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

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Top Holiday Package Deals in Inman Square

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,987, price is now CA $1,267 per person
CA $1,267
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Great location within walking distance to many of Boston’s best spots including Faneuil Market, North End “little Italy,” and more! The hotel staff were welcoming and kind during our visit, and our room was well kept. No complaints.

Reviewed on Mar 14, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,464, price is now CA $1,576 per person
CA $1,576
per person
Jun 13 - Jun 17
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,865, price is now CA $1,837 per person
CA $1,837
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return!

Reviewed on Mar 14, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,334, price is now CA $2,315 per person
CA $2,315
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (238 reviews)
I went to raffles Boston for fiancés birthday and I called a week ahead to get the room decorated for her special day and when I showed up the room was not decorated, I then called and said they didn’t decorate the room like I asked so they asked if they could come up during dinner and decorate so I agreed. When we returned from dinner the room was “decorated”, the sign was hanging off the ceiling and decorations taped poorly and just looked awful. Very disappointed considering this is a expensive 5 start hotel

Reviewed on Mar 12, 2026

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Price was CA $3,814, price is now CA $2,677 per person
CA $2,677
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
No 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
Downtown Boston showing a city and night scenes 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

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 $224 per night from Apr 5 to Apr 6
CA $224
CA $317 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (4,519 reviews)
Everything was well clean the stay was awesome.

Reviewed on Mar 19, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Mar 22 to Mar 23
CA $196
CA $284 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (3,119 reviews)
Highly recommend

Reviewed on Mar 19, 2026

Hilton Boston Park Plaza
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 $158 per night from Apr 5 to Apr 6
CA $158
CA $231 total
Apr 5 - Apr 6
includes taxes & fees
9.6/10 Exceptional! (4,074 reviews)
The staff was so nice and friendly! Great hotel!

Reviewed on Mar 19, 2026

Seaport Hotel Boston
See all 4,121 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Inman Square vacation package cost?
Our Inman Square vacation packages, which start from just CA $1,267, 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.

Discover the most popular places to visit in Inman Square

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

Fenway Park

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

Fenway Park
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
Harvard University which includes a city and heritage architecture

Harvard University

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

Harvard University

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $72
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 $108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $32
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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.