Central Square Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Central Square

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,504, price is now CA $667 per person
CA $667
per person
Dec 20 - Dec 23
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,202, price is now CA $1,658 per person
CA $1,658
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on Nov 10, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,556, price is now CA $1,032 per person
CA $1,032
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was CA $2,032, price is now CA $1,360 per person
CA $1,360
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (502 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,232, price is now CA $2,174 per person
CA $2,174
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

Where to stay in Central Square

Find the best Central Square areas and neighborhoods for the activities you enjoy most. Learn more about Central Square
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

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.

Find hotels in Downtown Boston

Central Square Hotel Deals

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 $187 per night from Nov 22 to Nov 23
CA $187
CA $275 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (5,020 reviews)
"Wonderful room and amenities including restaurants."

Reviewed on Nov 12, 2026

Omni Boston Hotel at the Seaport
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 $130 per night from Nov 26 to Nov 27
CA $130
CA $152 total
Nov 26 - Nov 27
includes taxes & fees
9/10 Wonderful! (3,034 reviews)
"We thought the outside bathroom was going to be a problem, but it was not! They really make sure the bathroom is clean all the time and that we have everything we need. The decoration is great at the hotel. We will come back really soon:)"

Reviewed on Nov 12, 2026

The Revolution Hotel
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 $134 per night from Nov 23 to Nov 24
CA $134
CA $204 total
Nov 23 - Nov 24
includes taxes & fees
9.6/10 Exceptional! (5,215 reviews)
"I unfortunately had a not so good experience from the moment we walked in. The check in process took approximately twenty minutes (even though I pre-checked in), we weren’t greeted or acknowledged, the desk staff didn’t even try to help us or greet us and it was extremely uncomfortable and frustrating. ..."

Reviewed on Nov 12, 2026

Seaport Hotel Boston
See all 4,001 properties in Central 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.
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Frequently asked questions

How much does a Central Square vacation package cost?
Be ready to book, because a trip to Central Square starts from a tempting CA $667. When you combine your flights, hotels and car rentals into a travel package, you'll pick up the lowest prices.
How do I get a cheap travel package to Central Square?
Find flights that suit your busy schedule, add a hotel to your booking and watch how much you save with a Central Square vacation package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1,000,000 properties across the globe to pick from, you won't be short of choice.
Where should I stay in Central Square?
Make sightseeing easier by staying someplace right around the corner from Central Square's big attractions. Harvard Square and Massachusetts Institute of Technology are two which top many visitors' bucket lists.
What are the top hotels in Central Square?
The Windsor Inn and Cambridge Urban Oasis Apartment Betw M. I. T. And Harvard are two of the most well-known properties in Central Square. Why not have a look at the rates and facilities at each and then make up your mind?
How far in advance should I book my Central Square vacation?
While prices do change, we generally advise booking your flight as soon as possible. Most international airfares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap journeys to Central Square sometimes appear only weeks before departure.
What does an Expedia Central Square travel package include?
It comes down to what kind of trip you're thinking about. Central Square vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits you. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking a Central Square travel package?
Find deals to match your budget with an Expedia package. Flights, hotels, rental cars — we've got them all. You'll save a packet just for bundling your bookings. Whether you're taking off on a snow and ski adventure or kicking back on a warm beach, your ideal getaway is only clicks away.
Can I choose my airline with a Central Square Expedia vacation package?
With a vacation package, you're in control. Whether you're eager to fly to Central Square in economy or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Central Square vacation package?
We get that unexpected stuff happens. If you've locked in a Central Square vacation package and need to change or cancel it, we're here to help. We suggest checking out our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

Stay near popular Central Square attractions

Central Square Theatre

Get tickets for a show at Central Square Theatre, a theater with a story to tell in Cambridge. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $69
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $65
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.