Title: Prospect Hill Vacation Packages & Trips 2025 from $196 | Expedia.ca [Prospect Hill Travel Guide](https://expedia.ca/Boston-Prospect-Hill.dx6262342)[Hotels in Prospect Hill](https://expedia.ca/Prospect-Hill-Boston-Hotels.0-n6262342-0.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)[Prospect Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Prospect-Hill.d6262342.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Prospect Hill 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 Prospect Hill Price found within the past 48 hours. Click for updated prices. ![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 $906 per person Dec 11 - Dec 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.4/10 Exceptional! (1,005 reviews) Excellent location around Harvard Square walkable area. The hotel has beautiful and very comfy rooms and common areas in the lobby are just gorgeous. Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-14/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=SpBQyf31FStCKnayCn_0LOWgDz_FVe9NWhqUTrYpriXxlDElrp50OBheTmrDmFqU) ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $1,102 per person Dec 11 - Dec 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,008 reviews) super nice check-in staff and wonderful room - hoping for the same room when i return in july ! Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-14/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=SpBQyf31FStCKnayCn_0LDan4vLBnyhTgm3Mu-4YMvOkvOtfeSk_KXJCXNPzLcy8) ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $1,221 per person Dec 11 - Dec 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (160 reviews) Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back! Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-14/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=SpBQyf31FStCKnayCn_0LDan4vLBnyhTgm3Mu-4YMvNpSEBv2p4mfvht9-FiQpcb) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,262 per person Nov 8 - Nov 11 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (1,002 reviews) This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience. Reviewed on Sep 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-11/?FromAirport=YHZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2558&paandie=true&dealMarker=DtraQQJAbHsQAu5wim0ebzCP6_Bg_ilGzblC79osB1gvUZbeXEgQy0ySqGJ0ATMF) ![InnSeason Resorts Captain's Quarters](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/7f1dbbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InnSeason Resorts Captain's Quarters Falmouth Heights CA $941 per person Nov 24 - Nov 30 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (177 reviews) Great place to stay. Close to Island Queen ferry and right by the beach. Would definitely go back! Reviewed on Sep 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-24/2025-11-30/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1154022&paandie=true&dealMarker=6eZsIBlsjBrlQ9i7UR1QRcbrOy_rIGCc-gDOccmnZP7oW7qhmS76yTjN160PDL5G) ## Where to stay in Prospect Hill Find the best Prospect Hill areas and neighborhoods for the activities you enjoy most. [Learn more about Prospect Hill](https://expedia.ca/Boston-Prospect-Hill.dx6262342) ![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) ## Prospect Hill Hotel Deals ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Boston Hotel at the Seaport 450 Summer Street, Boston, MA Fully refundableReserve now, pay when you stay CA $333 CA $445 total Oct 30 - Oct 31 includes taxes & fees 9/10 Wonderful! (4,089 reviews) "So much fun with our family. Rooftop pool was awesome as was the restaurant" Reviewed on Sep 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=6262342) ![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 $319 CA $372 total Oct 5 - Oct 6 includes taxes & fees 9.2/10 Wonderful! (3,848 reviews) "We loved our stay at CitizenM." Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true®ionId=6262342) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Dagny Boston 89 Broad Street, Boston, MA Fully refundableReserve now, pay when you stay CA $275 CA $369 total Oct 31 - Nov 1 includes taxes & fees 9.4/10 Exceptional! (6,522 reviews) "Amazing hotel and location" Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&selected=151201&PinnedHotelID=151201&HadPinnedHotel=true®ionId=6262342) [See all 3,710 properties in Prospect Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=6262342) 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 Prospect Hill vacation package cost? > Go from wondering to wandering with our Prospect Hill vacation packages, which start from just CA $906. Choose the flights and hotels that suit your travel style. Then, add on some activities or tours for an unforgettable adventure. ### How do I get a cheap travel package to Prospect Hill? > You'll save a ton of money if you bundle your car rentals, flights and hotels into a Prospect Hill travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, so you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination. ### Where should I stay in Prospect Hill? > A getaway to Prospect Hill isn't complete without paying a visit to Assembly Row, LEGOLAND® Discovery Center and Somerville Theatre. Stay close to these popular attractions and make sightseeing a breeze. ### How far in advance should I book my Prospect Hill vacation? > While not all air carriers advertise ticket prices early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time you'll nab some incredible deals. If you're purchasing tickets last minute, you could still be in luck. Low prices occasionally emerge a few weeks prior to departure. ### What does an Expedia Prospect Hill travel package include? > You can select from a combination of hotels, rental cars and flights. Once you've made your booking, you can also add on experiences and activities. Want to pick your fare class? That's also possible. The choice is all yours when it comes to creating your perfect Prospect Hill getaway. ### What should I know before booking a Prospect Hill travel package? > A package can be easier on the bank balance than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and land a great deal. Whatever your vacation goals are, you're sure to find a package that suits your budget. ### Can I choose my airline with a Prospect Hill Expedia vacation package? > You can. We offer more than 550 airline partners across the globe, so select the carrier that suits your budget and travel needs. ### If I'm not able to travel, can I cancel my Prospect Hill vacation package? > We totally understand that unexpected stuff happens. If you've booked a Prospect Hill vacation package and need to cancel or change it, we can help. We suggest visiting our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge. ### Discover the most popular places to visit in Prospect Hill #### Prospect Hill Park Prospect Hill Park is just one of the places to see in Somerville, so why not enjoy the other things to explore during your travels? Experience the fascinating museums or attend a sporting event in this vibrant area. [](https://expedia.ca/Prospect-Hill-Park-Prospect-Hill.d6262347.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 **84%** 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 $109 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 $116 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=6262342) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.