Title: Mountain Vacations in Southeast Massachusetts 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6047675/e509df6e-5c7b-43dd-9e29-15c54ef7f75c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southeast Massachusetts Mountain Vacations ## 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 ## Flight and Mountain hotel deals in Southeast Massachusetts 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 $717 per person Jan 9 - Jan 11 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Sublime in every way! Reviewed on Dec 3, 2025 ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $910 per person Feb 16 - Feb 20 found 21 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $1,418 per person Feb 16 - Feb 20 found 21 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 2025 ![The Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay CA $1,074 per person Feb 13 - Feb 18 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.2/10 Wonderful! (2,268 reviews) Hidden gem in Boston - central location, spotless rooms, surprisingly affordable rates compared to similar properties, and standout guest relations staff with a level of attentiveness and top-shelf service worthy of any five-staff hotel. Truly above and beyond. Reviewed on Dec 3, 2025 ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lenox Hotel Boston Back Bay CA $923 per person Feb 16 - Feb 20 found 21 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (1,218 reviews) so festive! warm and welcoming Reviewed on Dec 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Southeast Massachusetts 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 $717 per person Jan 9 - Jan 11 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Sublime in every way! Reviewed on Dec 3, 2025 ![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mandarin Oriental, Boston Back Bay CA $1,391 per person Jan 23 - Jan 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (376 reviews) Immaculate, convenient, good food, great staff, perfect facilities, and nice little touches. Reviewed on Nov 21, 2025 ![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 $1,052 per person Jan 22 - Jan 25 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Wonderful stay; room was just spotless. Staff lovely Reviewed on Nov 29, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Southeast Massachusetts 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 $893 per person Jan 23 - Jan 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Sublime in every way! Reviewed on Dec 3, 2025 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $1,034 per person Jan 22 - Jan 25 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 2025 ![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 $1,011 per person Jan 22 - Jan 25 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (247 reviews) Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room. Reviewed on Oct 21, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Southeast Massachusetts Price found within the past 48 hours. Click for updated prices. ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $910 per person Feb 16 - Feb 20 found 21 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![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 $1,646 per person Jan 26 - Jan 30 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Sublime in every way! Reviewed on Dec 3, 2025 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $1,418 per person Feb 16 - Feb 20 found 21 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](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) ## More Vacations Ideas [Flights to Southeast Massachusetts ](https://expedia.ca/Cheap-Flights-To-Southeast-Massachusetts.d6047675.Travel-Guide-Flights)[ Southeast Massachusetts Hotels ](https://expedia.ca/Southeast-Massachusetts-Hotels.d6047675.Travel-Guide-Hotels)[ Southeast Massachusetts Vacation Rentals ](https://expedia.ca/Southeast-Massachusetts-Vacation-Rentals.d6047675.Travel-Guide-VacationRentals)[ Southeast Massachusetts Car Rentals ](https://expedia.ca/Car-Rentals-In-Southeast-Massachusetts.d6047675.Car-Rental-Guide)[ Southeast Massachusetts Vacations ](https://expedia.ca/Southeast-Massachusetts.d6047675.Destination-Travel-Guides)[ Things to do in Southeast Massachusetts ](https://expedia.ca/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities) \* 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