Title: Assembly Square Vacation Packages & Trips 2025 from CA $864 | Expedia.ca [Hotels in Assembly Square](https://expedia.ca/Assembly-Square-Boston-Hotels.0-n553248635976007391-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Assembly Square Car Rentals](https://expedia.ca/Car-Rentals-In-Assembly-Square.d553248635976007391.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55192/19e66cb4-4cad-47c3-b57b-65dc69cd9274.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Assembly Square Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Ana Lei - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Assembly Square Price found within the past 48 hours. Click for updated prices. ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $864 per person Jan 9 - Jan 11 found 18 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.6/10 Exceptional! (475 reviews) Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-09/2026-01-11/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=T6hSF7Sd9NppKCqD2qYjneQq7crN8M-N6-JdGzdvOzHFhst9IjkTNxVanFCB-Cpa) ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $1,385 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.6/10 Exceptional! (169 reviews) Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically: - We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing. - Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service. - My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged. Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=l-09JP4y2SstQM_eltz6VrrI3SbuvbsTGZH1lkTuKtwW7KFsPD5VG6InUI9_WEve) ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,171 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.6/10 Exceptional! (245 reviews) Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7980601&paandie=true&dealMarker=l-09JP4y2SstQM_eltz6VrrI3SbuvbsTGZH1lkTuKtyVHdc74pfW64cuYvWRPgjG) ![Maverick Suites at 245 Newbury St](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Maverick Suites at 245 Newbury St Back Bay CA $1,269 per person Dec 20 - Dec 25 found 12 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 8.2/10 Very Good! (149 reviews) Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library Reviewed on Oct 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-25/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89756238&paandie=true&dealMarker=MDpgdXxSRCrFDsbnfaVxDIHG3R__5zZhRskIfRwVl1JSU_K9PEjmuE60i8YwcXHf) ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge CA $1,051 per person Dec 18 - Dec 21 found 18 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.4/10 Exceptional! (1,021 reviews) We love the Charles for proximity to the river/races. Rooms are nice and very comfortable. Prices are very steep but head of the Charles weekend is much pricier than usual. Thermostats in room were not responsive. Drafty windows. Chilly overall. Free breakfast?? Never got, never offered even when I cked. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=l-09JP4y2SstQM_eltz6VrrI3SbuvbsTGZH1lkTuKtyuykDZ6oRdb5p5iBZq_Prg) ## 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](https://expedia.ca/Boston-Assembly-Square.dx553248635976007391) ![Downtown Boston showing a city and night scenes as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238255-Downtown-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 hotel + flight trips in Downtown Boston](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Boston&DestID=6340396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Back Bay featuring a city, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151657-Back-Bay.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Back Bay 1 out of top 10 points of interest in this area 4.5/5(271 area reviews) 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. [Find hotel + flight trips in Back Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Bay&DestID=800016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Seaport District featuring a high-rise building, a river or creek and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151908-South-Boston-Waterfront.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Seaport District 4.5/5(64 area reviews) 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. [Find hotel + flight trips in Seaport District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seaport%20District&DestID=6146535&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beacon Hill which includes landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21013-Beacon-Hill.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Beacon Hill 1 out of top 10 points of interest in this area 5/5(1 area review) 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. [Find hotel + flight trips in Beacon Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beacon%20Hill&DestID=77649&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476293-North-End-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North End 1 out of top 10 points of interest in this area 4.5/5(18 area reviews) 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. [Find hotel + flight trips in North End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20End&DestID=6146485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Assembly Square Hotel Deals ![La Quinta Inn & Suites by Wyndham Boston Somerville](https://images.trvl-media.com/lodging/1000000/550000/544200/544112/5c021408_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Boston Somerville 23 Cummings St, Somerville, MA Fully refundableReserve now, pay when you stay CA $125 CA $139 total Nov 23 - Nov 24 includes taxes & fees 7.4/10 Good! (2,974 reviews) dirty rooms and poor breakfast Reviewed on Oct 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=544112&PinnedHotelID=544112&HadPinnedHotel=true®ionId=553248635976007391) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seaport Hotel Boston 1 Seaport Lane, Boston, MA Fully refundableReserve now, pay when you stay CA $265 CA $315 total Nov 23 - Nov 24 includes taxes & fees 9.6/10 Exceptional! (3,592 reviews) Clean and comfortable. Couldn’t watch Netflix or prime video Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=553248635976007391) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Revolution Hotel 40 Berkeley Street, Boston, MA Fully refundableReserve now, pay when you stay CA $126 CA $147 total Nov 23 - Nov 24 includes taxes & fees 9/10 Wonderful! (2,186 reviews) Shared bathrooms worked really well. Downstairs area was lovely Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=553248635976007391) [See all 3,797 properties in Assembly Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=553248635976007391) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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 $864. 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](https://www.expedia.ca/Boston-Hotels-The-Row-Hotel-At-Assembly-Row.h22935326.Hotel-Information) or [La Quinta Inn & Suites by Wyndham Boston Somerville](https://www.expedia.ca/Boston-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Somerville.h544112.Hotel-Information). 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](https://www.expedia.ca/service/?langid=4105). We're here to help make sure your trip goes off without a hitch. ### Things to do ![The top floor of View Boston - 360 degree indoor observation deck ](https://mediaim.expedia.com/localexpert/46312679/72d3435a-7316-42af-bee1-19c21a7437f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### View Boston Observation Deck Admission Tickets CA $47 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details) ![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston CityPASS®: Admission to Top 4 Attractions CA $110 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) ![Go City: Boston All-Inclusive Pass with 45+ Attractions](https://mediaim.expedia.com/localexpert/173074/064eb1cc-eb4f-4535-bc3f-dbc4e50db8ab.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Go City: Boston All-Inclusive Pass with 45+ Attractions CA $117 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/go-city-boston-all-inclusive-pass-with-45-attractions.a173074.activity-details) [See all activities in Boston](https://expedia.ca/things-to-do/search?rid=553248635976007391) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.