Title: Charlestown Vacation Packages & Trips 2025 from CA $998 | Expedia.ca [Charlestown Travel Guide](https://expedia.ca/Boston-Charlestown.dx88542)[Hotels in Charlestown](https://expedia.ca/Charlestown-Boston-Hotels.0-n88542-0.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)[Charlestown Car Rentals](https://expedia.ca/Car-Rentals-In-Charlestown.d88542.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6070045/62b314be-9741-4c18-93db-e530fe0b518d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Charlestown Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Charlestown Price found within the past 48 hours. Click for updated prices. ![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 $1,499 per person Dec 27 - Jan 3 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) 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/2025-12-27/2026-01-03/?FromAirport=YMQ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7980601&paandie=true&dealMarker=8hXe3TWR6KnKbyZw6VvS4a4sN9rgKyzFQnlwGWXTePryV765NK67RRyhKKIUdTE3) ![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 $2,119 per person Dec 28 - Jan 4 found 1 day ago Roundtrip flight included Montreal (YMQ) 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/2025-12-28/2026-01-04/?FromAirport=YMQ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=70ho5yefzeO7qt7lIWOBWe1aI1YAdDLXoetP7D0ddYhmYW44ZVrdCiH5MHolsZ8g) ![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 $1,583 per person Dec 27 - Jan 3 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) 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/2025-12-27/2026-01-03/?FromAirport=YMQ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=pVDEL9jKfCFICq4Y1-FGszDCPBDWRFyCKGWzE8dnvTo_d7qqiE-KbkOvUBsrrtDX) ![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 $1,995 per person Dec 28 - Jan 4 found 1 day ago Roundtrip flight included Montreal (YMQ) 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/2025-12-28/2026-01-04/?FromAirport=YMQ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=70ho5yefzeO7qt7lIWOBWeh34VnPiQwP_jszcK94q6_cUNh6oT1KldxBUhuYvRZu) ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Newbury Boston Back Bay CA $1,780 per person Dec 28 - Jan 4 found 1 day ago Roundtrip flight included Montreal (YMQ) to Boston (BOS) 9.4/10 Exceptional! (522 reviews) This hotel has it all, best in class care and service. Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=YMQ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&dealMarker=XiYwNVFE2kDDHA7Q__63iCSWFS_z7lIi8D_me8Qry5ZLKB17FX0QXGr7Zxf2XSg7) ## Where to stay in Charlestown Find the best Charlestown areas and neighborhoods for the activities you enjoy most. [Learn more about Charlestown](https://expedia.ca/Boston-Charlestown.dx88542) ![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) ## Charlestown Hotel Deals ![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 CA $225 CA $269 total Nov 24 - Nov 25 includes taxes & fees 9.6/10 Exceptional! (3,548 reviews) Excellent hotel - best place we stayed on our trip. Staff great and keen to make your stay as comfortable as possible. Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=88542) ![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 24 - Nov 25 includes taxes & fees 8.8/10 Excellent! (2,198 reviews) Very quirky hotel, clean and excellent facilities. The shared bathroom wasn’t an issue as you get a full bathroom to yourself as well as a gown, slippers and towels! The coffee in reception was amazing and the banana cake to die for! Staff were very friendly and we felt very safe walking around the ... Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=88542) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Boston North Station 70 Causeway Street, Boston, MA Fully refundableReserve now, pay when you stay CA $201 CA $235 total Nov 25 - Nov 26 includes taxes & fees 9.2/10 Wonderful! (3,951 reviews) Great hotel. Location is perfect! Staff were a little odd, very young, they didn’t have the best hospitality. Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true®ionId=88542) [See all 3,813 properties in Charlestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=88542) 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 a Charlestown vacation package cost? > Starting from as low as CA $1,499, a package is your ticket to inexpensive travel. Customize your Charlestown trip by selecting from our wide range of hotels, flights and rental cars. ### How do I get a cheap travel package to Charlestown? > Book everything in one place with our Charlestown vacation packages. We have deals on hotels, flights and more that'll keep your bank account happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, there are endless opportunities to mix and match. ### Where should I stay in Charlestown? > A journey to Charlestown has to include Fenway Park and TD Garden. Stay somewhere close by and easily access these fantastic sights. ### What are the top hotels in Charlestown? > [Moroccan Boutique Guest House](https://www.expedia.ca/Boston-Hotels-Moroccan-Boutique-Guest-House.h6229017.Hotel-Information) and [Top Of The World Charlestown Boston Ma](https://www.expedia.ca/Boston-Hotels-Top-Of-The-World-Charlestown-Boston-Ma.h33506058.Hotel-Information) are a couple of the most sought-after properties in Charlestown. Why not take a look at the amenities and facilities at each and then decide? ### How far in advance should I book my Charlestown vacation? > Get rewarded with the widest variety at the lowest prices by booking your Charlestown vacation early. Air carriers usually sell flights around a year prior to departure, so start locking things in as soon as you can. That being said, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream vacation! ### What does an Expedia Charlestown travel package include? > With Expedia, you can select a combination of flights, car rentals and hotels to create your perfect Charlestown travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more cash you'll save! ### What should I know before booking a Charlestown travel package? > When you book your hotels, flights and car rentals together, you'll enjoy terrific discounts. Whether you're organizing a beach escape in a villa or want to stay in a luxurious city hotel, Expedia will help make it happen. ### Can I choose my airline with a Charlestown Expedia vacation package? > Yes, you're in charge. Expedia has access to more than 550 airlines around the world, so you can design your Charlestown getaway according to your travel needs. ### If I'm not able to travel, can I cancel my Charlestown vacation package? > Because we understand life can be unpredictable, the answer is yes. For more information, check out our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). But generally speaking, if you've booked your Charlestown vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if your booking is older than that. ### Discover the most popular places to visit in Charlestown ![Bunker Hill Monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476244-Bunker-Hill-Monument.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bunker Hill Monument 4.5/5(8 reviews) Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument. [](https://expedia.ca/Bunker-Hill-Monument-Charlestown.d6070045.Vacation-Attraction) ![Charlestown Navy Yard](https://mediaim.expedia.com/destination/9/96375145e3f77c98a64f78081a6c233c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Charlestown Navy Yard You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area. [](https://expedia.ca/Charlestown-Navy-Yard-Charlestown.d6262254.Vacation-Attraction) ![Zakim Bunker Hill Bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52766-Zakim-Bunker-Hill-Bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Zakim Bunker Hill Bridge One of the world’s widest cable-stayed bridges graces Boston’s skyline with a functional monument to the city’s long commitment to democracy and freedom. [](https://expedia.ca/Zakim-Bunker-Hill-Bridge-Charlestown.d6182619.Vacation-Attraction) ### 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=88542) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.