Title: Sterling Vacation Packages & Trips 2026 from CA $822 | Expedia.ca [Hotels in Sterling](https://expedia.ca/Sterling-Hotels.d55983.Travel-Guide-Hotels)[Vacation Rentals in Sterling](https://expedia.ca/Sterling-Vacation-Rentals.d55983.Travel-Guide-VacationRentals)[Sterling Car Rentals](https://expedia.ca/Car-Rentals-In-Sterling.d55983.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55983/bacffede-53cd-4c76-b34b-7a6670c74699.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sterling 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 Sterling Vacation Our Sterling vacation packages offer countless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can relax and enjoy your city break in the way that you deserve. [Tower Hill Botanic Garden](https://www.expedia.ca/Tower-Hill-Botanic-Garden-Boylston.d553248621532666810.Vacation-Attraction), [Museum of Russian Icons](https://www.expedia.ca/Museum-Of-Russian-Icons-Clinton.d553248621532667011.Vacation-Attraction) and [Dexter Drumlin](https://www.expedia.ca/Dexter-Drumlin-Lancaster.d553248621532667013.Vacation-Attraction) are just a few of the sights worth exploring during your trip to Sterling. Expedia is here to help you escape the everyday. Tailor your vacation to Sterling to suit your style of travel, whatever that may be. ## Top Sterling Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Red Roof Inn PLUS+ Boston - Woburn/ Burlington](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/cd61706d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn PLUS+ Boston - Woburn/ Burlington CA $822 per person Jun 8 - Jun 13 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Boston (BOS) 7.2/10 Good! (1,194 reviews) Easy parking with a great location. Property is outdated but it was mostly clean and the staff was great. Reviewed on Mar 31, 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 $1,951 per person May 15 - May 18 found 9 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Clean room, friendly staff, great amenities Reviewed on Apr 3, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,935 per person May 15 - May 18 found 9 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm). Reviewed on Apr 4, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $1,761 per person Jun 8 - Jun 13 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Boston (BOS) 8.8/10 Excellent! (1,426 reviews) Location, location, location! Breakfast is top notch. The entire staff was helpful and friendly. Reviewed on Apr 3, 2026 ![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/b020b277_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mandarin Oriental, Boston Back Bay CA $2,351 per person May 22 - May 25 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (408 reviews) Beautiful hotel. From the moment you are greeted by the valet, bell hop, front reception you are treated like royalty. 5 stars all around! Reviewed on Mar 16, 2026 ## Ready to book your vacation to Sterling? Choose your dates ## Sterling Hotel Deals ![Chocksett Inn and Restaurant](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/2e99d26e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chocksett Inn and Restaurant 59 Laurelwood Road Sterling MA Fully refundableReserve now, pay when you stay CA $222 CA $248 total May 3 - May 4 includes taxes & fees 8.8/10 Excellent! (151 reviews) Although we had to cancel our reservation, everyone we spoke with on the telephone was professional, understanding, and kind. Reviewed on Feb 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%2F2026&selected=1202140&PinnedHotelID=1202140&HadPinnedHotel=true®ionId=55983) ![Embassy Suites by Hilton Boston Marlborough](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2c252d7a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Boston Marlborough 123 Boston Post Rd W Marlborough MA CA $222 CA $248 total Apr 9 - Apr 10 includes taxes & fees 9.2/10 Wonderful! (1,009 reviews) love this place, wonderful with everything Reviewed on Apr 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=22959&PinnedHotelID=22959&HadPinnedHotel=true®ionId=55983) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Wolf Lodge Boston / Fitchburg, MA 150 Great Wolf Dr Fitchburg MA CA $220 CA $245 total May 3 - May 4 includes taxes & fees 8.6/10 Excellent! (1,003 reviews) Was great Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%2F2026&selected=8458771&PinnedHotelID=8458771&HadPinnedHotel=true®ionId=55983) [See all 393 properties in Sterling](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F04%2F2026&endDate=07%2F04%2F2026®ionId=55983) 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) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app