Assembly Square Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Assembly Square

Price found within the past 48 hours. Click for updated prices.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,730, price is now CA $1,092 per person
CA $1,092
per person
Jul 13 - Jul 17
found 2 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (44 reviews)
Excellent staff, lovely room. Quiet, comfortable and upscale.

Reviewed on Apr 28, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,159, price is now CA $1,886 per person
CA $1,886
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Private lounge offered three meals, wine, hard liquor, coffee, fruit, ice cream, etc. Well stocked & staff was superb

Reviewed on Apr 26, 2026

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was CA $1,791, price is now CA $1,186 per person
CA $1,186
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.

Reviewed on Apr 29, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $4,348, price is now CA $2,884 per person
CA $2,884
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,927, price is now CA $1,309 per person
CA $1,309
per person
Jul 15 - Jul 19
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Where to stay in Assembly Square

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

Downtown Boston

4.5/5(197 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

Assembly Square Hotel Deals

La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from May 4 to May 5
CA $149
CA $167 total
May 4 - May 5
includes taxes & fees
7.6/10 Good! (3,302 reviews)
The property is dirty however staff are very friendly

Reviewed on Apr 29, 2026

La Quinta Inn & Suites by Wyndham Boston Somerville
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 $231 per night from May 3 to May 4
CA $231
CA $316 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (4,243 reviews)
Front desk staff were always friendly and welcoming. Housekeeping staff were also friendly. Location was very convenient for the convention center (especially once I realized that you could get off the elevator at the Plaza level and then walk along the elevated walkway/road straight to the convention ...

Reviewed on Apr 29, 2026

Seaport Hotel 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 CA $265 per night from May 1 to May 2
CA $265
CA $365 total
May 1 - May 2
includes taxes & fees
9.2/10 Wonderful! (4,606 reviews)
Great hotel

Reviewed on Apr 27, 2026

Omni Boston Hotel at the Seaport
See all 4,164 properties in Assembly 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.
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Frequently asked questions

How much does an Assembly Square vacation package cost?
Get your credit card ready, because a trip to Assembly Square starts from an affordable CA $1,092. When you bundle your flights, hotels and more into a travel package, you'll land the best bargains.
How do I get a cheap travel package to Assembly Square?
Booking an Assembly Square vacation package with Expedia is one of the easiest ways to save. We have access to more than 550 air carriers and 1,000,000 properties globally. With such an amazing range to choose from, you'll have no hassles pulling together your ideal getaway.
Where should I stay in Assembly Square?
A getaway to Assembly Square isn't complete without stopping by Assembly Row, LEGOLAND® Discovery Center and Somerville Theatre. Spend your nights near these top attractions and make sightseeing easy.
What are the top hotels in Assembly Square?
If it's your first time in Assembly Square, lock in a room at The Row Hotel at Assembly Row, Autograph Collection or La Quinta Inn & Suites by Wyndham Boston Somerville. Both offer friendly service and are top options with many travelers.
How far in advance should I book my Assembly Square vacation?
To bag discount prices, book ASAP. Airlines usually start selling tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to Assembly Square, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Assembly Square travel package include?
That depends on what you're looking for. If you're traveling by yourself, you might decide to bundle flights and hotels. Bringing the whole crew to Assembly Square? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking an Assembly Square travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've created your package, add on fun stuff like activities or tours. Your next awesome vacation is only a few clicks away.
Can I choose my airline with an Assembly Square Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You get to choose. We have access to more than 550 airline partners across the globe, so you have options galore when putting together your Assembly Square trip.
If I'm not able to travel, can I cancel my Assembly Square vacation package?
Your situation can change without warning, so yes. You may be able to cancel or amend your Assembly Square vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your hotel, car rental company or airline may impose a charge. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
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.