Assembly Square Vacation Packages
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Top Holiday Package Deals in Assembly Square
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
CA $1,478
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 2026
The Coach House
CA $4,491
per person
Oct 26 - Oct 31
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (189 reviews)
We loved it! It was clean, thoughtful, and centrally located. We stayed with young kids and booked the one bedroom suite. It was so nice to have a bigger space so we didn’t feel like we were crowding each other. The bathroom was also beautiful. Since our room was on the main floor, they provided a noise machine which we found incredibly thoughtful. I was a little worried that concierge was not on site, but I worried for nothing! They run a very great system! We will definitely stay again while in Salem.
Reviewed on Sep 11, 2026
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
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.
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.
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.
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.
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.
Assembly Square Hotel Deals
La Quinta Inn & Suites by Wyndham Boston Somerville
23 Cummings St Somerville MA
Fully refundableReserve now, pay when you stay
CA $193
CA $215 total
Sep 13 - Sep 14
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
CA $373
CA $482 total
Sep 20 - Sep 21
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
CA $159
CA $185 total
Sep 13 - Sep 14
includes taxes & fees
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 an Assembly Square vacation package cost?
Get your credit card ready, because a trip to Assembly Square starts from an affordable CA $465. 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.
Stay near popular Assembly Square attractions
Assembly Row
9.2/10 (414 reviews)
You can find the perfect gifts to bring home at Assembly Row during your visit to Somerville.
Lucky Strike Somerville
You can take time to visit Lucky Strike Somerville during your travels to Somerville.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $68
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $64
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.