Winthrop vacation package for you.

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(2,499 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

After visiting Boston Common, make a plan to see the other sights and activities in Boston. Discover the fascinating museums in this vibrant area, or seek out the local tours.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk around the campus of Harvard University, a top college in Boston. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

Harvard University