Title: Westwood Vacation Packages & Trips 2025/2026 from CA $488 | Expedia.ca [Hotels in Westwood](https://expedia.ca/Westwood-Hotels.d173770.Travel-Guide-Hotels)[Vacation Rentals in Westwood](https://expedia.ca/Westwood-Vacation-Rentals.d173770.Travel-Guide-VacationRentals)[Flights to Westwood](https://expedia.ca/Cheap-Flights-To-Westwood.d173770.Travel-Guide-Flights)[Westwood Car Rentals](https://expedia.ca/Car-Rentals-In-Westwood.d173770.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) # Westwood 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 #### Your Westwood Vacation With all your travel plans worked out before you go, our Westwood vacation packages let you simply focus on vacationing! One neighborhood to base yourself in this exciting city is Dorchester, which is good for nature and dining. If sightseeing is on the cards during your trip to Westwood, look around popular attractions like [Blue Hills Ski Area](https://www.expedia.ca/Blue-Hills-Ski-Area-Massachusetts.d6228868.Vacation-Attraction), [Museum of American Bird Art at Mass Audubon](https://www.expedia.ca/Museum-Of-American-Bird-Art-At-Mass-Audubon-Canton.d6262776.Vacation-Attraction) and [Eleanor Cabot Bradley Estate](https://www.expedia.ca/Eleanor-Cabot-Bradley-Estate-Canton.d6262770.Vacation-Attraction). Stop dreaming and start adventuring. Check out the range of options on Expedia today and finally put your Westwood vacation plans into gear! ## Top Westwood Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Arcadian Hotel CA $488 per person Feb 19 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 16/10 Exceptional! (3,743 reviews) Great location, friendly staff! Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-19/2026-02-22/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=31097754&paandie=true&dealMarker=uZ4SYN567ACtw7F27kzb_fWQslDrqirK_RnqEgHIUJCSy4QxhoonRUNlMkGeMElA) ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $658 per person Jan 22 - Jan 25 found 17 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 16.8/10 Exceptional! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-25/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21333029&paandie=true&dealMarker=iopvntpZkSVakJTS2gjn0UC8FsIZh7Tvi7NQieuaRCLNFaObnryDLJBwaBDtJQ2o) ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $602 per person Feb 19 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 17.2/10 Exceptional! (1,337 reviews) Very clean room. It’s old hotel so rooms are small but didn’t bother us . Carlos was very nice at check in Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-19/2026-02-22/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1118893&paandie=true&dealMarker=uZ4SYN567ACtw7F27kzb_U994Mu2EkktLIMveqfko_HgeXIcHEiMW2pEFHp-rLNb) ![Iris Hotel Boston](https://images.trvl-media.com/lodging/104000000/103190000/103189400/103189341/32389673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Iris Hotel Boston Coolidge Corner South Side CA $811 per person Jan 14 - Jan 18 found 7 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 18.8/10 Exceptional! (460 reviews) The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline Reviewed on Nov 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=103189341&paandie=true&dealMarker=zhU3oT6Q2N2TL_gxVc7IJXOivpdqHNSSeDU2y--tbqROgYMhbkzd1mk5dnqkm9ch) ![Hyatt Regency Boston Harbor](https://images.trvl-media.com/lodging/1000000/30000/26300/26283/45a56a4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Boston Harbor East Boston CA $548 per person Feb 4 - Feb 7 found 6 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 18.4/10 Exceptional! (1,732 reviews) helpful and friendly staff. clean rooms. clam chowder was great. good view. airport transportation Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-04/2026-02-07/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26283&paandie=true&dealMarker=G0nFoJcWXpxTtmncuCp6iM1QSJ3ZzqiIMKCQUIAJQSTUJeZV97GlAy7DIJBLoiaX) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_173770) ## Ready to book your vacation to Westwood? Choose your dates ## Westwood Hotel Deals ![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 $171 CA $199 total Nov 30 - Dec 1 includes taxes & fees 9.2/10 