Title: Sagamore Vacation Packages & Trips 2026 from CA $1,570 | Expedia.ca [Hotels in Sagamore](https://expedia.ca/Sagamore-Hotels.d6285814.Travel-Guide-Hotels)[Vacation Rentals in Sagamore](https://expedia.ca/Sagamore-Vacation-Rentals.d6285814.Travel-Guide-VacationRentals)[Sagamore Car Rentals](https://expedia.ca/Car-Rentals-In-Sagamore.d6285814.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6285814/5e23b189-ea80-4ed2-bd3e-71f98630609e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sagamore 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 Sagamore Vacation Come and experience this interesting city for yourself with a Sagamore vacation package. Consider spending some time in the neighborhood of Mashpee Neck, which is great for walking and views, and your time here is bound to be unforgettable. Make your trip to Sagamore even more enjoyable by going sightseeing. [Massachusetts Maritime Academy](https://www.expedia.ca/Massachusetts-Maritime-Academy-Buzzards-Bay.d6297427.Vacation-Attraction), [Heritage Museums and Gardens](https://www.expedia.ca/Heritage-Museums-And-Gardens-Sandwich.d6287137.Vacation-Attraction) and [Sandwich Glass Museum](https://www.expedia.ca/Sandwich-Glass-Museum-Sandwich.d6287244.Vacation-Attraction) are among the big attractions worth exploring. Don't put off your visit to this city any longer. The ultimate Sagamore vacation is only a few clicks away with Expedia. ## Top Sagamore Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,570 per person Jun 13 - Jun 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 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 $2,072 per person Jun 3 - Jun 6 found 8 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub. Reviewed on Mar 23, 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 $1,704 per person Jun 3 - Jun 6 found 8 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products. Reviewed on Mar 29, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $2,349 per person Jun 3 - Jun 6 found 8 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (238 reviews) The photos doesn’t give this place justice. Reviewed on Mar 24, 2026 ### Luxury 2BR near Cambridge Prospect Hill CA $2,395 per person Jun 13 - Jun 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) No reviews ## Ready to book your vacation to Sagamore? Choose your dates ## Sagamore Hotel Deals ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Resort Cape Cod 1225 Iyannough Rd Hyannis MA Fully refundableReserve now, pay when you stay CA $212 CA $322 total Apr 2 - Apr 3 includes taxes & fees 8.6/10 Excellent! (513 reviews) They did a great job witNo hot water in our room. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true®ionId=6285814) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bayside Resort Hotel 225 Route 28 West Yarmouth MA Fully refundableReserve now, pay when you stay CA $158 CA $196 total Apr 14 - Apr 15 includes taxes & fees 8.8/10 Excellent! (1,553 reviews) Awesome breakfast, great location Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=896697&PinnedHotelID=896697&HadPinnedHotel=true®ionId=6285814) ![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aiden by Best Western Cape Cod - West Yarmouth 476 Route 28 West Yarmouth MA Fully refundableReserve now, pay when you stay CA $141 CA $161 total Apr 9 - Apr 10 includes taxes & fees 8/10 Very Good! (1,007 reviews) We felt everything about the hotel was great. I stayed there a while ago when it was Cape Point and I feel it is now better! I would definitely stay again Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=38357891&PinnedHotelID=38357891&HadPinnedHotel=true®ionId=6285814) [See all 3,759 properties in Sagamore](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=6285814) 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