Winthrop Vacation Packages

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Your Winthrop Vacation

There's no better way to escape than with one of our vacation 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 vacation to Winthrop now.

Top Winthrop Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel
Boston Harbor Hotel
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Mandarin Oriental, Boston
By the Sea Guests Bed & Breakfast & Suites

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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 CA $297 per night from May 31 to Jun 1
CA $297
CA $393 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (4,387 reviews)
"This was one of the best hotels I have ever stayed at, clean, friendly and super helpful"

Reviewed on May 28, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jun 7 to Jun 8
CA $218
CA $254 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,627 reviews)
"Staffs so friendly"

Reviewed on May 28, 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
Fully refundableReserve now, pay when you stay
The price is CA $309 per night from Jun 7 to Jun 8
CA $309
CA $416 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (4,648 reviews)
"The pool was not open and we did not find out until after we arrived"

Reviewed on May 27, 2026

Omni Boston Hotel at the Seaport
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.

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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.