Wonderful! (4,068 reviews) Clean, good location, friendly staff Reviewed on Nov 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true®ionId=173770) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_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 $196 CA $286 total Dec 18 - Dec 19 includes taxes & fees 9/10 Wonderful! (4,246 reviews) Room ready when we arrived at 8:30am Small but suffices Noise from outside is easily heard Reviewed on Nov 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=173770) ![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 $118 CA $137 total Nov 27 - Nov 28 includes taxes & fees 9/10 Wonderful! (2,266 reviews) very nice experience Reviewed on Nov 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F11%2F2025&endDate=28%2F11%2F2025&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=173770) [See all 3,703 properties in Westwood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F11%2F2025&endDate=28%2F11%2F2025®ionId=173770) 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) ### Discover the most popular places to visit in Westwood ![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 4.5/5(305 reviews) 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) ![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 4.5/5(518 reviews) 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) ![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 4.5/5(279 reviews) 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) ### What to do in Westwood ![Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit. ](https://mediaim.expedia.com/localexpert/46312679/f4dc7e7e-3f89-44f1-8c94-790c64c45eec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### View Boston Observation Deck Admission Tickets CA $48 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 $111 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 $118 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 Westwood](https://expedia.ca/things-to-do/search?rid=173770) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [4 Star Hotels in Norwood](https://www.expedia.ca/4Star-Norwood-Hotels.s40-0-d9266.Travel-Guide-Filter-Hotels) - [Boston Hotels](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Aparthotels in Boston Needham Junction Station](https://www.expedia.ca/Boston-Needham-Junction-Station-Apart-Hotels.d6209572-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near Boston Needham Junction Station](https://www.expedia.ca/Boston-Needham-Junction-Station-Hotels.d6209572.Travel-Guide-Hotels) - [Hotels near Charles River Peninsula](https://www.expedia.ca/Charles-River-Peninsula-Hotels.0-l553248621532667039-0.Travel-Guide-Filter-Hotels) - [B&B in Dedham Endicott Station](https://www.expedia.ca/Dedham-Endicott-Station-Bed-And-Breakfast.d6210823-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Dedham Endicott Station](https://www.expedia.ca/Dedham-Endicott-Station-Hotels.d6210823.Travel-Guide-Hotels) - 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[Flights to Norwood](https://www.expedia.ca/Cheap-Flights-To-Norwood.d9266.Travel-Guide-Flights) - [Flights from Norwood Memorial](https://www.expedia.ca/lp/airports/owd/flights-from-norwood-memorial-airport) - [Flights from Albuquerque (ABQ) to Norwood (OWD)](https://www.expedia.ca/lp/flights/abq/owd/albuquerque-to-norwood) - [Flights from Wilkes-Barre (AVP) to Norwood (OWD)](https://www.expedia.ca/lp/flights/avp/owd/wilkes-barre-to-norwood) - [Flights from Daytona Beach (DAB) to Norwood (OWD)](https://www.expedia.ca/lp/flights/dab/owd/daytona-beach-to-norwood) - [Flights from Detroit (DTW) to Norwood (OWD)](https://www.expedia.ca/lp/flights/dtw/owd/detroit-to-norwood) - [Flights from Lynchburg (LYH) to Norwood (OWD)](https://www.expedia.ca/lp/flights/lyh/owd/lynchburg-to-norwood) - [Flights from Syracuse (SYR) to Norwood (OWD)](https://www.expedia.ca/lp/flights/syr/owd/syracuse-to-norwood) - [Flights from Ottawa (YOW) to Norwood (OWD)](https://www.expedia.ca/lp/flights/yow/owd/ottawa-to-norwood) - [Flights from Montreal (YUL) to Norwood (OWD)](https://www.expedia.ca/lp/flights/yul/owd/montreal-to-norwood) - [Flights from Vancouver (YVR) to Norwood (OWD)](https://www.expedia.ca/lp/flights/yvr/owd/vancouver-to-norwood) - [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston) - [Flights from Toronto (YYZ) to Norwood (OWD)](https://www.expedia.ca/lp/flights/yyz/owd/toronto-to-norwood) ### Packages - [Arnold Arboretum](https://www.expedia.ca/Arnold-Arboretum-Jamaica-Plain.d6070013.Vacation-Attraction) - [Avon Vacations](https://www.expedia.ca/Avon.d75792.Destination-Travel-Guides) - [Berklee College of Music](https://www.expedia.ca/Berklee-College-Of-Music-FenwayKenmore.d6092309.Vacation-Attraction) - [Boston College](https://www.expedia.ca/Boston-College-Commonwealth.d6092291.Vacation-Attraction) - [Boston Medical Center](https://www.expedia.ca/Boston-Medical-Center-South-End.d6161359.Vacation-Attraction) - [Boston Museum of Fine Arts](https://www.expedia.ca/Boston-Museum-Of-Fine-Arts-FenwayKenmore.d6070025.Vacation-Attraction) - [Brookline Vacations](https://www.expedia.ca/Brookline.d7091.Destination-Travel-Guides) - [Children's Hospital Boston](https://www.expedia.ca/Childrens-Hospital-Boston-FenwayKenmore.d6070049.Vacation-Attraction) - [Commonwealth Avenue Mall](https://www.expedia.ca/Commonwealth-Avenue-Mall-Back-Bay.d553248621533117618.Vacation-Attraction) - [Dana-Farber Cancer Institute](https://www.expedia.ca/Dana-Farber-Cancer-Institute-FenwayKenmore.d6070063.Vacation-Attraction) - [Fenway Park](https://www.expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction) - [Foxboro Vacations](https://www.expedia.ca/Foxboro.d8136.Destination-Travel-Guides) - [Foxborough Country Club](https://www.expedia.ca/Foxborough-Country-Club-Foxboro.d553248621532666328.Vacation-Attraction) - [Franklin Park Zoo](https://www.expedia.ca/Franklin-Park-Zoo-Roxbury.d6070069.Vacation-Attraction) - [Gillette Stadium](https://www.expedia.ca/Gillette-Stadium-Boston.d6034500.Vacation-Attraction) - [Hall at Patriot Place](https://www.expedia.ca/Hall-At-Patriot-Place-Boston.d6283669.Vacation-Attraction) - [Harvard University](https://www.expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction) - [Holliston Vacations](https://www.expedia.ca/Holliston.d3000441122.Destination-Travel-Guides) - [Hynes Convention Center](https://www.expedia.ca/Hynes-Convention-Center-Back-Bay.d6060184.Vacation-Attraction) - [Isabella Stewart Gardner Museum](https://www.expedia.ca/Isabella-Stewart-Gardner-Museum-FenwayKenmore.d6070085.Vacation-Attraction) - [Legacy Place](https://www.expedia.ca/Legacy-Place-Boston.d553248621592457149.Vacation-Attraction) - [Newton Vacations](https://www.expedia.ca/Newton.d8893.Destination-Travel-Guides) - [Norwood Vacations](https://www.expedia.ca/Norwood.d9266.Destination-Travel-Guides) - [Visit Norwood](https://www.expedia.ca/Norwood.dx9266) - [Paradise Rock Club](https://www.expedia.ca/Paradise-Rock-Club-Allston.d553248621533127008.Vacation-Attraction) - [Prudential Tower](https://www.expedia.ca/Prudential-Tower-Back-Bay.d6070133.Vacation-Attraction) - [St. Elizabeth's Medical Center](https://www.expedia.ca/St-Elizabeths-Medical-Center-Brighton.d6182988.Vacation-Attraction) - [The Shops at Prudential Center](https://www.expedia.ca/The-Shops-At-Prudential-Center-Back-Bay.d6182981.Vacation-Attraction) - [Waban Vacations](https://www.expedia.ca/Waban.d170318.Destination-Travel-Guides) - [Waltham Vacations](https://www.expedia.ca/Waltham.d10415.Destination-Travel-Guides) - [Wollaston Beach](https://www.expedia.ca/Wollaston-Beach-Boston.d6160049.Vacation-Attraction) ### Cars - [Car rental Dedham](https://www.expedia.ca/Car-Rentals-In-Dedham.d6738.Car-Rental-Guide) - [Rental cars Norwood Memorial airport](https://www.expedia.ca/Car-Rentals-In-Norwood-Memorial.d6030938.Car-Rental-Guide) - [Car rental Norwood](https://www.expedia.ca/Car-Rentals-In-Norwood.d9266.Car-Rental-Guide) - [Car rentals near Norfolk County](https://www.expedia.ca/Destinations-In-Norfolk-County.d553248635976433043.Car-Rental-Destinations) ### Vacation Rental - [Norfolk County Vacation Rentals](https://www.expedia.ca/Destinations-In-Norfolk-County.d553248635976433043.Vacation-Rental-Destinations) ### Other - [Things to do in Norwood](https://www.expedia.ca/Things-To-Do-In-Norwood.d9266.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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