Name: Omni Boston Hotel at the Seaport
Price range: CA $309
Rating: 9.2

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

West End

CA $1,355

per person

Jul 30 - Aug 2

found 18 hours ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

8.6/10 Excellent! (422 reviews)

I liked the concept of the hostel format that was more economical than a full service hotel. The continental breakfast varied somewhat from day to day, and was not stocked the same each day. The experience would have been better with the larger variety of items provided on the best Saya every day.

Reviewed on May 28, 2026

Boston Harbor Hotel

North End

CA $1,485

per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

CA $5,832

per person

Jul 11 - Jul 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

10/10 Exceptional! (9 reviews)

thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Mandarin Oriental, Boston

Back Bay

CA $1,712

per person

Aug 6 - Aug 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (422 reviews)

The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!

Reviewed on May 25, 2026

By the Sea Guests Bed & Breakfast & Suites

CA $1,931

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.2/10 Wonderful! (185 reviews)

Staff was very nice and helpful.

Reviewed on May 28, 2026

Ready to book your vacation to Winthrop?

Choose your dates

Winthrop Hotel Deals

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

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

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

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

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

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

See all 4,195 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.