Title: South Medford Vacation Packages & Trips 2025 from $327 | Expedia.ca [Hotels in South Medford](https://expedia.ca/South-Medford-Boston-Hotels.0-n553248635976476927-0.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)[South Medford Car Rentals](https://expedia.ca/Car-Rentals-In-South-Medford.d553248635976476927.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) # South Medford 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 South Medford Price found within the past 48 hours. Click for updated prices. ![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 $887 per person Nov 10 - Nov 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (510 reviews) Thoroughly enjoyed our stay. All the staff were very friendly and helpful. The rooms were clean and well stocked. I would definitely stay there again Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-12/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&dealMarker=w7Ud1V2kLGkkqGRsIKVfj3uz2lqrPSgES8dfyxveatxKlLgcpQ17KDKSrfR2IfZS) ![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_0LPGnqW8SBhAPfc9P8S5Oeyk-QD4albN62BIWJrLNY-S1) ![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 $1,494 per person Dec 28 - Jan 1 found 1 day ago Roundtrip flight included Halifax (YHZ) 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/2025-12-28/2026-01-01/?FromAirport=YHZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=DtraQQJAbHsQAu5wim0eb4hZjdRb83ZgwrHcgZ1njXxDiZyYXWWNeN4sBnkMLaMH) ![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=DtraQQJAbHsQAu5wim0ebxV8vC4MIZnzxhzgLYv00au8eYcY-Ioi4-HSavJt9JsC) ![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 1 day 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=6eZsIBlsjBrlQ9i7UR1QRUEn1pgiBqk7Ukjb-lyct8Cn-P5L2Qrzqc4XRnQP4qxq) ## Where to stay in South Medford Find the best South Medford areas and neighborhoods for the activities you enjoy most. [Learn more about South Medford](https://expedia.ca/Boston-South-Medford.dx553248635976476927) ![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) ## South Medford 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 $334 CA $446 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=553248635976476927) ![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 $320 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=553248635976476927) ![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 $280 CA $375 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=553248635976476927) [See all 3,730 properties in South Medford](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=553248635976476927) 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 South Medford vacation package cost? > Get ready to book, because a getaway to South Medford starts from an affordable CA $887. When you bundle your flights, hotels and more into a travel package, you'll score the biggest bargains. ### How do I get a cheap travel package to South Medford? > If you love getting an amazing deal, combine your bookings into a South Medford vacation package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 properties around the globe to take your pick of. Fly with who you want, stay anywhere you like and save your hard-earned money — now that's the perfect vacation! ### Where should I stay in South Medford? > Close to the action. Many visitors like to book hotels around popular sights, like Mystic River Reservation, Medford Square and Old Ship Street Historic District. ### How far in advance should I book my South Medford vacation? > Reward yourself with the biggest variety at the lowest prices by booking your adventure to South Medford nice and early. Airlines tend to advertise tickets anywhere up to a year in advance, so reserve your spot as soon as you can. Having said that, 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 South Medford travel package include? > With Expedia, you can select any combination of car rentals, flights and hotels to build your ideal South Medford travel package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more you'll save! ### What should I know before booking a South Medford travel package? > You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up great discounts. You're not limited to hotels, though. We've got beachside condos, cabins in the mountains and even houseboats and castles! ### Can I choose my airline with a South Medford Expedia vacation package? > You can, and with over 550 airlines to select from worldwide, you have loads of choice. Browse the available options and find out which airline best suits your budget and needs. ### If I'm not able to travel, can I cancel my South Medford vacation package? > It's difficult to predict what the future holds, so it's comforting to know that you can cancel or change your South Medford vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) to find out more. ### Discover the most popular places to visit in South Medford ![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park Catch a game or take a tour at one of America’s most historic and beloved ballparks. [](https://expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction) ![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [](https://expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction) ![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind. [](https://expedia.ca/Boston-Common-Beacon-Hill.d507377.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=553248635976476927) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.