Central Square Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Pablo Funes

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Our guide on 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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Our pick of the best Central Square Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is NZ$215 per night from 21 Dec to 22 Dec
NZ$215
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (6,040 reviews)
The staff was very friendly and helpful. There is a restaurant connected to the hotel. Food and staff there were excellent

Reviewed on 11 Dec 2025

Harborside Inn Of Boston
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 NZ$433 per night from 1 Jan to 2 Jan
NZ$433
1 Jan - 2 Jan 2026
includes taxes & fees
9/10 Wonderful! (4,285 reviews)
Room was neat but too small. We did not liked that we ordered room service thinking they will bring the cart with the food in regular dishes and utensils, like in any hotel of this level, and instead they brought our food in a shopping bag on disposable containers/plastic utensils(???). There was ...

Reviewed on 10 Dec 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$335 per night from 21 Dec to 22 Dec
NZ$335
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,241 reviews)
Everything was very comfortable, I loved it.

Reviewed on 14 Dec 2025

Hilton Boston Back Bay
See all 3,932 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.

Frequently asked questions

How much does a Central Square holiday package cost?
Be ready to book, because a trip to Central Square starts from a tempting . 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 holiday 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 holiday?
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 holiday 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 holiday package?
With a holiday 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 holiday package?
We get that unexpected stuff happens. If you've locked in a Central Square holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.