Washington Square Vacation Packages

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Top Holiday Package Deals in Washington Square

Price found within the past 48 hours. Click for updated prices.

Battery Wharf Hotel, Boston Waterfront

North End

CA $782

per person

Dec 2 - Dec 4

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

9/10 Wonderful! (2,041 reviews)

The room and property met my expectations. Given the angle of the building to the water I didn't think there would be much of a view but we got lucky and even from the SE facing side of building 3 we could watch sailboats coming and going from the Boston channel.

Reviewed on Oct 22, 2026

Boston Harbor Hotel

North End

CA $1,165

per person

Dec 25 - Dec 28

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on Oct 22, 2026

Raffles Boston

Back Bay

CA $1,158

per person

Dec 25 - Dec 28

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

设施很新，SPA桑拿体验特别好，晚餐气氛很棒

Reviewed on Oct 20, 2026

Four Seasons Hotel Boston

Bay Village

CA $1,620

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

Mandarin Oriental, Boston

Back Bay

CA $1,526

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (458 reviews)

Where to stay in Washington Square

Find the best Washington Square areas and neighborhoods for the activities you enjoy most. Learn more about Washington Square

A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Washington Square Hotel Deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

CA $258

CA $358 total

Nov 22 - Nov 23

includes taxes & fees

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

CA $141

CA $164 total

Nov 22 - Nov 23

includes taxes & fees

9/10 Wonderful! (2,984 reviews)

"Awesome staff, clean rooms, great area of town"

Reviewed on Oct 22, 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

CA $203

CA $284 total

Nov 22 - Nov 23

includes taxes & fees

9.6/10 Exceptional! (5,136 reviews)

"Everything was great at the hotel except for our initial check-in person. She was working on something and didn’t even look up for quite a while and then told us she would be with us in a minute, and we waited even longer. Seemed like she could have stopped & acknowledged us right away. The gentleman ..."

Reviewed on Oct 22, 2026

See all 4,028 properties in Washington Square

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.