Central Square Vacations from ¥310,534

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The Latest Central Square Vacation Packages

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

Encore Boston Harbor

¥310,534
per person
Nov 18 - Nov 24
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (4,227 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
¥418,204
per person
Nov 18 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
¥451,094
per person
Nov 18 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
¥477,720
per person
Nov 18 - Nov 24
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
¥381,317
per person
Nov 18 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (628 reviews)
Our stay was perfect and the property was ideal - clean, comfy and convenient to everything we wanted to do in Boston all weekend. I especially appreciated how friendly and helpful the staff was — the valet/porter hustled, a woman at the front desk helped me figure out a tricky billing issue and housekeeping was very thorough

Reviewed on Oct 12, 2026

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
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.

Central Square Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
¥41,667
¥54,974 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (4,891 reviews)
"Beautiful rooms and lobby. Excellent area surroundings. A lot of areas within the hotel to be hang with friends. Many restaurants. Good gym. Near the convention center (2 min walk) Close to the airport. Good places at walking distance to go."

Reviewed on Oct 11, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
¥20,402
¥23,758 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (2,965 reviews)
"Great location and room. Friendly staff. Phil at the front desk was soo helpful"

Reviewed on Oct 11, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
¥29,929
¥40,252 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (5,103 reviews)
"The staff are all wonderful, knowledgeable, and helpful. The hotel is super clean and we loved our stay at the Seaport Boston Hotel."

Reviewed on Oct 12, 2026

Seaport Hotel Boston
See all 4,020 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 vacation package cost?
Be ready to book, because a trip to Central Square starts from a tempting ¥310,534. 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

Le Meridien Cambridge-MIT

After visiting Le Meridien Cambridge-MIT, make a plan to see the other sights and activities in Cambridge. Stroll along the area's riverfront, or simply savor its top-notch restaurants.
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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.
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Sonia Live Music Venue

After visiting Sonia Live Music Venue, make a plan to see the other sights and activities in Cambridge. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Middle East Downstairs

Middle East Downstairs is just one of the places to see in Cambridge, so why not enjoy the other things to explore during your travels? Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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The Middle East

After visiting The Middle East, make a plan to see the other sights and activities in Cambridge. Stroll along the area's riverfront, or simply savor its top-notch restaurants.
See properties

Middle East - Zuzu

After visiting Middle East - Zuzu, make a plan to see the other sights and activities in Cambridge. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Middle East- Upstairs

Middle East- Upstairs is just one of the places to see in Cambridge, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront, or simply savor its top-notch restaurants.
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The Phoenix Landing

The Phoenix Landing is just one of the places to see in Cambridge, so why not enjoy the other things to explore during your travels? Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
See properties

Things to do

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

¥7,248
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
View Boston Observation Deck General Admission

View Boston Observation Deck General Admission

¥4,236
per adult
View Boston Observation Deck General Admission
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

¥13,178
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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.