Title: Manchester-by-the-Sea Vacation Packages & Trips 2026 from CA $720 | Expedia.ca [Manchester-by-the-Sea Travel Guide](https://expedia.ca/Manchester-By-The-Sea.dx129363)[Hotels in Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea-Hotels.d129363.Travel-Guide-Hotels)[Vacation Rentals in Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea-Vacation-Rentals.d129363.Travel-Guide-VacationRentals)[Manchester-by-the-Sea Car Rentals](https://expedia.ca/Car-Rentals-In-Manchester-By-The-Sea.d129363.Car-Rental-Guide) ![](https://images.trvl-media.com/place/129363/b4d3ec85-676f-486b-953e-aae4c18c797b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Manchester-by-the-Sea 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 Manchester-by-the-Sea Vacation Reserve a Manchester-by-the-Sea vacation package that has everything you need and nothing you don't. Good for walking, nature and views, consider basing yourself in the neighborhood of Great Neck. Make your trip to Manchester-by-the-Sea even more exciting by going sightseeing. [Hammond Castle](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction), [Endicott College](https://www.expedia.ca/Endicott-College-Boston.d553248635056398965.Vacation-Attraction) and [Singing Beach](https://www.expedia.ca/Singing-Beach-Manchester-by-the-Sea.d553248621561735338.Vacation-Attraction) are some of the popular attractions worth exploring. No matter your travel plans or budget, putting together the ultimate tailored Manchester-by-the-Sea vacation is a walk in the park with Expedia. ## Top Manchester-by-the-Sea Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Westin Boston Seaport District](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/b920b61e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Boston Seaport District Seaport District CA $720 per person May 7 - May 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.2/10 Wonderful! (2,398 reviews) Excellent front desk staff. All staff were polite and welcoming and very helpful. Clean spacious room. Just wish the restaurabt offered a few simpler meal options Reviewed on Apr 5, 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 $1,644 per person Jul 1 - Jul 5 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,000 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 ![Cambridge Common House](https://images.trvl-media.com/lodging/120000000/119910000/119904000/119903959/d3cc1e39_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cambridge Common House West Cambridge CA $1,747 per person Jun 26 - Jul 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) No reviews ![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 $794 per person May 7 - May 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (1,426 reviews) Stayed 7 days. First day the door would not close and latch. Clearly a problem. It got fixed two days later. The location is great. Steps away from TD garden and North station. However, the property is clearly worn down and in need of updates. Also, they charge an amenity fee but there are no amenities to speak of. Getting tired of junk fees. Reviewed on Apr 7, 2026 ![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/9ccd9e02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Copley Plaza, Boston Back Bay CA $1,098 per person May 7 - May 10 found 16 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9/10 Wonderful! (1,212 reviews) Very nice hotel that is centrally located. Close to the MFA, restaurants and shops. Enjoyed the rooftop gym. Staff was extremely courteous. There’s a mandatory food fee - it seems like more hotels are going that route these days. Reviewed on Apr 6, 2026 ### Manchester-by-the-Sea Beach Vacation Forget about the stresses of daily life and let your body, mind and soul completely relax during your Manchester-by-the-Sea vacation. There's nothing more invigorating than a cool ocean breeze and the soothing sound of waves lapping at the shore. Plan your trip to Manchester-by-the-Sea the easy way by choosing one of our Manchester-by-the-Sea vacation packages. Many travelers opt to spend their nights near Singing Beach, a local highlight only 2 kilometres from the city center. ## Ready to book your vacation to Manchester-by-the-Sea? Choose your dates ## Manchester-by-the-Sea Hotel Deals ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Encore Boston Harbor 1 Broadway Everett MA Fully refundableReserve now, pay when you stay CA $343 per night May 3 - May 4 9.6/10 Exceptional! (3,644 reviews) Room was fantastic, spacious and comfortable Reviewed on Apr 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%2F2026&selected=37057112&PinnedHotelID=37057112&HadPinnedHotel=true®ionId=129363) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Logan Airport One Hotel Drive Boston MA Fully refundableReserve now, pay when you stay CA $374 per night Apr 12 - Apr 13 9/10 Wonderful! (3,730 reviews) Great place to stay if you need to fly out early the next morning Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=281536&PinnedHotelID=281536&HadPinnedHotel=true®ionId=129363) ![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/2c8d72d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Boston Logan Airport Chelsea 200 2nd Street Chelsea MA Fully refundableReserve now, pay when you stay CA $242 per night Apr 12 - Apr 13 9/10 Wonderful! (2,847 reviews) Good place to stay in Boston! Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=48879812&PinnedHotelID=48879812&HadPinnedHotel=true®ionId=129363) [See all 1,647 properties in Manchester-by-the-Sea](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%2F2026®ionId=129363) 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 Manchester-by-the-Sea ![Singing Beach](https://images.trvl-media.com/place/553248621561735338/10cee882-47eb-49f3-b374-e78882f3516b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Singing Beach If a restful vacation is part of your travel plans, Singing Beach might be the perfect place to seek out during your trip to Manchester-by-the-Sea. Wander the seaside or discover the area's sunsets. [](https://expedia.ca/Singing-Beach-Manchester-by-the-Sea.d553248621561735338.Vacation-Attraction) ## 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