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Massachusetts flight + hotel packages

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and a full-service spa. Popular attractions Copley Square and Boston Common are located nearby. Discover genuine guest reviews for Raffles Boston, in Back Bay neighborhood, along with the latest prices and availability – book now.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
Jun. 4 - Jun. 10
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and onsite parking. Popular attractions Fenway Park and Harvard Square are located nearby. Discover genuine guest reviews for The Boston Hotel, in Brighton neighborhood, along with the latest prices and availability – book now.
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
per person
Jun. 28 - Jul. 2
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Boston Harbor are located nearby. Discover genuine guest reviews for Hampton Inn Boston - Logan Airport along with the latest prices and availability – book now.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
per person
Jun. 28 - Jul. 2
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Stay at this 4-star hotel in Chelsea. Enjoy free WiFi, breakfast, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby. Discover genuine guest reviews for Doubletree By Hilton Boston Logan Airport Chelsea along with the latest prices and availability – book now.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
per person
May 23 - May 27
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast, and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby. Discover genuine guest reviews for The Dagny Boston, in Downtown Boston neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Massachusetts hotels deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $293 per night
CA $293
per night
Apr. 26 - Apr. 27
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Omni Boston Hotel at the Seaport, in Seaport District neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Spa
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $370 per night
CA $370
per night
Apr. 21 - Apr. 22
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Seaport Hotel Boston, in Seaport District neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $221 per night
CA $221
per night
Apr. 21 - Apr. 22
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast, and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby. Discover genuine guest reviews for The Dagny Boston, in Downtown Boston neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Breakfast available
Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $287 per night
CA $287
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby. Discover genuine guest reviews for Omni Parker House , in Downtown Boston neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Breakfast available
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
230 Lee Burbank Hwy, Revere, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Boston Harbor are located nearby. Discover genuine guest reviews for Hampton Inn Boston - Logan Airport along with the latest prices and availability – book now.
Pet-friendly
Breakfast included
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
per night
Apr. 21 - Apr. 22
Stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby. Discover genuine guest reviews for Four Points by Sheraton Boston Newton, in Newton Corner neighborhood, along with the latest prices and availability – book now.
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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

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 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
Image for New England Aquarium

New England Aquarium

4.5/5(154 reviews)

Take the family to visit the sea creatures at New England Aquarium and learn why this is a favorite attraction in Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.

New England Aquarium