Inman Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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

Top Holiday Package Deals in Inman 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 21 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 $2,120, price is now CA $1,142 per person
CA $1,142
per person
Jan 31 - Feb 3
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)

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)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,890, price is now CA $1,305 per person
CA $1,305
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Where to stay in Inman Square

Find the best Inman Square areas and neighborhoods for the activities you enjoy most. Learn more about Inman 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

Inman 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! (5,214 reviews)
"Todo estaba en excelente estado"

Reviewed on Nov 12, 2026

Seaport Hotel Boston
See all 3,986 properties in Inman 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
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Beach Vacations
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Frequently asked questions

How much does an Inman Square vacation package cost?
Our Inman Square vacation packages, which start from just CA $667, are an awesome way to save precious money. Pick and choose your favorite hotels, flights and rental car to create your ideal getaway.
How do I get a cheap travel package to Inman Square?
Think of all the fabulous things you could do in Inman Square with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into an Inman Square vacation package. You have plenty of choice with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 hotel options across the globe. Whether you're taking a vacation with the whole family or adventuring alone, planning a trip to Inman Square is better with a package.
Where should I stay in Inman Square?
Travelers come from all over to see Harvard Square and Massachusetts Institute of Technology in Inman Square. Stay near these top attractions to make sightseeing easy.
What are the top hotels in Inman Square?
If it's your very first time in Inman Square, lock in a room at Chez Pat In Cambridge or Free Parking For 2 Cars At This Perfect Location. Both hotels offer friendly service and are popular options with lots of travelers.
How far in advance should I book my Inman Square vacation?
While prices do change, we generally suggest booking your seats as early as possible. Many international fares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheaper tickets to Inman Square occasionally appear just weeks before departure.
What does an Expedia Inman Square travel package include?
Flights, car rentals and hotels — we connect you to all the best deals. All you'll have to do is pick your preferred combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to put together an awesome Inman Square escape.
What should I know before booking an Inman Square travel package?
You can save big by combining your hotels, flights and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with an Inman Square Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Inman Square vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your Inman Square vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you each step of the way.

Stay near popular Inman Square attractions

Outpost 186

Enjoy a show at Outpost 186, a theater with a story to tell in Cambridge. Experience the acclaimed art scene and fascinating museums 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.