Central Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

    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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Best hotel I've stayed in. Only con would be sofa mattress. Other than that it was excellent.

Reviewed on Jul. 10, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 17
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
Place was beautiful well kept and very clean

Reviewed on Jul. 8, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Beautiful hotel. Perfectly located

Reviewed on Jul. 4, 2025

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
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

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
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $289 per night from Aug 10 to Aug 11
CA $289
CA $392 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (3,651 reviews)
"We just had a wonderful stay at the Omni seaport ! It was July 4th weekend so it was. Busy but still the hotel was very attentive and organized . From valet to front desk , to the pool staff everyone was friendly and helpful and also had in room dining for breakfast from kestra ans it was amazing ..."

Reviewed on Jul. 8, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Jul 13 to Jul 14
CA $252
CA $293 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,394 reviews)
"Check in was self serving and simple. Big fan of the room controls through the app and iPad in the room. Blackout curtains and complementary refillable water bottles are a fantastic incentive."

Reviewed on Jul. 8, 2025

citizenM Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Jul 20 to Jul 21
CA $200
CA $233 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (3,720 reviews)
"Nicely appointed room, very quiet. Appreciated the comlimentary bottled waters, and a fridge/freezer!!!"

Reviewed on Jul. 9, 2025

Copley Square Hotel, a FOUND Hotel
See all 3,687 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $964. 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.

Discover the most popular places to visit in Central Square

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Central Square Cambridge Food and Mural Arts Guided Walking Tour

Central Square Cambridge Food and Mural Arts Guided Walking Tour

CA $137
per adult
Central Square Cambridge Food and Mural Arts Guided Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $75
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.