Title: Westwood Vacation Packages & Trips 2026 from CA $977 | 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://images.trvl-media.com/place/173770/995df98c-124a-4f24-ad89-5630a39c92e5.jpg?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 Inn on Arsenal](https://images.trvl-media.com/lodging/1000000/860000/856000/855968/82e8fdcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn on Arsenal CA $977 per person May 14 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 8.4/10 Very Good! (38 reviews) Very clean and spotless. It took a while for the hot water in the shower. Check in and check out were very easy. People were very nice. Reviewed on Feb 22, 2026 ![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 $2,225 per person Apr 23 - Apr 27 found 24 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $2,302 per person May 1 - May 4 found 20 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) The most perfect hotel and service I’ve ever experienced in my lifetime! Reviewed on Feb 24, 2026 ![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 $2,128 per person May 14 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) Room and staff were great Reviewed on Feb 26, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_173770) ## Ready to book your vacation to Westwood? Choose your dates ## Westwood 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 Fully refundableReserve now, pay when you stay CA $183 CA $260 total Mar 1 - Mar 2 includes taxes & fees 9.6/10 Exceptional! (4,045 reviews) Very helpful and kind staff. Clean rooms and comfy beds. Will stay again! Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=79888&PinnedHotelID=79888&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 $139 CA $217 total Mar 1 - Mar 2 includes taxes & fees 9.2/10 Wonderful! (4,469 reviews) Good people and nice service Reviewed on Feb 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=173770) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Park Plaza 50 Park Plaza Boston MA Fully refundableReserve now, pay when you stay CA $167 CA $250 total Mar 8 - Mar 9 includes taxes & fees 8.4/10 Very Good! (3,101 reviews) Very attentive and friendly staff , clean rooms . Our stay was very pleasant Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=173770) [See all 3,973 properties in Westwood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F02%2F2026&endDate=28%2F02%2F2026®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://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.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) ![Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!](https://images.trvl-media.com/place/8136/b9d0e965-3860-4aa0-bd75-1fe651b315dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music. [](https://expedia.ca/Gillette-Stadium-Boston.d6034500.Vacation-Attraction) ![Boston Common which includes flowers, a garden and landscape views](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.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) ### What to do in Westwood ![Boston Hop-On Hop-Off Trolley Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Old Town Trolley Hop-on Hop-Off City Tour CA $72 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.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 $108 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) ![Zac tells a story about the John Harvard statue](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Campus Guided Walking Tour CA $31 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details) [See all activities in Westwood](https://expedia.ca/things-to-do/search?rid=173770) ## Explore a world of travel with Expedia - 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[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) - 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