Title: Webster Square Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,252 Expedia.ca [Hotels in Webster Square](https://expedia.ca/Webster-Square-Worcester-Hotels.0-n553248635976477815-0.Travel-Guide-Filter-Hotels)[Flights to Worcester](https://expedia.ca/Cheap-Flights-To-Worcester.d6023336.Travel-Guide-Flights)[Webster Square Car Rentals](https://expedia.ca/Car-Rentals-In-Webster-Square.d553248635976477815.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635976477815/2729aa48-4a10-4b94-9674-e79de44798ef.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Webster Square 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 Webster Square Price found within the past 48 hours. Click for updated prices. ![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 $1,252 per person Apr 3 - Apr 5 found 1 day ago Roundtrip flight included Halifax (YHZ) 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 ![The Boston Hotel](https://images.trvl-media.com/lodging/101000000/100140000/100136300/100136229/54a79fec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Boston Hotel Brighton CA $1,260 per person May 7 - May 12 found 6 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 7.4/10 Good! (802 reviews) Clean room, staff was great, chill and easy to access. Good price as well! Reviewed on Feb 9, 2026 ![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 $1,326 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 ## Where to stay in Webster Square Find the best Webster Square areas and neighborhoods for the activities you enjoy most. [Learn more about Webster Square](https://expedia.ca/Worcester-Webster-Square.dx553248635976477815) ![Worcester Central Business District showing heritage architecture and a city](https://images.trvl-media.com/place/553248635976482380/2aee2088-badf-4d17-8cbd-dbb4485148b4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Worcester Central Business District 4 out of top 10 points of interest in this area 5/5(2 area reviews) If you're spending some time in Worcester Central Business District, DCU Center and Mechanics Hall are top sights worth seeing. [Find hotel + flight trips in Worcester Central Business District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Worcester%20Central%20Business%20District&DestID=553248635976482380&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Piedmont If you're looking for some top things to see and do in Piedmont and surrounding area, you can visit The Hanover Theatre for the Performing Arts and Mechanics Hall. [Find hotel + flight trips in Piedmont](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Piedmont&DestID=984769317615050752&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![very cool space in old buick dealership. great flatbread pizza, great vibe.](https://images.trvl-media.com/place/6023336/052f3b3e-f954-4e2a-8e7d-ebab4c69ae91.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Shrewsbury Street Shrewsbury Street might not have many top sights, but Union Station and DCU Center are two attractions nearby that you can check out. [Find hotel + flight trips in Shrewsbury Street](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Shrewsbury%20Street&DestID=897568218764566528&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Worcester Art Museum aerial view at 55 Salisbury Street in historic downtown Worcester in Massachusetts MA, USA. ](https://images.trvl-media.com/place/897567693610442752/63b37654-a482-4124-a5d2-7c8eca44c94d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Main South 1 out of top 10 points of interest in this area Though Main South might not have many top sights, you can venture to the surrounding area to see attractions like Fitton Baseball Field and Fitton Field. [Find hotel + flight trips in Main South](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Main%20South&DestID=897567693610442752&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Franklin Plantation While Franklin Plantation isn't home to many top sights, EcoTarium and Union Station are some notable places to visit nearby. [Find hotel + flight trips in Franklin Plantation](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Franklin%20Plantation&DestID=553248635976477075&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Webster Square Hotel Deals ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wellsworth Hotel 14 Mechanic St Southbridge MA Fully refundableReserve now, pay when you stay CA $146 CA $163 total Feb 15 - Feb 16 includes taxes & fees 9/10 Wonderful! (1,418 reviews) Beautiful and clean hotel and friendly staff Reviewed on Feb 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=894252&PinnedHotelID=894252&HadPinnedHotel=true®ionId=553248635976477815) ![Motel 6 Framingham, MA - Boston West](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/6cb3f7db_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Framingham, MA - Boston West 1668 Worcester Rd Framingham MA Fully refundableReserve now, pay when you stay CA $84 CA $92 total Mar 2 - Mar 3 includes taxes & fees 6.8/10 (1,136 reviews) Room was clean Reviewed on Jan 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=51104&PinnedHotelID=51104&HadPinnedHotel=true®ionId=553248635976477815) ![DoubleTree by Hilton Hotel Boston - Westborough](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/4894a4f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Boston - Westborough 5400 Computer Dr Westborough MA Fully refundableReserve now, pay when you stay CA $144 CA $161 total Mar 6 - Mar 7 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) N/A Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&selected=17910&PinnedHotelID=17910&HadPinnedHotel=true®ionId=553248635976477815) [See all 366 properties in Webster Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®ionId=553248635976477815) 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 Webster Square vacation package cost? ### How do I get a cheap travel package to Webster Square? ### Where should I stay in Webster Square? ### What are the top hotels in Webster Square? ### How far in advance should I book my Webster Square vacation? ### What does an Expedia Webster Square travel package include? ### What should I know before booking a Webster Square travel package? ### Can I choose my airline with a Webster Square Expedia vacation package? ### If I'm not able to travel, can I cancel my Webster Square vacation package? ### Discover the most popular places to visit in Webster Square ![Old Mill Boathouse rowing sailing paddling center city of port moody Esplanade Ave Rocky Point Park Recreational Pier A rowing lesson on the water Teenagers are engaged in sports club 09.2022 Canada](https://images.trvl-media.com/place/6208520/6b2ab557-f85f-4b69-8bcd-bcce59eae4d1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Regatta Point Park Explore the great outdoors at Regatta Point Park, a lovely green space in Worcester. Attend a sporting event in this family-friendly area. [](https://expedia.ca/Regatta-Point-Park-Worcester.d6208520.Vacation-Attraction) #### DCU Center 4/5(3 reviews) Catch an event at DCU Center during your trip to Worcester. Attend a sporting event in this family-friendly area. [](https://expedia.ca/DCU-Center-Worcester-Central-Business-District.d6070339.Vacation-Attraction) ### Things to do ![1-Hour Axe Throwing in Worcester](https://mediaim.expedia.com/localexpert/48425652/c4dfcf85-b965-46b5-b40d-e6eec47c896c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 1-Hour Axe Throwing in Worcester CA $38 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/1-hour-axe-throwing-in-worcester.a48425652.activity-details) [See all activities in Worcester](https://expedia.ca/things-to-do/search?rid=553248635976477815) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.